JP4844785B2 - Dihydronaphthalene derivative, liquid crystal composition containing the same, and liquid crystal display device - Google Patents

Dihydronaphthalene derivative, liquid crystal composition containing the same, and liquid crystal display device Download PDF

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JP4844785B2
JP4844785B2 JP2001301171A JP2001301171A JP4844785B2 JP 4844785 B2 JP4844785 B2 JP 4844785B2 JP 2001301171 A JP2001301171 A JP 2001301171A JP 2001301171 A JP2001301171 A JP 2001301171A JP 4844785 B2 JP4844785 B2 JP 4844785B2
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Prior art keywords
dihydronaphthalene
trans
group
difluoro
general formula
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JP2003104920A (en
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佳孝 斉藤
哲生 楠本
貞夫 竹原
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DIC Corp
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DIC Corp
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Description

【0001】
【従来の技術】
液晶表示素子は、時計、電卓をはじめとして、各種測定機器、携帯電話、自動車用パネル、ワープロ、電子手帳、プリンター、コンピューター、テレビ等に用いられるようになっている。液晶表示方式としては、その代表的なものにTN(捩れネマチック)型、STN(超捩れネマチック)型、DS(動的光散乱)型、GH(ゲスト・ホスト)型あるいは高速応答が可能なFLC(強誘電性液晶)等を挙げることができる。また駆動方式としても従来のスタティック駆動からマルチプレックス駆動が一般的になり、最近ではAM-LCD(アクティブマトリックス)方式が実用化されている。
【0002】
近年携帯を目的としたノート型コンピューターの需要が高まり、屋外での使用を可能とする広い使用温度範囲や長時間のバッテリー駆動を可能とする低消費電力の要請が強まり、電力需要の逼迫及び省資源化の要求から屋内で用いられる機器ですら消費電力の削減が強く望まれている。低消費電力には低電圧で駆動できる閾値電圧の低い液晶組成物が求められている。しきい値電圧を低くするためには、誘電率異方性(Δε)を大きくする材料が必要であるが、誘電率異方性が大きい材料は一般に粘性が増大しレスポンスが悪化し易いという問題があった。
【0003】
このため、TN、STN、AM-LCD等の液晶表示素子用液晶組成物には、
(1) 屋外でも使用できる広い液晶相温度範囲
(2) 低い閾値電圧
(3) 早いレスポンス
(4) 他の液晶材料との相溶性
が求められていおり、液晶組成物を構成する液晶材料の開発によりこれらを改善することが求められている。
【0004】
液晶化合物は通常コアと呼ばれる中心骨格部分と両側の末端部分から構成されている。通常、液晶化合物のコア部分を構成する環構造としては1,4-フェニレン基(1〜2個のハロゲン原子、シアノ基、メチル基等により置換されていることもある)及びトランス-1,4-シクロヘキシレン基がその大部分を占める。しかしながら1,4-フェニレン基とトランス-1,4-シクロヘキシレン基のみによって構成された液晶性化合物にはその種類や特性にも限界があり、それらだけでは前記要求に応えきれなくなっているのが実情である。1,4-フェニレン基とトランス-1,4-シクロヘキシレン基以外の環構造として、ナフタレン-2,6-ジイル基、テトラヒドロナフタレン-2,6-ジイル基等の縮合環系、さらにこれらのコア部へのフッ素原子を導入した化合物も検討されている。特開2001-19648あるいはドイツ公開特許公報19652247号にはテトラヒドロナフタレン-2,6-ジイル基を有する液晶化合物が開示されている。これらに記載されている液晶化合物を表示素子に用いた場合、閾値電圧の低減には比較的効果的であり、レスポンスも現在求められている動画表示には対応可能である。しかしながら、今後求められる、より大型で精細な液晶ディスプレイへにはより早いレスポンス及び低い閾値電圧が同時に求められており、次世代液晶テレビ等に対応するための優れた液晶材料及びこれを用い液晶組成物が強く求められていた。
【0005】
【発明が解決しようとする課題】
本発明が解決しようとする課題は、液晶相温度範囲及び他の液晶材料との相溶性を従来より改善するかあるいは悪化させることなく、レスポンス及び閾値電圧を効果的に低減することの可能な液晶化合物を提供することにある。また、それを用いて実用的な液晶組成物及び液晶表示素子を提供することにある。
【0006】
【課題を解決するための手段】
本発明は、上記課題を解決するためにジヒドロナフタレン環を有する新規液晶性化合物を見いだした。
【0007】
すなわち本発明は、一般式(1)
【化2】

Figure 0004844785
【0008】
(式中、Rは炭素原子数1〜20のアルキル基、炭素原子数1〜20のアルコキシル基、炭素原子数2〜20のアルケニル基又は炭素原子数2〜20のアルケニルオキシ基を表しこれらは炭素原子数1〜7のアルコキシル基又は1〜7個のハロゲン原子によって置換されていてもよく、m、n、q、tはそれぞれ独立に0又は1を表し、A、B、C及びDはそれぞれ独立にトランス-1,4-シクロへキシレン基、トランス,トランス-ビシクロヘキサン-4,4'-ジイル基、ビシクロ[2.2.2]オクタン-1,4-ジイル基、又は1個以上のハロゲン原子により置換されていてもよい、1,4-フェニレン基、ピリジン-2,5-ジイル基、ピリミジン-2,5-ジイル基、ピラジン-2,5-ジイル基、ピリダジン-3,6-ジイル基、トランス-1,3-ジオキサン-2,5-ジイル基、トランスデカヒドロナフタレン-2,6-ジイル基、テトラヒドロナフタレン-2,6-ジイル基、ナフタレン-2,6-ジイル基を表し、L、M、Q、Tはそれぞれ独立に-CH2CH2-、-CH2CH2CH2CH2-、-CH=CH-、-CH=CHCH2CH2-、-CH2CH2CH=CH-、-CH(CH3)CH2-、-CH2CH(CH3)-、-CF=CF-、-CH2O-、-OCH2-、-CF2O-、-OCF2-、-COO-、-OCO-、-C≡C-又は単結合を表し、X1及びX2は塩素原子又はフッ素原子を表し、Zは、水素原子、ハロゲン原子、シアノ基、シアナト基、-SCN、又は、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜20のアルキル基、アルコキシル基、アルケニル基、アルケニルオキシ基を表す。)で表されるジヒドロナフタレン誘導体を提供し、またそれを用いて実用的な液晶組成物及び液晶表示素子を提供する。
【0009】
【発明の実施の形態】
以下に本発明について詳細に説明する。
X1及びX2は、少なくともひとつがフッ素原子を表すことが好ましく、X1がフッ素原子を表すことがより好ましく、X1及びX2がフッ素原子を表すことが更に好ましい。
【0010】
m、n、q及びtは、m = 1なおかつn = q = t = 0、m = n = q = 0なおかつt = 1、m = n = 1なおかつq = t = 0、m = t = 1なおかつn = q = 0、m = n = 0なおかつq = t = 1、m = n = t = 1なおかつq = 0又はm = q = t = 1なおかつn = 0が好ましい。
【0011】
A、B、C及びDは、それぞれ独立にトランス-1,4-シクロへキシレン基、トランス,トランス-ビシクロヘキサン-4,4'-ジイル基、又は1個以上のハロゲン原子により置換されていてもよい、1,4-フェニレン基、ピリジン-2,5-ジイル基、ピリミジン-2,5-ジイル基、ピラジン-2,5-ジイル基、ピリダジン-3,6-ジイル基、トランス-1,3-ジオキサン-2,5-ジイル基、トランスデカヒドロナフタレン-2,6-ジイル基、テトラヒドロナフタレン-2,6-ジイル基又はナフタレン-2,6-ジイル基を表すことが好ましいが、トランス-1,4-シクロへキシレン基、トランス,トランス-ビシクロヘキサン-4,4'-ジイル基又は1個以上のハロゲン原子により置換されていてもよい1,4-フェニレン基を表すことがより好ましく、トランス-1,4-シクロへキシレン基、1,4-フェニレン基、3-フルオロ-1,4-フェニレン基、3,5-ジフルオロ-1,4-フェニレン基が更に好ましい。特にDとしては1,4-フェニレン基、3-フルオロ-1,4-フェニレン基又は3,5-ジフルオロ-1,4-フェニレン基を表すことが好ましい。
【0012】
Rは、炭素原子数1〜20のアルキル基、炭素原子数1〜20のアルコキシル基、炭素原子数2〜20のアルケニル基又は炭素原子数2〜20のアルケニルオキシ基を表すことが好ましく、炭素原子数1〜12の直鎖アルキル基、炭素原子数1〜12の直鎖アルコキシル基、炭素原子数2〜12の直鎖アルケニル基又は炭素原子数2〜12の直鎖アルケニルオキシ基を表すことが更に好ましく、炭素原子数1〜7の直鎖アルキル基又は炭素原子数2〜7の直鎖アルケニル基を表すことが特に好ましい。また、m = n = 0の場合、Rはアルキル基又はアルケニル基を表すことが好ましく、直鎖アルキル基又は直鎖アルケニル基を表すことが更に好ましく、炭素原子数1〜7の直鎖アルキル基又は直鎖アルケニル基を表すことが特に好ましい。
【0013】
L、M、Q及びTは、それぞれ独立に-CH2CH2-、-CH=CH-、-CH(CH3)CH2-、-CH2CH(CH3)-、-CF=CF-、-CH2O-、-OCH2-、-CF2O-、-OCF2-、-COO-、-OCO-、-C≡C-又は単結合を表すことが好ましく、-CH2CH2-、-CF=CF-、-CH2O-、-OCH2-、-CF2O-、-OCF2-、-COO-、-OCO-、-C≡C-又は単結合を表すことが更に好ましく、-CH2CH2-、-CF=CF-、-CF2O-、-OCF2-、-C≡C-又は単結合を表すことが特に好ましい。また、m = 1かつn = 0の場合、Lは-COO-、-CF2O-、-CH2O-以外を表すことが好ましい。また、m = 0かつn = 1の場合、Mは-COO-、-CF2O-、-CH2O-以外を表すことが好ましい。
【0014】
Zは、水素原子、フッ素原子、塩素原子、シアノ基、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜9のアルキル基、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜9のアルコキシル基、1個以上のフッ素原子によって置換されていてもよい炭素原子数2〜9のアルケニル基又は1個以上のフッ素原子によって置換されていてもよい炭素原子数2〜9のアルケニルオキシ基を表すことが好ましく、フッ素原子、シアノ基、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜5のアルキル基、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜5のアルコキシル基、1個以上のフッ素原子によって置換されていてもよい炭素原子数2〜5のアルケニル基又は1個以上のフッ素原子によって置換されていてもよい炭素原子数2〜5のアルケニルオキシ基を表すことがより好ましく、フッ素原子、シアノ基、フルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメトキシ基、フルオロメチル基、ジフルオロメチル基又はトリフルオロメチル基を表すことが更に好ましく、フッ素原子、シアノ基、フルオロメトキシ基、ジフルオロメトキシ基又はトリフルオロメトキシ基を表すことが特に好ましい。また、q = t = 0である場合Zは水素原子以外を表すことが好ましい。
【0015】
以下、具体的に化合物を例示する。尚、以下例示の化合物記載に下記の略号を使用する。
nは直鎖アルキル基の炭素数を表す。アルケニル基において、mは環から数えて何番目に二重結合が付いているかを表し、nは二重結合の先の炭素数を表す。
n (数字) :CnH2n+1
nO :CnH2n+1O
-ndm :-(CnH2n+1-CH=CH-(CH2)m-1)
ndm- :CnH2n+1-CH=CH-(CH2)m-1-
-Od(m)n :-O(CnH2n+1-CH=CH-(CH2)m-2)
d(m)nO- :CnH2n+1-CH=CH-(CH2)m-2O-
また、以下の略号を使用する。
-VO- : -COO-
-OV- : -OCO-
-T- : -C≡C-
-2- : -CH2CH2-
-3- : -CH2CH2CH2-
-3a- : -CH(CH3)CH2-
-3b- : -CH2CH(CH3)-
-4- : -CH2CH2CH2CH2-
-1O- : -CH2-O-
-O1- : -O-CH2-
-G- : -CF=CF-
-D- : -CH=CH-
-2D- : -CH2CH2CH=CH-
-D2- : -CH=CHCH2CH2-
-J- : -CF2O-
-K- : -OCF2-
-H : 水素原子
-CN : シアノ基
-F : フッ素原子
-Cl : 塩素原子
-OCF3 : トリフルオロメトキシ基
-OCHF2 : ジフルオロメトキシ基
【0016】
【化3】
Figure 0004844785
【0017】
【化4】
Figure 0004844785
例えば
【化5】
Figure 0004844785
のように表す。
【0018】
R-Xa-Ph-Z、R-Xa-VO-Ph-Z、R-Xa-Cy-Z、R-Xa-VO-Cy-Z、R-Xa-T-Ph-Z、R-Xa-G-Ph-Z、R-Xa-J-Ph-Z、R-Xa-K-Ph-Z、R-Xa-Ph1-Z、R-Xa-Ph3-Z、R-Xb-Ph-Z、R-Xb-G-Ph-Z、R-Xb-J-Ph-Z、R-By-Xa-Z
【0019】
R-Cy-Xa-Z、R-Cy-Xc-Z、R-Cy-Xa-Z、R-Cy-Xb-Z、R-Cy-Xd-Z、R-Cy-Xa-Z、R-Cy-2-Xa-Z、R-Cy-VO-Xa-Z、R-Cy-G-Xa-Z、R-Cy-J-Xa-Z、R-Cy-K-Xa-Z、R-Ph-Xa-Z、R-Ph1-Xa-Z、R-Ph3-Xa-Z、R-Cy-Xa-Ph-Z、R-Cy-Xa-Ph1-Z、R-Cy-Xa-Ph3-Z、R-Cy-Xa-VO-Ph-Z、R-Cy-Xa-VO-Ph1-Z、R-Cy-Xa-VO-Ph3-Z、R-Cy-Xa-T-Ph-Z、R-Cy-Xa-T-Ph1-Z、R-Cy-Xa-T-Ph3-Z、R-Cy-Xa-G-Ph-Z、R-Cy-Xa-G-Ph1-Z、R-Cy-Xa-G-Ph3-Z、R-Cy-Xa-J-Ph-Z、R-Cy-Xa-J-Ph1-Z、R-Cy-Xa-J-Ph3-Z、R-Cy-VO-Xa-Ph-Z、R-Cy-VO-Xa-Ph1-Z、R-Cy-VO-Xa-Ph3-Z、R-Cy-VO-Xa-VO-Ph-Z、R-Cy-VO-Xa-VO-Ph1-Z、R-Cy-VO-Xa-VO-Ph3-Z、R-Cy-VO-Xa-T-Ph-Z、R-Cy-VO-Xa-T-Ph1-Z、R-Cy-VO-Xa-T-Ph3-Z、R-Cy-VO-Xa-G-Ph-Z、R-Cy-VO-Xa-G-Ph1-Z、R-Cy-VO-Xa-G-Ph3-Z、R-Cy-VO-Xa-J-Ph-Z、R-Cy-VO-Xa-J-Ph1-Z、R-Cy-VO-Xa-J-Ph3-Z、R-Cy-2-Xa-Ph-Z、R-Cy-2-Xa-Ph1-Z、R-Cy-2-Xa-Ph3-Z、R-Cy-2-Xa-VO-Ph-Z、R-Cy-2-Xa-VO-Ph1-Z、R-Cy-2-Xa-VO-Ph3-Z、R-Cy-2-Xa-T-Ph-Z、R-Cy-2-Xa-T-Ph1-Z、R-Cy-2-Xa-T-Ph3-Z、R-Cy-2-Xa-G-Ph-Z、R-Cy-2-Xa-G-Ph1-Z、R-Cy-2-Xa-G-Ph3-Z、R-Cy-2-Xa-J-Ph-Z、R-Cy-2-Xa-J-Ph1-Z、R-Cy-2-Xa-J-Ph3-Z、R-Cy-G-Xa-Ph-Z、R-Cy-G-Xa-Ph1-Z、R-Cy-G-Xa-Ph3-Z、R-Cy-G-Xa-VO-Ph-Z、R-Cy-G-Xa-VO-Ph1-Z、R-Cy-G-Xa-VO-Ph3-Z、R-Cy-G-Xa-T-Ph-Z、R-Cy-G-Xa-T-Ph1-Z、R-Cy-G-Xa-T-Ph3-Z、R-Cy-G-Xa-G-Ph-Z、R-Cy-G-Xa-G-Ph1-Z、R-Cy-G-Xa-G-Ph3-Z、R-Cy-G-Xa-J-Ph-Z、R-Cy-G-Xa-J-Ph1-Z、R-Cy-G-Xa-J-Ph3-Z、R-Cy-J-Xa-Ph-Z、R-Cy-J-Xa-Ph1-Z、R-Cy-J-Xa-Ph3-Z、R-Cy-J-Xa-VO-Ph-Z、R-Cy-J-Xa-VO-Ph1-Z、R-Cy-J-Xa-VO-Ph3-Z、R-Cy-J-Xa-T-Ph-Z、R-Cy-J-Xa-T-Ph1-Z、R-Cy-J-Xa-T-Ph3-Z、R-Cy-J-Xa-G-Ph-Z、R-Cy-J-Xa-G-Ph1-Z、R-Cy-J-Xa-G-Ph3-Z、R-Cy-J-Xa-J-Ph-Z、R-Cy-J-Xa-J-Ph1-Z、R-Cy-J-Xa-J-Ph3-Z、R-Cy-Xb-Ph-Z、R-Cy-Xb-Ph1-Z、R-Cy-Xb-Ph3-Z、R-Cy-Xb-VO-Ph-Z、R-Cy-Xb-VO-Ph1-Z、R-Cy-Xb-T-Ph-Z、R-Cy-Xb-T-Ph-Z、R-Cy-Xb-T-Ph1-Z、R-Cy-Xb-G-Ph-Z、R-Cy-Xb-G-Ph1-Z、R-Cy-Xb-G-Ph3-Z、R-Cy-Xb-J-Ph-Z、R-Cy-Xb-J-Ph1-Z、R-Cy-VO-Xb-Ph-Z、R-Cy-VO-Xb-Ph1-Z、R-Cy-VO-Xb-Ph3-Z、R-Cy-VO-Xb-VO-Ph-Z、R-Cy-VO-Xb-VO-Ph1-Z、R-Cy-VO-Xb-VO-Ph3-Z、R-Cy-VO-Xb-T-Ph-Z、R-Cy-VO-Xb-T-Ph1-Z、R-Cy-VO-Xb-T-Ph3-Z、R-Cy-VO-Xb-G-Ph-Z、R-Cy-VO-Xb-G-Ph1-Z、R-Cy-VO-Xb-G-Ph3-Z、R-Cy-VO-Xb-J-Ph-Z、R-Cy-VO-Xb-J-Ph1-Z、R-Cy-VO-Xb-J-Ph3-Z、R-Cy-2-Xb-Ph-Z、R-Cy-2-Xb-Ph1-Z、R-Cy-2-Xb-Ph3-Z、R-Cy-2-Xb-VO-Ph-Z、R-Cy-2-Xb-VO-Ph1-Z、R-Cy-2-Xb-VO-Ph3-Z、R-Cy-2-Xb-T-Ph-Z、R-Cy-2-Xb-T-Ph1-Z、R-Cy-2-Xb-T-Ph3-Z、R-Cy-2-Xb-G-Ph-Z、R-Cy-2-Xb-G-Ph1-Z、R-Cy-2-Xb-G-Ph3-Z、R-Cy-2-Xb-J-Ph-Z、R-Cy-2-Xb-J-Ph1-Z、R-Cy-2-Xb-J-Ph3-Z、R-Cy-G-Xb-Ph-Z、R-Cy-G-Xb-Ph1-Z、R-Cy-G-Xb-Ph3-Z、R-Cy-G-Xb-VO-Ph-Z、R-Cy-G-Xb-VO-Ph1-Z、R-Cy-G-Xb-VO-Ph3-Z、R-Cy-G-Xb-T-Ph-Z、R-Cy-G-Xb-T-Ph1-Z、R-Cy-G-Xb-T-Ph3-Z、R-Cy-G-Xb-G-Ph-Z、R-Cy-G-Xb-G-Ph1-Z、R-Cy-G-Xb-G-Ph3-Z、R-Cy-G-Xb-J-Ph-Z、R-Cy-G-Xb-J-Ph1-Z、R-Cy-G-Xb-J-Ph3-Z、R-Cy-J-Xb-Ph-Z、R-Cy-J-Xb-Ph1-Z、R-Cy-J-Xb-Ph3-Z、R-Cy-J-Xb-VO-Ph-Z、R-Cy-J-Xb-VO-Ph1-Z、R-Cy-J-Xb-VO-Ph3-Z、R-Cy-J-Xb-T-Ph-Z、R-Cy-J-Xb-T-Ph1-Z、R-Cy-J-Xb-T-Ph3-Z、R-Cy-J-Xb-G-Ph-Z、R-Cy-J-Xb-G-Ph1-Z、R-Cy-J-Xb-G-Ph3-Z、R-Cy-J-Xb-J-Ph-Z、R-Cy-J-Xb-J-Ph1-Z、R-Cy-J-Xb-J-Ph3-Z
【0020】
R-Ph-Xa-Ph-Z、R-Ph-Xa-Ph1-Z、R-Ph-Xa-Ph3-Z、R-Ph-Xa-VO-Ph-Z、R-Ph-Xa-VO-Ph1-Z、R-Ph-Xa-VO-Ph3-Z、R-Ph-Xa-T-Ph-Z、R-Ph-Xa-T-Ph1-Z、R-Ph-Xa-T-Ph3-Z、R-Ph-Xa-G-Ph-Z、R-Ph-Xa-G-Ph1-Z、R-Ph-Xa-G-Ph3-Z、R-Ph-Xa-J-Ph-Z、R-Ph-Xa-J-Ph1-Z、R-Ph-Xa-J-Ph3-Z、R-Ph-VO-Xa-Ph-Z、R-Ph-VO-Xa-Ph1-Z、R-Ph-VO-Xa-Ph3-Z、R-Ph-VO-Xa-VO-Ph-Z、R-Ph-VO-Xa-VO-Ph1-Z、R-Ph-VO-Xa-VO-Ph3-Z、R-Ph-VO-Xa-T-Ph-Z、R-Ph-VO-Xa-T-Ph1-Z、R-Ph-VO-Xa-T-Ph3-Z、R-Ph-VO-Xa-G-Ph-Z、R-Ph-VO-Xa-G-Ph1-Z、R-Ph-VO-Xa-G-Ph3-Z、R-Ph-VO-Xa-J-Ph-Z、R-Ph-VO-Xa-J-Ph1-Z、R-Ph-VO-Xa-J-Ph3-Z、R-Ph-2-Xa-Ph-Z、R-Ph-2-Xa-Ph1-Z、R-Ph-2-Xa-Ph3-Z、R-Ph-2-Xa-VO-Ph-Z、R-Ph-2-Xa-VO-Ph1-Z、R-Ph-2-Xa-VO-Ph3-Z、R-Ph-2-Xa-T-Ph-Z、R-Ph-2-Xa-T-Ph1-Z、R-Ph-2-Xa-T-Ph3-Z、R-Ph-2-Xa-G-Ph-Z、R-Ph-2-Xa-G-Ph1-Z、R-Ph-2-Xa-G-Ph3-Z、
【0021】
R-Ph-2-Xa-J-Ph-Z、R-Ph-2-Xa-J-Ph1-Z、R-Ph-2-Xa-J-Ph3-Z、R-Ph-G-Xa-Ph-Z、R-Ph-G-Xa-Ph1-Z、R-Ph-G-Xa-Ph3-Z、R-Ph-G-Xa-VO-Ph-Z、R-Ph-G-Xa-VO-Ph1-Z、R-Ph-G-Xa-VO-Ph3-Z、R-Ph-G-Xa-T-Ph-Z、R-Ph-G-Xa-T-Ph1-Z、R-Ph-G-Xa-T-Ph3-Z、R-Ph-G-Xa-G-Ph-Z、R-Ph-G-Xa-G-Ph1-Z、R-Ph-G-Xa-G-Ph3-Z、R-Ph-G-Xa-J-Ph-Z、R-Ph-G-Xa-J-Ph1-Z、R-Ph-G-Xa-J-Ph3-Z、R-Ph-J-Xa-Ph-Z、R-Ph-J-Xa-Ph1-Z、R-Ph-J-Xa-Ph3-Z、R-Ph-J-Xa-VO-Ph-Z、R-Ph-J-Xa-VO-Ph1-Z、R-Ph-J-Xa-VO-Ph3-Z、R-Ph-J-Xa-T-Ph-Z、R-Ph-J-Xa-T-Ph1-Z、R-Ph-J-Xa-T-Ph3-Z、R-Ph-J-Xa-G-Ph-Z、R-Ph-J-Xa-G-Ph1-Z、R-Ph-J-Xa-G-Ph3-Z、R-Ph-J-Xa-J-Ph-Z、R-Ph-J-Xa-J-Ph1-Z、R-Ph-J-Xa-J-Ph3-Z、R-Ph-Xb-Ph-Z、R-Ph-Xb-Ph1-Z、R-Ph-Xb-Ph3-Z、R-Ph-Xb-VO-Ph-Z、R-Ph-Xb-VO-Ph1-Z、R-Ph-Xb-VO-Ph3-Z、R-Ph-Xb-T-Ph-Z、R-Ph-Xb-T-Ph1-Z、R-Ph-Xb-T-Ph3-Z、R-Ph-Xb-G-Ph-Z、R-Ph-Xb-G-Ph1-Z、R-Ph-Xb-G-Ph3-Z、R-Ph-Xb-J-Ph-Z、R-Ph-Xb-J-Ph1-Z、R-Ph-Xb-J-Ph3-Z、R-Ph-VO-Xb-Ph-Z、R-Ph-VO-Xb-Ph1-Z、R-Ph-VO-Xb-Ph3-Z、R-Ph-VO-Xb-VO-Ph-Z、R-Ph-VO-Xb-VO-Ph1-Z、R-Ph-VO-Xb-VO-Ph3-Z、R-Ph-VO-Xb-T-Ph-Z、R-Ph-VO-Xb-T-Ph1-Z、R-Ph-VO-Xb-T-Ph3-Z、R-Ph-VO-Xb-G-Ph-Z、R-Ph-VO-Xb-G-Ph1-Z、R-Ph-VO-Xb-G-Ph3-Z、R-Ph-VO-Xb-J-Ph-Z、R-Ph-VO-Xb-J-Ph1-Z、R-Ph-VO-Xb-J-Ph3-Z、R-Ph-2-Xb-Ph-Z、R-Ph-2-Xb-Ph1-Z、R-Ph-2-Xb-Ph3-Z、R-Ph-2-Xb-VO-Ph-Z、R-Ph-2-Xb-VO-Ph1-Z、R-Ph-2-Xb-VO-Ph3-Z、R-Ph-2-Xb-T-Ph-Z、R-Ph-2-Xb-T-Ph1-Z、R-Ph-2-Xb-T-Ph3-Z、R-Ph-2-Xb-G-Ph-Z、R-Ph-2-Xb-G-Ph1-Z、R-Ph-2-Xb-G-Ph3-Z、R-Ph-2-Xb-J-Ph-Z、R-Ph-2-Xb-J-Ph1-Z、R-Ph-2-Xb-J-Ph3-Z、R-Ph-G-Xb-Ph-Z、R-Ph-G-Xb-Ph1-Z、R-Ph-G-Xb-Ph3-Z、R-Ph-G-Xb-VO-Ph-Z、R-Ph-G-Xb-VO-Ph1-Z、R-Ph-G-Xb-VO-Ph3-Z、R-Ph-G-Xb-T-Ph-Z、R-Ph-G-Xb-T-Ph1-Z、R-Ph-G-Xb-T-Ph3-Z、R-Ph-G-Xb-G-Ph-Z、R-Ph-G-Xb-G-Ph1-Z、R-Ph-G-Xb-G-Ph3-Z、R-Ph-G-Xb-J-Ph-Z、R-Ph-G-Xb-J-Ph1-Z、R-Ph-G-Xb-J-Ph3-Z、R-Ph-J-Xb-Ph-Z、R-Ph-J-Xb-Ph1-Z、R-Ph-J-Xb-Ph3-Z、R-Ph-J-Xb-VO-Ph-Z、R-Ph-J-Xb-VO-Ph1-Z、R-Ph-J-Xb-VO-Ph3-Z、R-Ph-J-Xb-T-Ph-Z、R-Ph-J-Xb-T-Ph1-Z、R-Ph-J-Xb-T-Ph3-Z、R-Ph-J-Xb-G-Ph-Z、R-Ph-J-Xb-G-Ph1-Z、R-Ph-J-Xb-G-Ph3-Z、R-Ph-J-Xb-J-Ph-Z、R-Ph-J-Xb-J-Ph1-Z、R-Ph-J-Xb-J-Ph3-Z
【0022】
R-Ph1-Xa-Ph-Z、R-Ph1-Xa-Ph1-Z、R-Ph1-Xa-Ph3-Z、R-Ph1-Xa-VO-Ph-Z、R-Ph1-Xa-VO-Ph1-Z、R-Ph1-Xa-VO-Ph3-Z、R-Ph1-Xa-T-Ph-Z、R-Ph1-Xa-T-Ph1-Z、R-Ph1-Xa-T-Ph3-Z、R-Ph1-Xa-G-Ph-Z、R-Ph1-Xa-G-Ph1-Z、R-Ph1-Xa-G-Ph3-Z、R-Ph1-Xa-J-Ph-Z、R-Ph1-Xa-J-Ph1-Z、R-Ph1-Xa-J-Ph3-Z、R-Ph1-VO-Xa-Ph-Z、R-Ph1-VO-Xa-Ph1-Z、R-Ph1-VO-Xa-Ph3-Z、R-Ph1-VO-Xa-VO-Ph-Z、R-Ph1-VO-Xa-VO-Ph1-Z、R-Ph1-VO-Xa-VO-Ph3-Z、R-Ph1-VO-Xa-T-Ph-Z、R-Ph1-VO-Xa-T-Ph1-Z、R-Ph1-VO-Xa-T-Ph3-Z、R-Ph1-VO-Xa-G-Ph-Z、R-Ph1-VO-Xa-G-Ph1-Z、R-Ph1-VO-Xa-G-Ph3-Z、R-Ph1-VO-Xa-J-Ph-Z、R-Ph1-VO-Xa-J-Ph1-Z、R-Ph1-VO-Xa-J-Ph3-Z、R-Ph1-2-Xa-Ph-Z、R-Ph1-2-Xa-Ph1-Z、R-Ph1-2-Xa-Ph3-Z、R-Ph1-2-Xa-VO-Ph-Z、R-Ph1-2-Xa-VO-Ph1-Z、R-Ph1-2-Xa-VO-Ph3-Z、R-Ph1-2-Xa-T-Ph-Z、R-Ph1-2-Xa-T-Ph1-Z、R-Ph1-2-Xa-T-Ph3-Z、R-Ph1-2-Xa-G-Ph-Z、R-Ph1-2-Xa-G-Ph1-Z、R-Ph1-2-Xa-G-Ph3-Z、R-Ph1-2-Xa-J-Ph-Z、R-Ph1-2-Xa-J-Ph1-Z、R-Ph1-2-Xa-J-Ph3-Z、R-Ph1-G-Xa-Ph-Z、R-Ph1-G-Xa-Ph1-Z、R-Ph1-G-Xa-Ph3-Z、R-Ph1-G-Xa-VO-Ph-Z、R-Ph1-G-Xa-VO-Ph1-Z、R-Ph1-G-Xa-VO-Ph3-Z、R-Ph1-G-Xa-T-Ph-Z、R-Ph1-G-Xa-T-Ph1-Z、R-Ph1-G-Xa-T-Ph3-Z、R-Ph1-G-Xa-G-Ph-Z、R-Ph1-G-Xa-G-Ph1-Z、R-Ph1-G-Xa-G-Ph3-Z、R-Ph1-G-Xa-J-Ph-Z、R-Ph1-G-Xa-J-Ph1-Z、R-Ph1-G-Xa-J-Ph3-Z、R-Ph1-J-Xa-Ph-Z、R-Ph1-J-Xa-Ph1-Z、R-Ph1-J-Xa-Ph3-Z、R-Ph1-J-Xa-VO-Ph-Z、R-Ph1-J-Xa-VO-Ph1-Z、R-Ph1-J-Xa-VO-Ph3-Z、R-Ph1-J-Xa-T-Ph-Z、R-Ph1-J-Xa-T-Ph1-Z、R-Ph1-J-Xa-T-Ph3-Z、R-Ph1-J-Xa-G-Ph-Z、R-Ph1-J-Xa-G-Ph1-Z、R-Ph1-J-Xa-G-Ph3-Z、R-Ph1-J-Xa-J-Ph-Z、R-Ph1-J-Xa-J-Ph1-Z、R-Ph1-J-Xa-J-Ph3-Z、R-Ph1-Xb-Ph-Z、R-Ph1-Xb-Ph1-Z、R-Ph1-Xb-Ph3-Z、R-Ph1-Xb-VO-Ph-Z、R-Ph1-Xb-VO-Ph1-Z、R-Ph1-Xb-VO-Ph3-Z、R-Ph1-Xb-T-Ph-Z、R-Ph1-Xb-T-Ph1-Z、R-Ph1-Xb-T-Ph3-Z、R-Ph1-Xb-G-Ph-Z、R-Ph1-Xb-G-Ph1-Z、R-Ph1-Xb-G-Ph3-Z、R-Ph1-Xb-J-Ph-Z、R-Ph1-Xb-J-Ph1-Z、R-Ph1-Xb-J-Ph3-Z、R-Ph1-VO-Xb-Ph-Z、R-Ph1-VO-Xb-Ph1-Z、R-Ph1-VO-Xb-Ph3-Z、R-Ph1-VO-Xb-VO-Ph-Z、R-Ph1-VO-Xb-VO-Ph1-Z、R-Ph1-VO-Xb-VO-Ph3-Z、R-Ph1-VO-Xb-T-Ph-Z、R-Ph1-VO-Xb-T-Ph1-Z、R-Ph1-VO-Xb-T-Ph3-Z、R-Ph1-VO-Xb-G-Ph-Z、R-Ph1-VO-Xb-G-Ph1-Z、R-Ph1-VO-Xb-G-Ph3-Z、R-Ph1-VO-Xb-J-Ph-Z、R-Ph1-VO-Xb-J-Ph1-Z、R-Ph1-VO-Xb-J-Ph3-Z、R-Ph1-2-Xb-Ph-Z、R-Ph1-2-Xb-Ph1-Z、R-Ph1-2-Xb-Ph3-Z、R-Ph1-2-Xb-VO-Ph-Z、R-Ph1-2-Xb-VO-Ph1-Z、R-Ph1-2-Xb-VO-Ph3-Z、R-Ph1-2-Xb-T-Ph-Z、R-Ph1-2-Xb-T-Ph1-Z、R-Ph1-2-Xb-T-Ph3-Z、R-Ph1-2-Xb-G-Ph-Z、R-Ph1-2-Xb-G-Ph1-Z、R-Ph1-2-Xb-G-Ph3-Z、R-Ph1-2-Xb-J-Ph-Z、R-Ph1-2-Xb-J-Ph1-Z、R-Ph1-2-Xb-J-Ph3-Z、R-Ph1-G-Xb-Ph-Z、R-Ph1-G-Xb-Ph1-Z、R-Ph1-G-Xb-Ph3-Z、R-Ph1-G-Xb-VO-Ph-Z、R-Ph1-G-Xb-VO-Ph1-Z、R-Ph1-G-Xb-VO-Ph3-Z、R-Ph1-G-Xb-T-Ph-Z、R-Ph1-G-Xb-T-Ph1-Z、R-Ph1-G-Xb-T-Ph3-Z、R-Ph1-G-Xb-G-Ph-Z、R-Ph1-G-Xb-G-Ph1-Z、R-Ph1-G-Xb-G-Ph3-Z、R-Ph1-G-Xb-J-Ph-Z、R-Ph1-G-Xb-J-Ph1-Z、R-Ph1-G-Xb-J-Ph3-Z、R-Ph1-J-Xb-Ph-Z、R-Ph1-J-Xb-Ph1-Z、R-Ph1-J-Xb-Ph3-Z、R-Ph1-J-Xb-VO-Ph-Z、R-Ph1-J-Xb-VO-Ph1-Z、R-Ph1-J-Xb-VO-Ph3-Z、R-Ph1-J-Xb-T-Ph-Z、R-Ph1-J-Xb-T-Ph1-Z、R-Ph1-J-Xb-T-Ph3-Z、R-Ph1-J-Xb-G-Ph-Z、R-Ph1-J-Xb-G-Ph1-Z、R-Ph1-J-Xb-G-Ph3-Z、R-Ph1-J-Xb-J-Ph-Z、R-Ph1-J-Xb-J-Ph1-Z、R-Ph1-J-Xb-J-Ph3-Z
R-Ph3-Xa-Ph-Z、R-Ph3-Xa-Ph1-Z、R-Ph3-Xa-Ph3-Z、R-Ph3-Xa-VO-Ph-Z、R-Ph3-Xa-VO-Ph1-Z、R-Ph3-Xa-VO-Ph3-Z、R-Ph3-Xa-T-Ph-Z、R-Ph3-Xa-T-Ph1-Z、R-Ph3-Xa-T-Ph3-Z、R-Ph3-Xa-G-Ph-Z、R-Ph3-Xa-G-Ph1-Z、R-Ph3-Xa-G-Ph3-Z、R-Ph3-Xa-J-Ph-Z、R-Ph3-Xa-J-Ph1-Z、R-Ph3-Xa-J-Ph3-Z、R-Ph3-VO-Xa-Ph-Z、R-Ph3-VO-Xa-Ph1-Z、R-Ph3-VO-Xa-Ph3-Z、R-Ph3-VO-Xa-VO-Ph-Z、R-Ph3-VO-Xa-VO-Ph1-Z、R-Ph3-VO-Xa-VO-Ph3-Z、R-Ph3-VO-Xa-T-Ph-Z、R-Ph3-VO-Xa-T-Ph1-Z、R-Ph3-VO-Xa-T-Ph3-Z、R-Ph3-VO-Xa-G-Ph-Z、R-Ph3-VO-Xa-G-Ph1-Z、R-Ph3-VO-Xa-G-Ph3-Z、R-Ph3-VO-Xa-J-Ph-Z、R-Ph3-VO-Xa-J-Ph1-Z、R-Ph3-VO-Xa-J-Ph3-Z、R-Ph3-2-Xa-Ph-Z、R-Ph3-2-Xa-Ph1-Z、R-Ph3-2-Xa-Ph3-Z、R-Ph3-2-Xa-VO-Ph-Z、R-Ph3-2-Xa-VO-Ph1-Z、R-Ph3-2-Xa-VO-Ph3-Z、R-Ph3-2-Xa-T-Ph-Z、R-Ph3-2-Xa-T-Ph1-Z、R-Ph3-2-Xa-T-Ph3-Z、R-Ph3-2-Xa-G-Ph-Z、R-Ph3-2-Xa-G-Ph1-Z、R-Ph3-2-Xa-G-Ph3-Z、R-Ph3-2-Xa-J-Ph-Z、R-Ph3-2-Xa-J-Ph1-Z、R-Ph3-2-Xa-J-Ph3-Z、R-Ph3-G-Xa-Ph-Z、R-Ph3-G-Xa-Ph1-Z、R-Ph3-G-Xa-Ph3-Z、R-Ph3-G-Xa-VO-Ph-Z、R-Ph3-G-Xa-VO-Ph1-Z、R-Ph3-G-Xa-VO-Ph3-Z、R-Ph3-G-Xa-T-Ph-Z、R-Ph3-G-Xa-T-Ph1-Z、R-Ph3-G-Xa-T-Ph3-Z、R-Ph3-G-Xa-G-Ph-Z、R-Ph3-G-Xa-G-Ph1-Z、R-Ph3-G-Xa-G-Ph3-Z、R-Ph3-G-Xa-J-Ph-Z、R-Ph3-G-Xa-J-Ph1-Z、R-Ph3-G-Xa-J-Ph3-Z、R-Ph3-J-Xa-Ph-Z、R-Ph3-J-Xa-Ph1-Z、R-Ph3-J-Xa-Ph3-Z、R-Ph3-J-Xa-VO-Ph-Z、R-Ph3-J-Xa-VO-Ph1-Z、R-Ph3-J-Xa-VO-Ph3-Z、R-Ph3-J-Xa-T-Ph-Z、R-Ph3-J-Xa-T-Ph1-Z、R-Ph3-J-Xa-T-Ph3-Z、R-Ph3-J-Xa-G-Ph-Z、R-Ph3-J-Xa-G-Ph-1-Z、
【0023】
R-Ph3-J-Xa-G-Ph3-Z、R-Ph3-J-Xa-J-Ph-Z、R-Ph3-J-Xa-J-Ph1-Z、R-Ph3-J-Xa-J-Ph3-Z、R-Ph3-Xb-Ph-Z、R-Ph3-Xb-Ph1-Z、R-Ph3-Xb-Ph3-Z、R-Ph3-Xb-VO-Ph-Z、R-Ph3-Xb-VO-Ph1-Z、R-Ph3-Xb-VO-Ph3-Z、R-Ph3-Xb-T-Ph-Z、R-Ph3-Xb-T-Ph1-Z、R-Ph3-Xb-T-Ph3-Z、R-Ph3-Xb-G-Ph-Z、R-Ph3-Xb-G-Ph1-Z、R-Ph3-Xb-G-Ph3-Z、R-Ph3-Xb-J-Ph-Z、R-Ph3-Xb-J-Ph1-Z、R-Ph3-Xb-J-Ph3-Z、R-Ph3-VO-Xb-Ph-Z、R-Ph3-VO-Xb-Ph1-Z、R-Ph3-VO-Xb-Ph3-Z、R-Ph3-VO-Xb-VO-Ph-Z、R-Ph3-VO-Xb-VO-Ph1-Z、R-Ph3-VO-Xb-VO-Ph3-Z、R-Ph3-VO-Xb-T-Ph-Z、R-Ph3-VO-Xb-T-Ph1-Z、R-Ph3-VO-Xb-T-Ph3-Z、R-Ph3-VO-Xb-G-Ph-Z、R-Ph3-VO-Xb-G-Ph1-Z、R-Ph3-VO-Xb-G-Ph3-Z、R-Ph3-VO-Xb-J-Ph-Z、R-Ph3-VO-Xb-J-Ph1-Z、R-Ph3-VO-Xb-J-Ph3-Z、R-Ph3-2-Xb-Ph-Z、R-Ph3-2-Xb-Ph1-Z、R-Ph3-2-Xb-Ph3-Z、R-Ph3-2-Xb-VO-Ph-Z、R-Ph3-2-Xb-VO-Ph1-Z、R-Ph3-2-Xb-VO-Ph3-Z、R-Ph3-2-Xb-T-Ph-Z、R-Ph3-2-Xb-T-Ph1-Z、R-Ph3-2-Xb-T-Ph3-Z、R-Ph3-2-Xb-G-Ph-Z、R-Ph3-2-Xb-G-Ph1-Z、R-Ph3-2-Xb-G-Ph3-Z、R-Ph3-2-Xb-J-Ph-Z、R-Ph3-2-Xb-J-Ph1-Z、R-Ph3-2-Xb-J-Ph3-Z、R-Ph3-G-Xb-Ph-Z、R-Ph3-G-Xb-Ph1-Z、R-Ph3-G-Xb-Ph3-Z、R-Ph3-G-Xb-VO-Ph-Z、R-Ph3-G-Xb-VO-Ph1-Z、R-Ph3-G-Xb-VO-Ph3-Z、R-Ph3-G-Xb-T-Ph-Z、R-Ph3-G-Xb-T-Ph1-Z、R-Ph3-G-Xb-T-Ph3-Z、R-Ph3-G-Xb-G-Ph-Z、R-Ph3-G-Xb-G-Ph1-Z、R-Ph3-G-Xb-G-Ph3-Z、R-Ph3-G-Xb-J-Ph-Z、R-Ph3-G-Xb-J-Ph1-Z、R-Ph3-G-Xb-J-Ph3-Z、R-Ph3-J-Xb-Ph-Z、R-Ph3-J-Xb-Ph1-Z、R-Ph3-J-Xb-Ph3-Z、R-Ph3-J-Xb-VO-Ph-Z、R-Ph3-J-Xb-VO-Ph1-Z、R-Ph3-J-Xb-VO-Ph3-Z、R-Ph3-J-Xb-T-Ph-Z、R-Ph3-J-Xb-T-Ph1-Z、R-Ph3-J-Xb-T-Ph3-Z、R-Ph3-J-Xb-G-Ph-Z、R-Ph3-J-Xb-G-Ph1-Z、R-Ph3-J-Xb-G-Ph3-Z、R-Ph3-J-Xb-J-Ph-Z、R-Ph3-J-Xb-J-Ph1-Z、R-Ph3-J-Xb-J-Ph3-Z、R-Cy-Cy-Xa-Z、R-Cy-Cy-2-Xa-Z、R-Cy-Cy-VO-Xa-Z、R-Cy-Cy-T-Xa-Z、R-Cy-Cy-G-Xa-Z、R-Cy-Cy-J-Xa-Z、R-Cy-Cy-K-Xa-Z、R-Cy-Ph-Xa-Z、R-Cy-Ph-2-Xa-Z、R-Cy-Ph-VO-Xa-Z、R-Cy-Ph-T-Xa-Z、R-Cy-Ph-G-Xa-Z、R-Cy-Ph-J-Xa-Z、R-Cy-Ph-K-Xa-Z、R-Cy-Ph1-Xa-Z、R-Cy-Ph1-2-Xa-Z、R-Cy-Ph1-VO-Xa-Z、R-Cy-Ph1-T-Xa-Z、R-Cy-Ph1-G-Xa-Z、R-Cy-Ph1-J-Xa-Z、R-Cy-Ph1-K-Xa-Z、R-Cy-Ph3-Xa-Z、R-Cy-Ph3-2-Xa-Z、R-Cy-Ph3-VO-Xa-Z、R-Cy-Ph3-T-Xa-Z、R-Cy-Ph3-G-Xa-Z、R-Cy-Ph3-J-Xa-Z、R-Cy-Ph3-K-Xa-Z、R-Cy-Ph3-Xa-Z、R-Cy-Ph3-2-Xa-Z、R-Cy-Ph3-VO-Xa-Z、R-Cy-Ph3-T-Xa-Z、R-Cy-Ph3-G-Xa-Z、R-Cy-Ph3-J-Xa-Z、R-Cy-Ph3-K-Xa-Z、
【0024】
R-Cy-VO-Cy-Xa-Z、R-Cy-VO-Cy-2-Xa-Z、R-Cy-VO-Cy-VO-Xa-Z、R-Cy-VO-Cy-T-Xa-Z、R-Cy-VO-Cy-G-Xa-Z、R-Cy-VO-Cy-J-Xa-Z、R-Cy-VO-Cy-K-Xa-Z、R-Cy-VO-Ph-Xa-Z、R-Cy-VO-Ph-2-Xa-Z、R-Cy-VO-Ph-VO-Xa-Z、R-Cy-VO-Ph-T-Xa-Z、R-Cy-VO-Ph-G-Xa-Z、R-Cy-VO-Ph-J-Xa-Z、R-Cy-VO-Ph-K-Xa-Z、R-Cy-VO-Ph1-Xa-Z、R-Cy-VO-Ph1-2-Xa-Z、R-Cy-VO-Ph1-VO-Xa-Z、R-Cy-VO-Ph1-T-Xa-Z、R-Cy-VO-Ph1-G-Xa-Z、R-Cy-VO-Ph1-J-Xa-Z、R-Cy-VO-Ph1-K-Xa-Z、R-Cy-VO-Ph3-Xa-Z、R-Cy-VO-Ph3-2-Xa-Z、R-Cy-VO-Ph3-VO-Xa-Z、R-Cy-VO-Ph3-T-Xa-Z、R-Cy-VO-Ph3-G-Xa-Z、R-Cy-VO-Ph3-J-Xa-Z、R-Cy-VO-Ph3-K-Xa-Z、R-Cy-VO-Ph3-Xa-Z、R-Cy-VO-Ph3-2-Xa-Z、R-Cy-VO-Ph3-VO-Xa-Z、R-Cy-VO-Ph3-T-Xa-Z、R-Cy-VO-Ph3-G-Xa-Z、R-Cy-VO-Ph3-J-Xa-Z、R-Cy-VO-Ph3-K-Xa-Z、R-Cy-2-Cy-Xa-Z、R-Cy-2-Cy-2-Xa-Z、R-Cy-2-Cy-VO-Xa-Z、R-Cy-2-Cy-T-Xa-Z、R-Cy-2-Cy-G-Xa-Z、R-Cy-2-Cy-J-Xa-Z、R-Cy-2-Cy-K-Xa-Z、R-Cy-2-Ph-Xa-Z、R-Cy-2-Ph-2-Xa-Z、R-Cy-2-Ph-VO-Xa-Z、R-Cy-2-Ph-T-Xa-Z、R-Cy-2-Ph-G-Xa-Z、R-Cy-2-Ph-J-Xa-Z、R-Cy-2-Ph-K-Xa-Z、R-Cy-2-Ph1-Xa-Z、R-Cy-2-Ph1-2-Xa-Z、R-Cy-2-Ph1-VO-Xa-Z、R-Cy-2-Ph1-T-Xa-Z、R-Cy-2-Ph1-G-Xa-Z、R-Cy-2-Ph1-J-Xa-Z、R-Cy-2-Ph1-K-Xa-Z、R-Cy-2-Ph3-Xa-Z、R-Cy-2-Ph3-2-Xa-Z、R-Cy-2-Ph3-VO-Xa-Z、R-Cy-2-Ph3-T-Xa-Z、R-Cy-2-Ph3-G-Xa-Z、R-Cy-2-Ph3-J-Xa-Z、R-Cy-2-Ph3-K-Xa-Z、R-Cy-2-Ph3-Xa-Z、R-Cy-2-Ph3-2-Xa-Z、R-Cy-2-Ph3-VO-Xa-Z、R-Cy-2-Ph3-T-Xa-Z、R-Cy-2-Ph3-G-Xa-Z、R-Cy-2-Ph3-J-Xa-Z、R-Cy-2-Ph3-K-Xa-Z、R-Cy-J-Cy-Xa-Z、R-Cy-J-Cy-2-Xa-Z、R-Cy-J-Cy-VO-Xa-Z、R-Cy-J-Cy-T-Xa-Z、R-Cy-J-Cy-G-Xa-Z、R-Cy-J-Cy-J-Xa-Z、R-Cy-J-Cy-K-Xa-Z、R-Cy-J-Ph-Xa-Z、R-Cy-J-Ph-2-Xa-Z、R-Cy-J-Ph-VO-Xa-Z、R-Cy-J-Ph-T-Xa-Z、R-Cy-J-Ph-G-Xa-Z、R-Cy-J-Ph-J-Xa-Z、R-Cy-J-Ph-K-Xa-Z、R-Cy-J-Ph1-Xa-Z、R-Cy-J-Ph1-2-Xa-Z、R-Cy-J-Ph1-VO-Xa-Z、R-Cy-J-Ph1-T-Xa-Z、R-Cy-J-Ph1-G-Xa-Z、R-Cy-J-Ph1-J-Xa-Z、R-Cy-J-Ph1-K-Xa-Z、R-Cy-J-Ph3-Xa-Z、R-Cy-J-Ph3-2-Xa-Z、R-Cy-J-Ph3-VO-Xa-Z、R-Cy-J-Ph3-T-Xa-Z、R-Cy-J-Ph3-G-Xa-Z、R-Cy-J-Ph3-J-Xa-Z、R-Cy-J-Ph3-K-Xa-Z、R-Cy-J-Ph3-Xa-Z、R-Cy-J-Ph3-2-Xa-Z、R-Cy-J-Ph3-VO-Xa-Z、R-Cy-J-Ph3-T-Xa-Z、R-Cy-J-Ph3-G-Xa-Z、R-Cy-J-Ph3-J-Xa-Z、
【0025】
R-Cy-J-Ph3-K-Xa-Z、R-Ph-Cy-Xa-Z、R-Ph-Cy-2-Xa-Z、R-Ph-Cy-VO-Xa-Z、R-Ph-Cy-T-Xa-Z、R-Ph-Cy-G-Xa-Z、R-Ph-Cy-J-Xa-Z、R-Ph-Cy-K-Xa-Z、R-Ph-Ph-Xa-Z、R-Ph-Ph-2-Xa-Z、R-Ph-Ph-VO-Xa-Z、R-Ph-Ph-T-Xa-Z、R-Ph-Ph-G-Xa-Z、R-Ph-Ph-J-Xa-Z、R-Ph-Ph-K-Xa-Z、R-Ph-Ph1-Xa-Z、R-Ph-Ph1-2-Xa-Z、R-Ph-Ph1-VO-Xa-Z、R-Ph-Ph1-T-Xa-Z、R-Ph-Ph1-G-Xa-Z、R-Ph-Ph1-J-Xa-Z、R-Ph-Ph1-K-Xa-Z、R-Ph-Ph3-Xa-Z、R-Ph-Ph3-2-Xa-Z、R-Ph-Ph3-VO-Xa-Z、R-Ph-Ph3-T-Xa-Z、R-Ph-Ph3-G-Xa-Z、R-Ph-Ph3-J-Xa-Z、R-Ph-Ph3-K-Xa-Z、R-Ph-Ph3-Xa-Z、R-Ph-Ph3-2-Xa-Z、R-Ph-Ph3-VO-Xa-Z、R-Ph-Ph3-T-Xa-Z、R-Ph-Ph3-G-Xa-Z、R-Ph-Ph3-J-Xa-Z、R-Ph-Ph3-K-Xa-Z、R-Ph-VO-Cy-Xa-Z、R-Ph-VO-Cy-2-Xa-Z、R-Ph-VO-Cy-VO-Xa-Z、R-Ph-VO-Cy-T-Xa-Z、R-Ph-VO-Cy-G-Xa-Z、R-Ph-VO-Cy-J-Xa-Z、R-Ph-VO-Cy-K-Xa-Z、R-Ph-VO-Ph-Xa-Z、R-Ph-VO-Ph-2-Xa-Z、R-Ph-VO-Ph-VO-Xa-Z、R-Ph-VO-Ph-T-Xa-Z、R-Ph-VO-Ph-G-Xa-Z、R-Ph-VO-Ph-J-Xa-Z、R-Ph-VO-Ph-K-Xa-Z、R-Ph-VO-Ph1-Xa-Z、R-Ph-VO-Ph1-2-Xa-Z、R-Ph-VO-Ph1-VO-Xa-Z、R-Ph-VO-Ph1-T-Xa-Z、R-Ph-VO-Ph1-G-Xa-Z、R-Ph-VO-Ph1-J-Xa-Z、R-Ph-VO-Ph1-K-Xa-Z、R-Ph-VO-Ph3-Xa-Z、R-Ph-VO-Ph3-2-Xa-Z、R-Ph-VO-Ph3-VO-Xa-Z、R-Ph-VO-Ph3-T-Xa-Z、R-Ph-VO-Ph3-G-Xa-Z、R-Ph-VO-Ph3-J-Xa-Z、R-Ph-VO-Ph3-K-Xa-Z、R-Ph-VO-Ph3-Xa-Z、R-Ph-VO-Ph3-2-Xa-Z、R-Ph-VO-Ph3-VO-Xa-Z、R-Ph-VO-Ph3-T-Xa-Z、R-Ph-VO-Ph3-G-Xa-Z、R-Ph-VO-Ph3-J-Xa-Z、R-Ph-VO-Ph3-K-Xa-Z、R-Ph-2-Cy-Xa-Z、R-Ph-2-Cy-2-Xa-Z、R-Ph-2-Cy-VO-Xa-Z、R-Ph-2-Cy-T-Xa-Z、R-Ph-2-Cy-G-Xa-Z、R-Ph-2-Cy-J-Xa-Z、R-Ph-2-Cy-K-Xa-Z、R-Ph-2-Ph-Xa-Z、R-Ph-2-Ph-2-Xa-Z、R-Ph-2-Ph-VO-Xa-Z、R-Ph-2-Ph-T-Xa-Z、R-Ph-2-Ph-G-Xa-Z、R-Ph-2-Ph-J-Xa-Z、R-Ph-2-Ph-K-Xa-Z、R-Ph-2-Ph1-Xa-Z、R-Ph-2-Ph1-2-Xa-Z、R-Ph-2-Ph1-VO-Xa-Z、R-Ph-2-Ph1-T-Xa-Z、R-Ph-2-Ph1-G-Xa-Z、R-Ph-2-Ph1-J-Xa-Z、R-Ph-2-Ph1-K-Xa-Z、R-Ph-2-Ph3-Xa-Z、R-Ph-2-Ph3-2-Xa-Z、R-Ph-2-Ph3-VO-Xa-Z、R-Ph-2-Ph3-T-Xa-Z、R-Ph-2-Ph3-G-Xa-Z、R-Ph-2-Ph3-J-Xa-Z、R-Ph-2-Ph3-K-Xa-Z、
【0026】
R-Ph-2-Ph3-Xa-Z、R-Ph-2-Ph3-2-Xa-Z、R-Ph-2-Ph3-VO-Xa-Z、R-Ph-2-Ph3-T-Xa-Z、R-Ph-2-Ph3-G-Xa-Z、R-Ph-2-Ph3-J-Xa-Z、R-Ph-2-Ph3-K-Xa-Z、R-Ph-J-Cy-Xa-Z、R-Ph-J-Cy-2-Xa-Z、R-Ph-J-Cy-VO-Xa-Z、R-Ph-J-Cy-T-Xa-Z、R-Ph-J-Cy-G-Xa-Z、R-Ph-J-Cy-J-Xa-Z、R-Ph-J-Cy-K-Xa-Z、R-Ph-J-Ph-Xa-Z、R-Ph-J-Ph-2-Xa-Z、R-Ph-J-Ph-VO-Xa-Z、R-Ph-J-Ph-T-Xa-Z、R-Ph-J-Ph-G-Xa-Z、R-Ph-J-Ph-J-Xa-Z、R-Ph-J-Ph-K-Xa-Z、R-Ph-J-Ph1-Xa-Z、R-Ph-J-Ph1-2-Xa-Z、R-Ph-J-Ph1-VO-Xa-Z、R-Ph-J-Ph1-T-Xa-Z、R-Ph-J-Ph1-G-Xa-Z、R-Ph-J-Ph1-J-Xa-Z、R-Ph-J-Ph1-K-Xa-Z、R-Ph-J-Ph3-Xa-Z、R-Ph-J-Ph3-2-Xa-Z、R-Ph-J-Ph3-VO-Xa-Z、R-Ph-J-Ph3-T-Xa-Z、R-Ph-J-Ph3-G-Xa-Z、R-Ph-J-Ph3-J-Xa-Z、R-Ph-J-Ph3-K-Xa-Z、R-Ph-J-Ph3-Xa-Z、R-Ph-J-Ph3-2-Xa-Z、R-Ph-J-Ph3-VO-Xa-Z、R-Ph-J-Ph3-T-Xa-Z、R-Ph-J-Ph3-G-Xa-Z、R-Ph-J-Ph3-J-Xa-Z、R-Ph-J-Ph3-K-Xa-Z、R-Ph3-Cy-Xa-Z、R-Ph3-Cy-2-Xa-Z、R-Ph3-Cy-VO-Xa-Z、R-Ph3-Cy-T-Xa-Z、R-Ph3-Cy-G-Xa-Z、R-Ph3-Cy-J-Xa-Z、R-Ph3-Cy-K-Xa-Z、R-Ph3-Ph-Xa-Z、R-Ph3-Ph-2-Xa-Z、R-Ph3-Ph-VO-Xa-Z、R-Ph3-Ph-T-Xa-Z、R-Ph3-Ph-G-Xa-Z、R-Ph3-Ph-J-Xa-Z、R-Ph3-Ph-K-Xa-Z、R-Ph3-Ph1-Xa-Z、R-Ph3-Ph1-2-Xa-Z、R-Ph3-Ph1-VO-Xa-Z、R-Ph3-Ph1-T-Xa-Z、R-Ph3-Ph1-G-Xa-Z、R-Ph3-Ph1-J-Xa-Z、R-Ph3-Ph1-K-Xa-Z、R-Ph3-Ph3-Xa-Z、R-Ph3-Ph3-2-Xa-Z、R-Ph3-Ph3-VO-Xa-Z、R-Ph3-Ph3-T-Xa-Z、R-Ph3-Ph3-G-Xa-Z、R-Ph3-Ph3-J-Xa-Z、R-Ph3-Ph3-K-Xa-Z、R-Ph3-Ph3-Xa-Z、R-Ph3-Ph3-2-Xa-Z、R-Ph3-Ph3-VO-Xa-Z、R-Ph3-Ph3-T-Xa-Z、R-Ph3-Ph3-G-Xa-Z、R-Ph3-Ph3-J-Xa-Z、R-Ph3-Ph3-K-Xa-Z、
【0027】
R-Ph3-VO-Cy-Xa-Z、R-Ph3-VO-Cy-2-Xa-Z、R-Ph3-VO-Cy-VO-Xa-Z、R-Ph3-VO-Cy-T-Xa-Z、R-Ph3-VO-Cy-G-Xa-Z、R-Ph3-VO-Cy-J-Xa-Z、R-Ph3-VO-Cy-K-Xa-Z、R-Ph3-VO-Ph-Xa-Z、R-Ph3-VO-Ph-2-Xa-Z、R-Ph3-VO-Ph-VO-Xa-Z、R-Ph3-VO-Ph-T-Xa-Z、R-Ph3-VO-Ph-G-Xa-Z、R-Ph3-VO-Ph-J-Xa-Z、R-Ph3-VO-Ph-K-Xa-Z、R-Ph3-VO-Ph1-Xa-Z、R-Ph3-VO-Ph1-2-Xa-Z、R-Ph3-VO-Ph1-VO-Xa-Z、R-Ph3-VO-Ph1-T-Xa-Z、R-Ph3-VO-Ph1-G-Xa-Z、R-Ph3-VO-Ph1-J-Xa-Z、R-Ph3-VO-Ph1-K-Xa-Z、R-Ph3-VO-Ph3-Xa-Z、R-Ph3-VO-Ph3-2-Xa-Z、R-Ph3-VO-Ph3-VO-Xa-Z、R-Ph3-VO-Ph3-T-Xa-Z、R-Ph3-VO-Ph3-G-Xa-Z、R-Ph3-VO-Ph3-J-Xa-Z、R-Ph3-VO-Ph3-K-Xa-Z、R-Ph3-VO-Ph3-Xa-Z、R-Ph3-VO-Ph3-2-Xa-Z、R-Ph3-VO-Ph3-VO-Xa-Z、R-Ph3-VO-Ph3-T-Xa-Z、R-Ph3-VO-Ph3-G-Xa-Z、R-Ph3-VO-Ph3-J-Xa-Z、R-Ph3-VO-Ph3-K-Xa-Z、R-Ph3-2-Cy-Xa-Z、R-Ph3-2-Cy-2-Xa-Z、R-Ph3-2-Cy-VO-Xa-Z、R-Ph3-2-Cy-T-Xa-Z、R-Ph3-2-Cy-G-Xa-Z、R-Ph3-2-Cy-J-Xa-Z、R-Ph3-2-Cy-K-Xa-Z、R-Ph3-2-Ph-Xa-Z、R-Ph3-2-Ph-2-Xa-Z、R-Ph3-2-Ph-VO-Xa-Z、R-Ph3-2-Ph-T-Xa-Z、R-Ph3-2-Ph-G-Xa-Z、R-Ph3-2-Ph-J-Xa-Z、R-Ph3-2-Ph-K-Xa-Z、R-Ph3-2-Ph1-Xa-Z、R-Ph3-2-Ph1-2-Xa-Z、R-Ph3-2-Ph1-VO-Xa-Z、R-Ph3-2-Ph1-T-Xa-Z、R-Ph3-2-Ph1-G-Xa-Z、R-Ph3-2-Ph1-J-Xa-Z、R-Ph3-2-Ph1-K-Xa-Z、R-Ph3-2-Ph3-Xa-Z、R-Ph3-2-Ph3-2-Xa-Z、R-Ph3-2-Ph3-VO-Xa-Z、R-Ph3-2-Ph3-T-Xa-Z、R-Ph3-2-Ph3-G-Xa-Z、R-Ph3-2-Ph3-J-Xa-Z、R-Ph3-2-Ph3-K-Xa-Z、R-Ph3-2-Ph3-Xa-Z、R-Ph3-2-Ph3-2-Xa-Z、R-Ph3-2-Ph3-VO-Xa-Z、R-Ph3-2-Ph3-T-Xa-Z、R-Ph3-2-Ph3-G-Xa-Z、R-Ph3-2-Ph3-J-Xa-Z、R-Ph3-2-Ph3-K-Xa-Z、R-Ph3-J-Cy-Xa-Z、R-Ph3-J-Cy-2-Xa-Z、R-Ph3-J-Cy-VO-Xa-Z、R-Ph3-J-Cy-T-Xa-Z、R-Ph3-J-Cy-G-Xa-Z、R-Ph3-J-Cy-J-Xa-Z、R-Ph3-J-Cy-K-Xa-Z、R-Ph3-J-Ph-Xa-Z、R-Ph3-J-Ph-2-Xa-Z、R-Ph3-J-Ph-VO-Xa-Z、R-Ph3-J-Ph-T-Xa-Z、R-Ph3-J-Ph-G-Xa-Z、R-Ph3-J-Ph-J-Xa-Z、R-Ph3-J-Ph-K-Xa-Z、R-Ph3-J-Ph1-Xa-Z、R-Ph3-J-Ph1-2-Xa-Z、R-Ph3-J-Ph1-VO-Xa-Z、R-Ph3-J-Ph1-T-Xa-Z、R-Ph3-J-Ph1-G-Xa-Z、R-Ph3-J-Ph1-J-Xa-Z、R-Ph3-J-Ph1-K-Xa-Z、R-Ph3-J-Ph3-Xa-Z、R-Ph3-J-Ph3-2-Xa-Z、R-Ph3-J-Ph3-VO-Xa-Z、R-Ph3-J-Ph3-T-Xa-Z、R-Ph3-J-Ph3-G-Xa-Z、R-Ph3-J-Ph3-J-Xa-Z、R-Ph3-J-Ph3-K-Xa-Z、R-Ph3-J-Ph3-Xa-Z、R-Ph3-J-Ph3-2-Xa-Z、R-Ph3-J-Ph3-VO-Xa-Z、R-Ph3-J-Ph3-T-Xa-Z、R-Ph3-J-Ph3-G-Xa-Z、R-Ph3-J-Ph3-J-Xa-Z、R-Ph3-J-Ph3-K-Xa-Z、R-By-Cy-Xa-Z、R-By-Cy-2-Xa-Z、R-By-Cy-VO-Xa-Z、R-By-Cy-T-Xa-Z、R-By-Cy-G-Xa-Z、R-By-Cy-J-Xa-Z、R-By-Cy-K-Xa-Z、R-By-Ph-Xa-Z、R-By-Ph-2-Xa-Z、R-By-Ph-VO-Xa-Z、R-By-Ph-T-Xa-Z、R-By-Ph-G-Xa-Z、R-By-Ph-J-Xa-Z、R-By-Ph-K-Xa-Z、R-By-Ph1-Xa-Z、R-By-Ph1-2-Xa-Z、R-By-Ph1-VO-Xa-Z、R-By-Ph1-T-Xa-Z、R-By-Ph1-G-Xa-Z、R-By-Ph1-J-Xa-Z、R-By-Ph1-K-Xa-Z、R-By-Ph3-Xa-Z、R-By-Ph3-2-Xa-Z、R-By-Ph3-VO-Xa-Z、R-By-Ph3-T-Xa-Z、R-By-Ph3-G-Xa-Z、R-By-Ph3-J-Xa-Z、R-By-Ph3-K-Xa-Z、R-By-Ph3-Xa-Z、R-By-Ph3-2-Xa-Z、R-By-Ph3-VO-Xa-Z、R-By-Ph3-T-Xa-Z、R-By-Ph3-G-Xa-Z、R-By-Ph3-J-Xa-Z、
【0028】
R-By-Ph3-K-Xa-Z、R-By-VO-Cy-Xa-Z、R-By-VO-Cy-2-Xa-Z、R-By-VO-Cy-VO-Xa-Z、R-By-VO-Cy-T-Xa-Z、R-By-VO-Cy-G-Xa-Z、R-By-VO-Cy-J-Xa-Z、R-By-VO-Cy-K-Xa-Z、R-By-VO-Ph-Xa-Z、R-By-VO-Ph-2-Xa-Z、R-By-VO-Ph-VO-Xa-Z、R-By-VO-Ph-T-Xa-Z、R-By-VO-Ph-G-Xa-Z、R-By-VO-Ph-J-Xa-Z、R-By-VO-Ph-K-Xa-Z、R-By-VO-Ph1-Xa-Z、R-By-VO-Ph1-2-Xa-Z、R-By-VO-Ph1-VO-Xa-Z、R-By-VO-Ph1-T-Xa-Z、R-By-VO-Ph1-G-Xa-Z、R-By-VO-Ph1-J-Xa-Z、R-By-VO-Ph1-K-Xa-Z、R-By-VO-Ph3-Xa-Z、R-By-VO-Ph3-2-Xa-Z、R-By-VO-Ph3-VO-Xa-Z、R-By-VO-Ph3-T-Xa-Z、R-By-VO-Ph3-G-Xa-Z、R-By-VO-Ph3-J-Xa-Z、R-By-VO-Ph3-K-Xa-Z、R-By-VO-Ph3-Xa-Z、R-By-VO-Ph3-2-Xa-Z、R-By-VO-Ph3-VO-Xa-Z、R-By-VO-Ph3-T-Xa-Z、R-By-VO-Ph3-G-Xa-Z、R-By-VO-Ph3-J-Xa-Z、R-By-VO-Ph3-K-Xa-Z、R-By-2-Cy-Xa-Z、R-By-2-Cy-2-Xa-Z、R-By-2-Cy-VO-Xa-Z、R-By-2-Cy-T-Xa-Z、R-By-2-Cy-G-Xa-Z、R-By-2-Cy-J-Xa-Z、R-By-2-Cy-K-Xa-Z、R-By-2-Ph-Xa-Z、R-By-2-Ph-2-Xa-Z、R-By-2-Ph-VO-Xa-Z、R-By-2-Ph-T-Xa-Z、R-By-2-Ph-G-Xa-Z、R-By-2-Ph-J-Xa-Z、R-By-2-Ph-K-Xa-Z、R-By-2-Ph1-Xa-Z、R-By-2-Ph1-2-Xa-Z、R-By-2-Ph1-VO-Xa-Z、R-By-2-Ph1-T-Xa-Z、R-By-2-Ph1-G-Xa-Z、R-By-2-Ph1-J-Xa-Z、R-By-2-Ph1-K-Xa-Z、R-By-2-Ph3-Xa-Z、R-By-2-Ph3-2-Xa-Z、R-By-2-Ph3-VO-Xa-Z、R-By-2-Ph3-T-Xa-Z、R-By-2-Ph3-G-Xa-Z、R-By-2-Ph3-J-Xa-Z、R-By-2-Ph3-K-Xa-Z、R-By-2-Ph3-Xa-Z、R-By-2-Ph3-2-Xa-Z、R-By-2-Ph3-VO-Xa-Z、R-By-2-Ph3-T-Xa-Z、R-By-2-Ph3-G-Xa-Z、R-By-2-Ph3-J-Xa-Z、R-By-2-Ph3-K-Xa-Z、R-By-J-Cy-Xa-Z、R-By-J-Cy-2-Xa-Z、R-By-J-Cy-VO-Xa-Z、R-By-J-Cy-T-Xa-Z、R-By-J-Cy-G-Xa-Z、R-By-J-Cy-J-Xa-Z、R-By-J-Cy-K-Xa-Z、R-By-J-Ph-Xa-Z、R-By-J-Ph-2-Xa-Z、R-By-J-Ph-VO-Xa-Z、R-By-J-Ph-T-Xa-Z、R-By-J-Ph-G-Xa-Z、R-By-J-Ph-J-Xa-Z、R-By-J-Ph-K-Xa-Z、R-By-J-Ph1-Xa-Z、R-By-J-Ph1-2-Xa-Z、R-By-J-Ph1-VO-Xa-Z、R-By-J-Ph1-T-Xa-Z、R-By-J-Ph1-G-Xa-Z、R-By-J-Ph1-J-Xa-Z、R-By-J-Ph1-K-Xa-Z、R-By-J-Ph3-Xa-Z、R-By-J-Ph3-2-Xa-Z、R-By-J-Ph3-VO-Xa-Z、R-By-J-Ph3-T-Xa-Z、R-By-J-Ph3-G-Xa-Z、R-By-J-Ph3-J-Xa-Z、R-By-J-Ph3-K-Xa-Z、R-By-J-Ph3-Xa-Z、R-By-J-Ph3-2-Xa-Z、R-By-J-Ph3-VO-Xa-Z、
【0029】
R-By-J-Ph3-T-Xa-Z、R-By-J-Ph3-G-Xa-Z、R-By-J-Ph3-J-Xa-Z、R-By-J-Ph3-K-Xa-Z、R-Cy-2-Cy-2-Xa-T-Ph-Z、R-Cy-2-Cy-2-Xa-T-Ph1-Z、R-Cy-2-Cy-2-Xa-T-Ph3-Z、R-Cy-2-Cy-J-Xa-T-Ph-Z、R-Cy-2-Cy-J-Xa-T-Ph1-Z、R-Cy-2-Cy-J-Xa-T-Ph3-Z、R-Cy-2-Cy-Xa-T-Ph-Z、R-Cy-2-Cy-Xa-T-Ph1-Z、R-Cy-2-Cy-Xa-T-Ph3-Z、R-Cy-Cy-2-Xa-T-Ph-Z、R-Cy-Cy-2-Xa-T-Ph1-Z、R-Cy-Cy-2-Xa-T-Ph3-Z、R-Cy-Cy-J-Xa-T-Ph-Z、R-Cy-Cy-J-Xa-T-Ph1-Z、R-Cy-Cy-J-Xa-T-Ph3-Z、R-Cy-Cy-Xa-T-Ph-Z、R-Cy-Cy-Xa-T-Ph1-Z、R-Cy-Cy-Xa-T-Ph3-Z、R-Cy-2-Cy-2-Xa-VO-Ph-Z、R-Cy-2-Cy-2-Xa-VO-Ph1-Z、R-Cy-2-Cy-2-Xa-VO-Ph3-Z、R-Cy-2-Cy-J-Xa-VO-Ph-Z、R-Cy-2-Cy-J-Xa-VO-Ph1-Z、R-Cy-2-Cy-J-Xa-VO-Ph3-Z、R-Cy-2-Cy-Xa-VO-Ph-Z、R-Cy-2-Cy-Xa-VO-Ph1-Z、R-Cy-2-Cy-Xa-VO-Ph3-Z、R-Cy-Cy-2-Xa-VO-Ph-Z、R-Cy-Cy-2-Xa-VO-Ph1-Z、R-Cy-Cy-2-Xa-VO-Ph3-Z、R-Cy-Cy-J-Xa-VO-Ph-Z、R-Cy-Cy-J-Xa-VO-Ph1-Z、R-Cy-Cy-J-Xa-VO-Ph3-Z、R-Cy-Cy-Xa-VO-Ph-Z、R-Cy-Cy-Xa-VO-Ph1-Z、R-Cy-Cy-Xa-VO-Ph3-Z、R-Cy-2-Cy-2-Xa-Cy-Z、R-Cy-2-Cy-2-Xa-Ph-Z、R-Cy-2-Cy-2-Xa-Ph1-Z、R-Cy-2-Cy-2-Xa-Ph3-Z、R-Cy-2-Cy-J-Xa-Cy-Z、R-Cy-2-Cy-J-Xa-Ph-Z、R-Cy-2-Cy-J-Xa-Ph1-Z、R-Cy-2-Cy-J-Xa-Ph3-Z、R-Cy-2-Cy-Xa-Cy-Z、R-Cy-2-Cy-Xa-Ph-Z、R-Cy-2-Cy-Xa-Ph1-Z、R-Cy-2-Cy-Xa-Ph3-Z、R-Cy-Cy-2-Xa-Cy-Z、R-Cy-Cy-2-Xa-Ph-Z、R-Cy-Cy-2-Xa-Ph1-Z、R-Cy-Cy-2-Xa-Ph3-Z、R-Cy-Cy-J-Xa-Cy-Z、R-Cy-Cy-J-Xa-Ph-Z、R-Cy-Cy-J-Xa-Ph1-Z、R-Cy-Cy-J-Xa-Ph3-Z、R-Cy-Cy-Xa-Cy-Z、R-Cy-Cy-Xa-Ph-Z、R-Cy-Cy-Xa-Ph1-Z、R-Cy-Cy-Xa-Ph3-Z、R-Cy-2-Ph-2-Xa-T-Ph-Z、R-Cy-2-Ph-2-Xa-T-Ph1-Z、R-Cy-2-Ph-2-Xa-T-Ph3-Z、R-Cy-2-Ph-T-Xa-T-Ph-Z、R-Cy-2-Ph-T-Xa-T-Ph1-Z、R-Cy-2-Ph-T-Xa-T-Ph3-Z、
R-Cy-2-Ph-Xa-T-Ph-Z、R-Cy-2-Ph-Xa-T-Ph1-Z、R-Cy-2-Ph-Xa-T-Ph3-Z、R-Cy-T-Ph-2-Xa-T-Ph-Z、R-Cy-T-Ph-2-Xa-T-Ph1-Z、R-Cy-T-Ph-2-Xa-T-Ph3-Z、R-Cy-T-Ph-T-Xa-T-Ph-Z、R-Cy-T-Ph-T-Xa-T-Ph1-Z、R-Cy-T-Ph-T-Xa-T-Ph3-Z、R-Cy-T-Ph-Xa-T-Ph-Z、R-Cy-T-Ph-Xa-T-Ph1-Z、R-Cy-T-Ph-Xa-T-Ph3-Z、R-Cy-Ph-2-Xa-T-Ph-Z、R-Cy-Ph-2-Xa-T-Ph1-Z、R-Cy-Ph-2-Xa-T-Ph3-Z、R-Cy-Ph-T-Xa-T-Ph-Z、R-Cy-Ph-T-Xa-T-Ph1-Z、R-Cy-Ph-T-Xa-T-Ph3-Z、R-Cy-Ph-Xa-T-Ph-Z、
R-Cy-Ph-Xa-T-Ph1-Z、R-Cy-Ph-Xa-T-Ph3-Z、R-Cy-2-Ph-2-Xa-VO-Ph-Z、R-Cy-2-Ph-2-Xa-VO-Ph1-Z、R-Cy-2-Ph-2-Xa-VO-Ph3-Z、R-Cy-2-Ph-T-Xa-VO-Ph-Z、R-Cy-2-Ph-T-Xa-VO-Ph1-Z、R-Cy-2-Ph-T-Xa-VO-Ph3-Z、R-Cy-2-Ph-Xa-VO-Ph-Z、R-Cy-2-Ph-Xa-VO-Ph1-Z、R-Cy-2-Ph-Xa-VO-Ph3-Z、R-Cy-T-Ph-2-Xa-VO-Ph-Z、R-Cy-T-Ph-2-Xa-VO-Ph1-Z、R-Cy-T-Ph-2-Xa-VO-Ph3-Z、R-Cy-T-Ph-T-Xa-VO-Ph-Z、R-Cy-T-Ph-T-Xa-VO-Ph1-Z、R-Cy-T-Ph-T-Xa-VO-Ph3-Z、R-Cy-T-Ph-Xa-VO-Ph-Z、R-Cy-T-Ph-Xa-VO-Ph1-Z、R-Cy-T-Ph-Xa-VO-Ph3-Z、R-Cy-Ph-2-Xa-VO-Ph-Z、R-Cy-Ph-2-Xa-VO-Ph1-Z、R-Cy-Ph-2-Xa-VO-Ph3-Z、R-Cy-Ph-T-Xa-VO-Ph-Z、R-Cy-Ph-T-Xa-VO-Ph1-Z、R-Cy-Ph-T-Xa-VO-Ph3-Z、R-Cy-Ph-Xa-VO-Ph-Z、R-Cy-Ph-Xa-VO-Ph1-Z、R-Cy-Ph-Xa-VO-Ph3-Z、R-Cy-2-Ph-2-Xa-Cy-Z、R-Cy-2-Ph-2-Xa-Ph-Z、R-Cy-2-Ph-2-Xa-Ph1-Z、R-Cy-2-Ph-2-Xa-Ph3-Z、R-Cy-2-Ph-T-Xa-Cy-Z、R-Cy-2-Ph-T-Xa-Ph-Z、R-Cy-2-Ph-T-Xa-Ph1-Z、R-Cy-2-Ph-T-Xa-Ph3-Z、R-Cy-2-Ph-Xa-Cy-Z、R-Cy-2-Ph-Xa-Ph-Z、R-Cy-2-Ph-Xa-Ph1-Z、R-Cy-2-Ph-Xa-Ph3-Z、R-Cy-T-Ph-2-Xa-Cy-Z、R-Cy-T-Ph-2-Xa-Ph-Z、R-Cy-T-Ph-2-Xa-Ph1-Z、R-Cy-T-Ph-2-Xa-Ph3-Z、R-Cy-T-Ph-T-Xa-Cy-Z、R-Cy-T-Ph-T-Xa-Ph-Z、R-Cy-T-Ph-T-Xa-Ph1-Z、R-Cy-T-Ph-T-Xa-Ph3-Z、R-Cy-T-Ph-Xa-Cy-Z、R-Cy-T-Ph-Xa-Ph-Z、R-Cy-T-Ph-Xa-Ph1-Z、R-Cy-T-Ph-Xa-Ph3-Z、R-Cy-Ph-2-Xa-Cy-Z、R-Cy-Ph-2-Xa-Ph-Z、R-Cy-Ph-2-Xa-Ph1-Z、R-Cy-Ph-2-Xa-Ph3-Z、
【0030】
R-Cy-Ph-T-Xa-Cy-Z、R-Cy-Ph-T-Xa-Ph-Z、R-Cy-Ph-T-Xa-Ph1-Z、R-Cy-Ph-T-Xa-Ph3-Z、R-Cy-Ph-Xa-Cy-Z、R-Cy-Ph-Xa-Ph-Z、R-Cy-Ph-Xa-Ph1-Z、R-Cy-Ph-Xa-Ph3-Z、R-Cy-2-Ph1-2-Xa-T-Ph-Z、R-Cy-2-Ph1-2-Xa-T-Ph1-Z、R-Cy-2-Ph1-2-Xa-T-Ph3-Z、R-Cy-2-Ph1-T-Xa-T-Ph-Z、R-Cy-2-Ph1-T-Xa-T-Ph1-Z、R-Cy-2-Ph1-T-Xa-T-Ph3-Z、R-Cy-2-Ph1-Xa-T-Ph-Z、R-Cy-2-Ph1-Xa-T-Ph1-Z、R-Cy-2-Ph1-Xa-T-Ph3-Z、R-Cy-T-Ph1-2-Xa-T-Ph-Z、R-Cy-T-Ph1-2-Xa-T-Ph1-Z、R-Cy-T-Ph1-2-Xa-T-Ph3-Z、R-Cy-T-Ph1-T-Xa-T-Ph-Z、R-Cy-T-Ph1-T-Xa-T-Ph1-Z、R-Cy-T-Ph1-T-Xa-T-Ph3-Z、R-Cy-T-Ph1-Xa-T-Ph-Z、R-Cy-T-Ph1-Xa-T-Ph1-Z、R-Cy-T-Ph1-Xa-T-Ph3-Z、R-Cy-Ph1-2-Xa-T-Ph-Z、R-Cy-Ph1-2-Xa-T-Ph1-Z、R-Cy-Ph1-2-Xa-T-Ph3-Z、R-Cy-Ph1-T-Xa-T-Ph-Z、R-Cy-Ph1-T-Xa-T-Ph1-Z、R-Cy-Ph1-T-Xa-T-Ph3-Z、R-Cy-Ph1-Xa-T-Ph-Z、R-Cy-Ph1-Xa-T-Ph1-Z、R-Cy-Ph1-Xa-T-Ph3-Z、R-Cy-2-Ph1-2-Xa-VO-Ph-Z、R-Cy-2-Ph1-2-Xa-VO-Ph1-Z、R-Cy-2-Ph1-2-Xa-VO-Ph3-Z、R-Cy-2-Ph1-T-Xa-VO-Ph-Z、R-Cy-2-Ph1-T-Xa-VO-Ph1-Z、R-Cy-2-Ph1-T-Xa-VO-Ph3-Z、R-Cy-2-Ph1-Xa-VO-Ph-Z、R-Cy-2-Ph1-Xa-VO-Ph1-Z、R-Cy-2-Ph1-Xa-VO-Ph3-Z、R-Cy-T-Ph1-2-Xa-VO-Ph-Z、R-Cy-T-Ph1-2-Xa-VO-Ph1-Z、R-Cy-T-Ph1-2-Xa-VO-Ph3-Z、R-Cy-T-Ph1-T-Xa-VO-Ph-Z、R-Cy-T-Ph1-T-Xa-VO-Ph1-Z、R-Cy-T-Ph1-T-Xa-VO-Ph3-Z、R-Cy-T-Ph1-Xa-VO-Ph-Z、R-Cy-T-Ph1-Xa-VO-Ph1-Z、R-Cy-T-Ph1-Xa-VO-Ph3-Z、R-Cy-Ph1-2-Xa-VO-Ph-Z、R-Cy-Ph1-2-Xa-VO-Ph1-Z、R-Cy-Ph1-2-Xa-VO-Ph3-Z、R-Cy-Ph1-T-Xa-VO-Ph-Z、R-Cy-Ph1-T-Xa-VO-Ph1-Z、R-Cy-Ph1-T-Xa-VO-Ph3-Z、R-Cy-Ph1-Xa-VO-Ph-Z、R-Cy-Ph1-Xa-VO-Ph1-Z、R-Cy-Ph1-Xa-VO-Ph3-Z、R-Cy-2-Ph1-2-Xa-Cy-Z、R-Cy-2-Ph1-2-Xa-Ph-Z、R-Cy-2-Ph1-2-Xa-Ph1-Z、R-Cy-2-Ph1-2-Xa-Ph3-Z、R-Cy-2-Ph1-T-Xa-Cy-Z、R-Cy-2-Ph1-T-Xa-Ph-Z、R-Cy-2-Ph1-T-Xa-Ph1-Z、R-Cy-2-Ph1-T-Xa-Ph3-Z、R-Cy-2-Ph1-Xa-Cy-Z、R-Cy-2-Ph1-Xa-Ph-Z、R-Cy-2-Ph1-Xa-Ph1-Z、R-Cy-2-Ph1-Xa-Ph3-Z、R-Cy-T-Ph1-2-Xa-Cy-Z、R-Cy-T-Ph1-2-Xa-Ph-Z、R-Cy-T-Ph1-2-Xa-Ph1-Z、R-Cy-T-Ph1-2-Xa-Ph3-Z、R-Cy-T-Ph1-T-Xa-Cy-Z、R-Cy-T-Ph1-T-Xa-Ph-Z、
【0031】
R-Cy-T-Ph1-T-Xa-Ph1-Z、R-Cy-T-Ph1-T-Xa-Ph3-Z、R-Cy-T-Ph1-Xa-Cy-Z、R-Cy-T-Ph1-Xa-Ph-Z、R-Cy-T-Ph1-Xa-Ph1-Z、R-Cy-T-Ph1-Xa-Ph3-Z、R-Cy-Ph1-2-Xa-Cy-Z、R-Cy-Ph1-2-Xa-Ph-Z、R-Cy-Ph1-2-Xa-Ph1-Z、R-Cy-Ph1-2-Xa-Ph3-Z、R-Cy-Ph1-T-Xa-Cy-Z、R-Cy-Ph1-T-Xa-Ph-Z、R-Cy-Ph1-T-Xa-Ph1-Z、R-Cy-Ph1-T-Xa-Ph3-Z、R-Cy-Ph1-Xa-Cy-Z、R-Cy-Ph1-Xa-Ph-Z、R-Cy-Ph1-Xa-Ph1-Z、R-Cy-Ph1-Xa-Ph3-Z、R-Cy-T-Ph3-2-Xa-T-Ph-Z、R-Cy-T-Ph3-2-Xa-T-Ph1-Z、R-Cy-T-Ph3-2-Xa-T-Ph3-Z、R-Cy-T-Ph3-T-Xa-T-Ph-Z、R-Cy-T-Ph3-T-Xa-T-Ph1-Z、R-Cy-T-Ph3-T-Xa-T-Ph3-Z、R-Cy-T-Ph3-Xa-T-Ph-Z、R-Cy-T-Ph3-Xa-T-Ph1-Z、R-Cy-T-Ph3-Xa-T-Ph3-Z、R-Cy-Ph3-2-Xa-T-Ph-Z、R-Cy-Ph3-2-Xa-T-Ph1-Z、R-Cy-Ph3-2-Xa-T-Ph3-Z、R-Cy-Ph3-T-Xa-T-Ph-Z、R-Cy-Ph3-T-Xa-T-Ph1-Z、R-Cy-Ph3-T-Xa-T-Ph3-Z、R-Cy-Ph3-Xa-T-Ph-Z、R-Cy-Ph3-Xa-T-Ph1-Z、R-Cy-Ph3-Xa-T-Ph3-Z、R-Cy-T-Ph3-2-Xa-VO-Ph-Z、R-Cy-T-Ph3-2-Xa-VO-Ph1-Z、R-Cy-T-Ph3-2-Xa-VO-Ph3-Z、R-Cy-T-Ph3-T-Xa-VO-Ph-Z、R-Cy-T-Ph3-T-Xa-VO-Ph1-Z、R-Cy-T-Ph3-T-Xa-VO-Ph3-Z、R-Cy-T-Ph3-Xa-VO-Ph-Z、R-Cy-T-Ph3-Xa-VO-Ph1-Z、R-Cy-T-Ph3-Xa-VO-Ph3-Z、R-Cy-Ph3-2-Xa-VO-Ph-Z、R-Cy-Ph3-2-Xa-VO-Ph1-Z、R-Cy-Ph3-2-Xa-VO-Ph3-Z、R-Cy-Ph3-T-Xa-VO-Ph-Z、R-Cy-Ph3-T-Xa-VO-Ph1-Z、R-Cy-Ph3-T-Xa-VO-Ph3-Z、R-Cy-Ph3-Xa-VO-Ph-Z、R-Cy-Ph3-Xa-VO-Ph1-Z、R-Cy-Ph3-Xa-VO-Ph3-Z、R-Cy-T-Ph3-2-Xa-Cy-Z、R-Cy-T-Ph3-2-Xa-Ph-Z、R-Cy-T-Ph3-2-Xa-Ph1-Z、R-Cy-T-Ph3-2-Xa-Ph3-Z、R-Cy-T-Ph3-T-Xa-Cy-Z、R-Cy-T-Ph3-T-Xa-Ph-Z、R-Cy-T-Ph3-T-Xa-Ph1-Z、R-Cy-T-Ph3-T-Xa-Ph3-Z、R-Cy-T-Ph3-Xa-Cy-Z、R-Cy-T-Ph3-Xa-Ph-Z、R-Cy-T-Ph3-Xa-Ph1-Z、R-Cy-T-Ph3-Xa-Ph3-Z、R-Cy-Ph3-2-Xa-Cy-Z、R-Cy-Ph3-2-Xa-Ph-Z、R-Cy-Ph3-2-Xa-Ph1-Z、R-Cy-Ph3-2-Xa-Ph3-Z、R-Cy-Ph3-T-Xa-Cy-Z、R-Cy-Ph3-T-Xa-Ph-Z、R-Cy-Ph3-T-Xa-Ph1-Z、R-Cy-Ph3-T-Xa-Ph3-Z、R-Cy-Ph3-Xa-Cy-Z、R-Cy-Ph3-Xa-Ph-Z、R-Cy-Ph3-Xa-Ph1-Z、R-Cy-Ph3-Xa-Ph3-Z
【0032】
R-Ph-2-Cy-2-Xa-T-Ph-Z、R-Ph-2-Cy-2-Xa-T-Ph1-Z、R-Ph-2-Cy-2-Xa-T-Ph3-Z、R-Ph-2-Cy-J-Xa-T-Ph-Z、R-Ph-2-Cy-J-Xa-T-Ph1-Z、R-Ph-2-Cy-J-Xa-T-Ph3-Z、R-Ph-2-Cy-Xa-T-Ph-Z、R-Ph-2-Cy-Xa-T-Ph1-Z、R-Ph-2-Cy-Xa-T-Ph3-Z、R-Ph-Cy-2-Xa-T-Ph-Z、R-Ph-Cy-2-Xa-T-Ph1-Z、R-Ph-Cy-2-Xa-T-Ph3-Z、R-Ph-Cy-J-Xa-T-Ph-Z、R-Ph-Cy-J-Xa-T-Ph1-Z、R-Ph-Cy-J-Xa-T-Ph3-Z、R-Ph-Cy-Xa-T-Ph-Z、R-Ph-Cy-Xa-T-Ph1-Z、R-Ph-Cy-Xa-T-Ph3-Z、R-Ph-2-Cy-2-Xa-VO-Ph-Z、R-Ph-2-Cy-2-Xa-VO-Ph1-Z、R-Ph-2-Cy-2-Xa-VO-Ph3-Z、R-Ph-2-Cy-J-Xa-VO-Ph-Z、R-Ph-2-Cy-J-Xa-VO-Ph1-Z、R-Ph-2-Cy-J-Xa-VO-Ph3-Z、R-Ph-2-Cy-Xa-VO-Ph-Z、R-Ph-2-Cy-Xa-VO-Ph1-Z、R-Ph-2-Cy-Xa-VO-Ph3-Z、R-Ph-Cy-2-Xa-VO-Ph-Z、R-Ph-Cy-2-Xa-VO-Ph1-Z、R-Ph-Cy-2-Xa-VO-Ph3-Z、R-Ph-Cy-J-Xa-VO-Ph-Z、R-Ph-Cy-J-Xa-VO-Ph1-Z、R-Ph-Cy-J-Xa-VO-Ph3-Z、R-Ph-Cy-Xa-VO-Ph-Z、R-Ph-Cy-Xa-VO-Ph1-Z、R-Ph-Cy-Xa-VO-Ph3-Z、R-Ph-2-Cy-2-Xa-Cy-Z、R-Ph-2-Cy-2-Xa-Ph-Z、R-Ph-2-Cy-2-Xa-Ph1-Z、R-Ph-2-Cy-2-Xa-Ph3-Z、R-Ph-2-Cy-J-Xa-Cy-Z、R-Ph-2-Cy-J-Xa-Ph-Z、R-Ph-2-Cy-J-Xa-Ph1-Z、R-Ph-2-Cy-J-Xa-Ph3-Z、R-Ph-2-Cy-Xa-Cy-Z、R-Ph-2-Cy-Xa-Ph-Z、R-Ph-2-Cy-Xa-Ph1-Z、R-Ph-2-Cy-Xa-Ph3-Z、R-Ph-Cy-2-Xa-Cy-Z、R-Ph-Cy-2-Xa-Ph-Z、R-Ph-Cy-2-Xa-Ph1-Z、R-Ph-Cy-2-Xa-Ph3-Z、R-Ph-Cy-J-Xa-Cy-Z、R-Ph-Cy-J-Xa-Ph-Z、R-Ph-Cy-J-Xa-Ph1-Z、R-Ph-Cy-J-Xa-Ph3-Z、R-Ph-Cy-Xa-Cy-Z、R-Ph-Cy-Xa-Ph-Z、R-Ph-Cy-Xa-Ph1-Z、R-Ph-Cy-Xa-Ph3-Z、R-Ph-T-Ph-2-Xa-T-Ph-Z、R-Ph-T-Ph-2-Xa-T-Ph1-Z、R-Ph-T-Ph-2-Xa-T-Ph3-Z、R-Ph-T-Ph-T-Xa-T-Ph-Z、R-Ph-T-Ph-T-Xa-T-Ph1-Z、R-Ph-T-Ph-T-Xa-T-Ph3-Z、R-Ph-T-Ph-Xa-T-Ph-Z、R-Ph-T-Ph-Xa-T-Ph1-Z、R-Ph-T-Ph-Xa-T-Ph3-Z、R-Ph-Ph-2-Xa-T-Ph-Z、R-Ph-Ph-2-Xa-T-Ph1-Z、R-Ph-Ph-2-Xa-T-Ph3-Z、R-Ph-Ph-T-Xa-T-Ph-Z、R-Ph-Ph-T-Xa-T-Ph1-Z、R-Ph-Ph-T-Xa-T-Ph3-Z、R-Ph-Ph-Xa-T-Ph-Z、R-Ph-Ph-Xa-T-Ph1-Z、R-Ph-Ph-Xa-T-Ph3-Z、R-Ph-T-Ph-2-Xa-VO-Ph-Z、R-Ph-T-Ph-2-Xa-VO-Ph1-Z、R-Ph-T-Ph-2-Xa-VO-Ph3-Z、R-Ph-T-Ph-T-Xa-VO-Ph-Z、R-Ph-T-Ph-T-Xa-VO-Ph1-Z、R-Ph-T-Ph-T-Xa-VO-Ph3-Z、R-Ph-T-Ph-Xa-VO-Ph-Z、R-Ph-T-Ph-Xa-VO-Ph1-Z、R-Ph-T-Ph-Xa-VO-Ph3-Z、R-Ph-Ph-2-Xa-VO-Ph-Z、R-Ph-Ph-2-Xa-VO-Ph1-Z、
【0033】
R-Ph-Ph-2-Xa-VO-Ph3-Z、R-Ph-Ph-T-Xa-VO-Ph-Z、R-Ph-Ph-T-Xa-VO-Ph1-Z、R-Ph-Ph-T-Xa-VO-Ph3-Z、R-Ph-Ph-Xa-VO-Ph-Z、R-Ph-Ph-Xa-VO-Ph1-Z、R-Ph-Ph-Xa-VO-Ph3-Z、R-Ph-T-Ph-2-Xa-Cy-Z、R-Ph-T-Ph-2-Xa-Ph-Z、R-Ph-T-Ph-2-Xa-Ph1-Z、R-Ph-T-Ph-2-Xa-Ph3-Z、R-Ph-T-Ph-T-Xa-Cy-Z、R-Ph-T-Ph-T-Xa-Ph-Z、R-Ph-T-Ph-T-Xa-Ph1-Z、R-Ph-T-Ph-T-Xa-Ph3-Z、R-Ph-T-Ph-Xa-Cy-Z、R-Ph-T-Ph-Xa-Ph-Z、R-Ph-T-Ph-Xa-Ph1-Z、R-Ph-T-Ph-Xa-Ph3-Z、R-Ph-Ph-2-Xa-Cy-Z、R-Ph-Ph-2-Xa-Ph-Z、R-Ph-Ph-2-Xa-Ph1-Z、R-Ph-Ph-2-Xa-Ph3-Z、R-Ph-Ph-T-Xa-Cy-Z、R-Ph-Ph-T-Xa-Ph-Z、R-Ph-Ph-T-Xa-Ph1-Z、R-Ph-Ph-T-Xa-Ph3-Z、R-Ph-Ph-Xa-Cy-Z、R-Ph-Ph-Xa-Ph-Z、R-Ph-Ph-Xa-Ph1-Z、R-Ph-Ph-Xa-Ph3-Z、R-Ph-T-Ph1-2-Xa-T-Ph-Z、R-Ph-T-Ph1-2-Xa-T-Ph1-Z、R-Ph-T-Ph1-2-Xa-T-Ph3-Z、R-Ph-T-Ph1-T-Xa-T-Ph-Z、R-Ph-T-Ph1-T-Xa-T-Ph1-Z、R-Ph-T-Ph1-T-Xa-T-Ph3-Z、R-Ph-T-Ph1-Xa-T-Ph-Z、R-Ph-T-Ph1-Xa-T-Ph1-Z、R-Ph-T-Ph1-Xa-T-Ph3-Z、R-Ph-Ph1-2-Xa-T-Ph-Z、R-Ph-Ph1-2-Xa-T-Ph1-Z、R-Ph-Ph1-2-Xa-T-Ph3-Z、R-Ph-Ph1-T-Xa-T-Ph-Z、R-Ph-Ph1-T-Xa-T-Ph1-Z、R-Ph-Ph1-T-Xa-T-Ph3-Z、R-Ph-Ph1-Xa-T-Ph-Z、R-Ph-Ph1-Xa-T-Ph1-Z、R-Ph-Ph1-Xa-T-Ph3-Z、R-Ph-T-Ph1-2-Xa-VO-Ph-Z、R-Ph-T-Ph1-2-Xa-VO-Ph1-Z、R-Ph-T-Ph1-2-Xa-VO-Ph3-Z、R-Ph-T-Ph1-T-Xa-VO-Ph-Z、R-Ph-T-Ph1-T-Xa-VO-Ph1-Z、R-Ph-T-Ph1-T-Xa-VO-Ph3-Z、R-Ph-T-Ph1-Xa-VO-Ph-Z、R-Ph-T-Ph1-Xa-VO-Ph1-Z、R-Ph-T-Ph1-Xa-VO-Ph3-Z、R-Ph-Ph1-2-Xa-VO-Ph-Z、R-Ph-Ph1-2-Xa-VO-Ph1-Z、R-Ph-Ph1-2-Xa-VO-Ph3-Z、R-Ph-Ph1-T-Xa-VO-Ph-Z、R-Ph-Ph1-T-Xa-VO-Ph1-Z、R-Ph-Ph1-T-Xa-VO-Ph3-Z、R-Ph-Ph1-Xa-VO-Ph-Z、R-Ph-Ph1-Xa-VO-Ph1-Z、R-Ph-Ph1-Xa-VO-Ph3-Z、R-Ph-T-Ph1-2-Xa-Cy-Z、R-Ph-T-Ph1-2-Xa-Ph-Z、R-Ph-T-Ph1-2-Xa-Ph1-Z、R-Ph-T-Ph1-2-Xa-Ph3-Z、R-Ph-T-Ph1-T-Xa-Cy-Z、R-Ph-T-Ph1-T-Xa-Ph-Z、R-Ph-T-Ph1-T-Xa-Ph1-Z、R-Ph-T-Ph1-T-Xa-Ph3-Z、R-Ph-T-Ph1-Xa-Cy-Z、R-Ph-T-Ph1-Xa-Ph-Z、R-Ph-T-Ph1-Xa-Ph1-Z、R-Ph-T-Ph1-Xa-Ph3-Z、R-Ph-Ph1-2-Xa-Cy-Z、R-Ph-Ph1-2-Xa-Ph-Z、R-Ph-Ph1-2-Xa-Ph1-Z、R-Ph-Ph1-2-Xa-Ph3-Z、R-Ph-Ph1-T-Xa-Cy-Z、R-Ph-Ph1-T-Xa-Ph-Z、R-Ph-Ph1-T-Xa-Ph1-Z、R-Ph-Ph1-T-Xa-Ph3-Z、R-Ph-Ph1-Xa-Cy-Z、R-Ph-Ph1-Xa-Ph-Z、R-Ph-Ph1-Xa-Ph1-Z、R-Ph-Ph1-Xa-Ph3-Z、R-Ph-T-Ph3-2-Xa-T-Ph-Z、R-Ph-T-Ph3-2-Xa-T-Ph1-Z、R-Ph-T-Ph3-2-Xa-T-Ph3-Z、R-Ph-T-Ph3-T-Xa-T-Ph-Z、R-Ph-T-Ph3-T-Xa-T-Ph1-Z、R-Ph-T-Ph3-T-Xa-T-Ph3-Z、R-Ph-T-Ph3-Xa-T-Ph-Z、R-Ph-T-Ph3-Xa-T-Ph1-Z、R-Ph-T-Ph3-Xa-T-Ph3-Z、R-Ph-Ph3-2-Xa-T-Ph-Z、
【0034】
R-Ph-Ph3-2-Xa-T-Ph1-Z、R-Ph-Ph3-2-Xa-T-Ph3-Z、R-Ph-Ph3-T-Xa-T-Ph-Z、R-Ph-Ph3-T-Xa-T-Ph1-Z、R-Ph-Ph3-T-Xa-T-Ph3-Z、R-Ph-Ph3-Xa-T-Ph-Z、R-Ph-Ph3-Xa-T-Ph1-Z、R-Ph-Ph3-Xa-T-Ph3-Z、R-Ph-T-Ph3-2-Xa-VO-Ph-Z、R-Ph-T-Ph3-2-Xa-VO-Ph1-Z、R-Ph-T-Ph3-2-Xa-VO-Ph3-Z、R-Ph-T-Ph3-T-Xa-VO-Ph-Z、R-Ph-T-Ph3-T-Xa-VO-Ph1-Z、R-Ph-T-Ph3-T-Xa-VO-Ph3-Z、R-Ph-T-Ph3-Xa-VO-Ph-Z、R-Ph-T-Ph3-Xa-VO-Ph1-Z、R-Ph-T-Ph3-Xa-VO-Ph3-Z、R-Ph-Ph3-2-Xa-VO-Ph-Z、R-Ph-Ph3-2-Xa-VO-Ph1-Z、R-Ph-Ph3-2-Xa-VO-Ph3-Z、R-Ph-Ph3-T-Xa-VO-Ph-Z、R-Ph-Ph3-T-Xa-VO-Ph1-Z、R-Ph-Ph3-T-Xa-VO-Ph3-Z、R-Ph-Ph3-Xa-VO-Ph-Z、R-Ph-Ph3-Xa-VO-Ph1-Z、R-Ph-Ph3-Xa-VO-Ph3-Z、R-Ph-T-Ph3-2-Xa-Cy-Z、R-Ph-T-Ph3-2-Xa-Ph-Z、R-Ph-T-Ph3-2-Xa-Ph1-Z、R-Ph-T-Ph3-2-Xa-Ph3-Z、R-Ph-T-Ph3-T-Xa-Cy-Z、R-Ph-T-Ph3-T-Xa-Ph-Z、R-Ph-T-Ph3-T-Xa-Ph1-Z、R-Ph-T-Ph3-T-Xa-Ph3-Z、R-Ph-T-Ph3-Xa-Cy-Z、R-Ph-T-Ph3-Xa-Ph-Z、R-Ph-T-Ph3-Xa-Ph1-Z、R-Ph-T-Ph3-Xa-Ph3-Z、R-Ph-Ph3-2-Xa-Cy-Z、R-Ph-Ph3-2-Xa-Ph-Z、R-Ph-Ph3-2-Xa-Ph1-Z、R-Ph-Ph3-2-Xa-Ph3-Z、R-Ph-Ph3-T-Xa-Cy-Z、R-Ph-Ph3-T-Xa-Ph-Z、R-Ph-Ph3-T-Xa-Ph1-Z、R-Ph-Ph3-T-Xa-Ph3-Z、R-Ph-Ph3-Xa-Cy-Z、R-Ph-Ph3-Xa-Ph-Z、R-Ph-Ph3-Xa-Ph1-Z、R-Ph-Ph3-Xa-Ph3-Z、R-Ph1-T-Ph-2-Xa-T-Ph-Z、R-Ph1-T-Ph-2-Xa-T-Ph1-Z、R-Ph1-T-Ph-2-Xa-T-Ph3-Z、R-Ph1-T-Ph-T-Xa-T-Ph-Z、R-Ph1-T-Ph-T-Xa-T-Ph1-Z、R-Ph1-T-Ph-T-Xa-T-Ph3-Z、R-Ph1-T-Ph-Xa-T-Ph-Z、R-Ph1-T-Ph-Xa-T-Ph1-Z、R-Ph1-T-Ph-Xa-T-Ph3-Z、R-Ph1-Ph-2-Xa-T-Ph-Z、R-Ph1-Ph-2-Xa-T-Ph1-Z、R-Ph1-Ph-2-Xa-T-Ph3-Z、R-Ph1-Ph-T-Xa-T-Ph-Z、R-Ph1-Ph-T-Xa-T-Ph1-Z、R-Ph1-Ph-T-Xa-T-Ph3-Z、R-Ph1-Ph-Xa-T-Ph-Z、R-Ph1-Ph-Xa-T-Ph1-Z、R-Ph1-Ph-Xa-T-Ph3-Z、R-Ph1-T-Ph-2-Xa-VO-Ph-Z、R-Ph1-T-Ph-2-Xa-VO-Ph1-Z、R-Ph1-T-Ph-2-Xa-VO-Ph3-Z、R-Ph1-T-Ph-T-Xa-VO-Ph-Z、R-Ph1-T-Ph-T-Xa-VO-Ph1-Z、R-Ph1-T-Ph-T-Xa-VO-Ph3-Z、R-Ph1-T-Ph-Xa-VO-Ph-Z、R-Ph1-T-Ph-Xa-VO-Ph1-Z、R-Ph1-T-Ph-Xa-VO-Ph3-Z、R-Ph1-Ph-2-Xa-VO-Ph-Z、R-Ph1-Ph-2-Xa-VO-Ph1-Z、R-Ph1-Ph-2-Xa-VO-Ph3-Z、R-Ph1-Ph-T-Xa-VO-Ph-Z、R-Ph1-Ph-T-Xa-VO-Ph1-Z、R-Ph1-Ph-T-Xa-VO-Ph3-Z、R-Ph1-Ph-Xa-VO-Ph-Z、R-Ph1-Ph-Xa-VO-Ph1-Z、R-Ph1-Ph-Xa-VO-Ph3-Z、R-Ph1-T-Ph-2-Xa-Cy-Z、R-Ph1-T-Ph-2-Xa-Ph-Z、R-Ph1-T-Ph-2-Xa-Ph1-Z、R-Ph1-T-Ph-2-Xa-Ph3-Z、R-Ph1-T-Ph-T-Xa-Cy-Z、R-Ph1-T-Ph-T-Xa-Ph-Z、R-Ph1-T-Ph-T-Xa-Ph1-Z、R-Ph1-T-Ph-T-Xa-Ph3-Z、R-Ph1-T-Ph-Xa-Cy-Z、
【0035】
R-Ph1-T-Ph-Xa-Ph-Z、R-Ph1-T-Ph-Xa-Ph1-Z、R-Ph1-T-Ph-Xa-Ph3-Z、R-Ph1-Ph-2-Xa-Cy-Z、R-Ph1-Ph-2-Xa-Ph-Z、R-Ph1-Ph-2-Xa-Ph1-Z、R-Ph1-Ph-2-Xa-Ph3-Z、R-Ph1-Ph-T-Xa-Cy-Z、R-Ph1-Ph-T-Xa-Ph-Z、R-Ph1-Ph-T-Xa-Ph1-Z、R-Ph1-Ph-T-Xa-Ph3-Z、R-Ph1-Ph-Xa-Cy-Z、R-Ph1-Ph-Xa-Ph-Z、R-Ph1-Ph-Xa-Ph1-Z、R-Ph1-Ph-Xa-Ph3-Z、R-Ph1-T-Ph1-2-Xa-T-Ph-Z、R-Ph1-T-Ph1-2-Xa-T-Ph1-Z、R-Ph1-T-Ph1-2-Xa-T-Ph3-Z、R-Ph1-T-Ph1-T-Xa-T-Ph-Z、R-Ph1-T-Ph1-T-Xa-T-Ph1-Z、R-Ph1-T-Ph1-T-Xa-T-Ph3-Z、R-Ph1-T-Ph1-Xa-T-Ph-Z、R-Ph1-T-Ph1-Xa-T-Ph1-Z、R-Ph1-T-Ph1-Xa-T-Ph3-Z、R-Ph1-Ph1-2-Xa-T-Ph-Z、R-Ph1-Ph1-2-Xa-T-Ph1-Z、R-Ph1-Ph1-2-Xa-T-Ph3-Z、R-Ph1-Ph1-T-Xa-T-Ph-Z、R-Ph1-Ph1-T-Xa-T-Ph1-Z、R-Ph1-Ph1-T-Xa-T-Ph3-Z、R-Ph1-Ph1-Xa-T-Ph-Z、R-Ph1-Ph1-Xa-T-Ph1-Z、R-Ph1-Ph1-Xa-T-Ph3-Z、R-Ph1-T-Ph1-2-Xa-VO-Ph-Z、R-Ph1-T-Ph1-2-Xa-VO-Ph1-Z、R-Ph1-T-Ph1-2-Xa-VO-Ph3-Z、R-Ph1-T-Ph1-T-Xa-VO-Ph-Z、R-Ph1-T-Ph1-T-Xa-VO-Ph1-Z、R-Ph1-T-Ph1-T-Xa-VO-Ph3-Z、R-Ph1-T-Ph1-Xa-VO-Ph-Z、R-Ph1-T-Ph1-Xa-VO-Ph1-Z、R-Ph1-T-Ph1-Xa-VO-Ph3-Z、R-Ph1-Ph1-2-Xa-VO-Ph-Z、R-Ph1-Ph1-2-Xa-VO-Ph1-Z、R-Ph1-Ph1-2-Xa-VO-Ph3-Z、R-Ph1-Ph1-T-Xa-VO-Ph-Z、R-Ph1-Ph1-T-Xa-VO-Ph1-Z、R-Ph1-Ph1-T-Xa-VO-Ph3-Z、R-Ph1-Ph1-Xa-VO-Ph-Z、R-Ph1-Ph1-Xa-VO-Ph1-Z、R-Ph1-Ph1-Xa-VO-Ph3-Z、R-Ph1-T-Ph1-2-Xa-Cy-Z、R-Ph1-T-Ph1-2-Xa-Ph-Z、R-Ph1-T-Ph1-2-Xa-Ph1-Z、R-Ph1-T-Ph1-2-Xa-Ph3-Z、R-Ph1-T-Ph1-T-Xa-Cy-Z、R-Ph1-T-Ph1-T-Xa-Ph-Z、R-Ph1-T-Ph1-T-Xa-Ph1-Z、R-Ph1-T-Ph1-T-Xa-Ph3-Z、R-Ph1-T-Ph1-Xa-Cy-Z、R-Ph1-T-Ph1-Xa-Ph-Z、R-Ph1-T-Ph1-Xa-Ph1-Z、R-Ph1-T-Ph1-Xa-Ph3-Z、R-Ph1-Ph1-2-Xa-Cy-Z、R-Ph1-Ph1-2-Xa-Ph-Z、R-Ph1-Ph1-2-Xa-Ph1-Z、R-Ph1-Ph1-2-Xa-Ph3-Z、
【0036】
R-Ph1-Ph1-T-Xa-Cy-Z、R-Ph1-Ph1-T-Xa-Ph-Z、R-Ph1-Ph1-T-Xa-Ph1-Z、R-Ph1-Ph1-T-Xa-Ph3-Z、R-Ph1-Ph1-Xa-Cy-Z、R-Ph1-Ph1-Xa-Ph-Z、R-Ph1-Ph1-Xa-Ph1-Z、R-Ph1-Ph1-Xa-Ph3-Z、R-Ph1-T-Ph3-2-Xa-T-Ph-Z、R-Ph1-T-Ph3-2-Xa-T-Ph1-Z、R-Ph1-T-Ph3-2-Xa-T-Ph3-Z、R-Ph1-T-Ph3-T-Xa-T-Ph-Z、R-Ph1-T-Ph3-T-Xa-T-Ph1-Z、R-Ph1-T-Ph3-T-Xa-T-Ph3-Z、R-Ph1-T-Ph3-Xa-T-Ph-Z、R-Ph1-T-Ph3-Xa-T-Ph1-Z、R-Ph1-T-Ph3-Xa-T-Ph3-Z、R-Ph1-Ph3-2-Xa-T-Ph-Z、R-Ph1-Ph3-2-Xa-T-Ph1-Z、R-Ph1-Ph3-2-Xa-T-Ph3-Z、R-Ph1-Ph3-T-Xa-T-Ph-Z、R-Ph1-Ph3-T-Xa-T-Ph1-Z、R-Ph1-Ph3-T-Xa-T-Ph3-Z、R-Ph1-Ph3-Xa-T-Ph-Z、R-Ph1-Ph3-Xa-T-Ph1-Z、R-Ph1-Ph3-Xa-T-Ph3-Z、R-Ph1-T-Ph3-2-Xa-VO-Ph-Z、R-Ph1-T-Ph3-2-Xa-VO-Ph1-Z、R-Ph1-T-Ph3-2-Xa-VO-Ph3-Z、R-Ph1-T-Ph3-T-Xa-VO-Ph-Z、R-Ph1-T-Ph3-T-Xa-VO-Ph1-Z、R-Ph1-T-Ph3-T-Xa-VO-Ph3-Z、R-Ph1-T-Ph3-Xa-VO-Ph-Z、R-Ph1-T-Ph3-Xa-VO-Ph1-Z、R-Ph1-T-Ph3-Xa-VO-Ph3-Z、R-Ph1-Ph3-2-Xa-VO-Ph-Z、R-Ph1-Ph3-2-Xa-VO-Ph1-Z、R-Ph1-Ph3-2-Xa-VO-Ph3-Z、R-Ph1-Ph3-T-Xa-VO-Ph-Z、R-Ph1-Ph3-T-Xa-VO-Ph1-Z、R-Ph1-Ph3-T-Xa-VO-Ph3-Z、R-Ph1-Ph3-Xa-VO-Ph-Z、R-Ph1-Ph3-Xa-VO-Ph1-Z、R-Ph1-Ph3-Xa-VO-Ph3-Z、R-Ph1-T-Ph3-2-Xa-Cy-Z、R-Ph1-T-Ph3-2-Xa-Ph-Z、R-Ph1-T-Ph3-2-Xa-Ph1-Z、R-Ph1-T-Ph3-2-Xa-Ph3-Z、R-Ph1-T-Ph3-T-Xa-Cy-Z、R-Ph1-T-Ph3-T-Xa-Ph-Z、R-Ph1-T-Ph3-T-Xa-Ph1-Z、R-Ph1-T-Ph3-T-Xa-Ph3-Z、R-Ph1-T-Ph3-Xa-Cy-Z、R-Ph1-T-Ph3-Xa-Ph-Z、R-Ph1-T-Ph3-Xa-Ph1-Z、R-Ph1-T-Ph3-Xa-Ph3-Z、R-Ph1-Ph3-2-Xa-Cy-Z、R-Ph1-Ph3-2-Xa-Ph-Z、R-Ph1-Ph3-2-Xa-Ph1-Z、R-Ph1-Ph3-2-Xa-Ph3-Z、R-Ph1-Ph3-T-Xa-Cy-Z、R-Ph1-Ph3-T-Xa-Ph-Z、R-Ph1-Ph3-T-Xa-Ph1-Z、R-Ph1-Ph3-T-Xa-Ph3-Z、R-Ph1-Ph3-Xa-Cy-Z、R-Ph1-Ph3-Xa-Ph-Z、R-Ph1-Ph3-Xa-Ph1-Z、R-Ph1-Ph3-Xa-Ph3-Z、R-Ph3-T-Ph-2-Xa-T-Ph-Z、R-Ph3-T-Ph-2-Xa-T-Ph1-Z、R-Ph3-T-Ph-2-Xa-T-Ph3-Z、R-Ph3-T-Ph-T-Xa-T-Ph-Z、R-Ph3-T-Ph-T-Xa-T-Ph1-Z、R-Ph3-T-Ph-T-Xa-T-Ph3-Z、R-Ph3-T-Ph-Xa-T-Ph-Z、R-Ph3-T-Ph-Xa-T-Ph1-Z、R-Ph3-T-Ph-Xa-T-Ph3-Z、R-Ph3-Ph-2-Xa-T-Ph-Z、R-Ph3-Ph-2-Xa-T-Ph1-Z、R-Ph3-Ph-2-Xa-T-Ph3-Z、R-Ph3-Ph-T-Xa-T-Ph-Z、R-Ph3-Ph-T-Xa-T-Ph1-Z、R-Ph3-Ph-T-Xa-T-Ph3-Z、R-Ph3-Ph-Xa-T-Ph-Z、R-Ph3-Ph-Xa-T-Ph1-Z、R-Ph3-Ph-Xa-T-Ph3-Z、R-Ph3-T-Ph-2-Xa-VO-Ph-Z、R-Ph3-T-Ph-2-Xa-VO-Ph1-Z、R-Ph3-T-Ph-2-Xa-VO-Ph3-Z、R-Ph3-T-Ph-T-Xa-VO-Ph-Z、R-Ph3-T-Ph-T-Xa-VO-Ph1-Z、
【0037】
R-Ph3-T-Ph-T-Xa-VO-Ph3-Z、R-Ph3-T-Ph-Xa-VO-Ph-Z、R-Ph3-T-Ph-Xa-VO-Ph1-Z、R-Ph3-T-Ph-Xa-VO-Ph3-Z、R-Ph3-Ph-2-Xa-VO-Ph-Z、R-Ph3-Ph-2-Xa-VO-Ph1-Z、R-Ph3-Ph-2-Xa-VO-Ph3-Z、R-Ph3-Ph-T-Xa-VO-Ph-Z、R-Ph3-Ph-T-Xa-VO-Ph1-Z、R-Ph3-Ph-T-Xa-VO-Ph3-Z、R-Ph3-Ph-Xa-VO-Ph-Z、R-Ph3-Ph-Xa-VO-Ph1-Z、R-Ph3-Ph-Xa-VO-Ph3-Z、R-Ph3-T-Ph-2-Xa-Cy-Z、R-Ph3-T-Ph-2-Xa-Ph-Z、R-Ph3-T-Ph-2-Xa-Ph1-Z、R-Ph3-T-Ph-2-Xa-Ph3-Z、R-Ph3-T-Ph-T-Xa-Cy-Z、R-Ph3-T-Ph-T-Xa-Ph-Z、R-Ph3-T-Ph-T-Xa-Ph1-Z、R-Ph3-T-Ph-T-Xa-Ph3-Z、R-Ph3-T-Ph-Xa-Cy-Z、R-Ph3-T-Ph-Xa-Ph-Z、R-Ph3-T-Ph-Xa-Ph1-Z、R-Ph3-T-Ph-Xa-Ph3-Z、R-Ph3-Ph-2-Xa-Cy-Z、R-Ph3-Ph-2-Xa-Ph-Z、R-Ph3-Ph-2-Xa-Ph1-Z、R-Ph3-Ph-2-Xa-Ph3-Z、R-Ph3-Ph-T-Xa-Cy-Z、R-Ph3-Ph-T-Xa-Ph-Z、R-Ph3-Ph-T-Xa-Ph1-Z、R-Ph3-Ph-T-Xa-Ph3-Z、R-Ph3-Ph-Xa-Cy-Z、R-Ph3-Ph-Xa-Ph-Z、R-Ph3-Ph-Xa-Ph1-Z、R-Ph3-Ph-Xa-Ph3-Z、R-Ph3-T-Ph1-2-Xa-T-Ph-Z、R-Ph3-T-Ph1-2-Xa-T-Ph1-Z、R-Ph3-T-Ph1-2-Xa-T-Ph3-Z、R-Ph3-T-Ph1-T-Xa-T-Ph-Z、R-Ph3-T-Ph1-T-Xa-T-Ph1-Z、R-Ph3-T-Ph1-T-Xa-T-Ph3-Z、R-Ph3-T-Ph1-Xa-T-Ph-Z、R-Ph3-T-Ph1-Xa-T-Ph1-Z、R-Ph3-T-Ph1-Xa-T-Ph3-Z、R-Ph3-Ph1-2-Xa-T-Ph-Z、R-Ph3-Ph1-2-Xa-T-Ph1-Z、R-Ph3-Ph1-2-Xa-T-Ph3-Z、R-Ph3-Ph1-T-Xa-T-Ph-Z、R-Ph3-Ph1-T-Xa-T-Ph1-Z、R-Ph3-Ph1-T-Xa-T-Ph3-Z、R-Ph3-Ph1-Xa-T-Ph-Z、R-Ph3-Ph1-Xa-T-Ph1-Z、R-Ph3-Ph1-Xa-T-Ph3-Z、R-Ph3-T-Ph1-2-Xa-VO-Ph-Z、R-Ph3-T-Ph1-2-Xa-VO-Ph1-Z、R-Ph3-T-Ph1-2-Xa-VO-Ph3-Z、R-Ph3-T-Ph1-T-Xa-VO-Ph-Z、R-Ph3-T-Ph1-T-Xa-VO-Ph1-Z、R-Ph3-T-Ph1-T-Xa-VO-Ph3-Z、R-Ph3-T-Ph1-Xa-VO-Ph-Z、R-Ph3-T-Ph1-Xa-VO-Ph1-Z、R-Ph3-T-Ph1-Xa-VO-Ph3-Z、R-Ph3-Ph1-2-Xa-VO-Ph-Z、R-Ph3-Ph1-2-Xa-VO-Ph1-Z、R-Ph3-Ph1-2-Xa-VO-Ph3-Z、R-Ph3-Ph1-T-Xa-VO-Ph-Z、R-Ph3-Ph-Z、
【0038】
1-T-Xa-VO-Ph1-Z、R-Ph3-Ph1-T-Xa-VO-Ph3-Z、R-Ph3-Ph1-Xa-VO-Ph-Z、R-Ph3-Ph1-Xa-VO-Ph1-Z、R-Ph3-Ph1-Xa-VO-Ph3-Z、R-Ph3-T-Ph1-2-Xa-Cy-Z、R-Ph3-T-Ph1-2-Xa-Ph-Z、R-Ph3-T-Ph1-2-Xa-Ph1-Z、R-Ph3-T-Ph1-2-Xa-Ph3-Z、R-Ph3-T-Ph1-T-Xa-Cy-Z、R-Ph3-T-Ph1-T-Xa-Ph-Z、R-Ph3-T-Ph1-T-Xa-Ph1-Z、R-Ph3-T-Ph1-T-Xa-Ph3-Z、R-Ph3-T-Ph1-Xa-Cy-Z、R-Ph3-T-Ph1-Xa-Ph-Z、R-Ph3-T-Ph1-Xa-Ph1-Z、R-Ph3-T-Ph1-Xa-Ph3-Z、R-Ph3-Ph1-2-Xa-Cy-Z、R-Ph3-Ph1-2-Xa-Ph-Z、R-Ph3-Ph1-2-Xa-Ph1-Z、R-Ph3-Ph1-2-Xa-Ph3-Z、R-Ph3-Ph1-T-Xa-Cy-Z、R-Ph3-Ph1-T-Xa-Ph-Z、R-Ph3-Ph1-T-Xa-Ph1-Z、R-Ph3-Ph1-T-Xa-Ph3-Z、R-Ph3-Ph1-Xa-Cy-Z、R-Ph3-Ph1-Xa-Ph-Z、R-Ph3-Ph1-Xa-Ph1-Z、R-Ph3-Ph1-Xa-Ph3-Z、R-Ph3-T-Ph3-2-Xa-T-Ph-Z、R-Ph3-T-Ph3-2-Xa-T-Ph1-Z、R-Ph3-T-Ph3-2-Xa-T-Ph3-Z、R-Ph3-T-Ph3-T-Xa-T-Ph-Z、R-Ph3-T-Ph3-T-Xa-T-Ph1-Z、R-Ph3-T-Ph3-T-Xa-T-Ph3-Z、R-Ph3-T-Ph3-Xa-T-Ph-Z、R-Ph3-T-Ph3-Xa-T-Ph1-Z、R-Ph3-T-Ph3-Xa-T-Ph3-Z、R-Ph3-Ph3-2-Xa-T-Ph-Z、R-Ph3-Ph3-2-Xa-T-Ph1-Z、R-Ph3-Ph3-2-Xa-T-Ph3-Z、R-Ph3-Ph3-T-Xa-T-Ph-Z、R-Ph3-Ph3-T-Xa-T-Ph1-Z、R-Ph3-Ph3-T-Xa-T-Ph3-Z、R-Ph3-Ph3-Xa-T-Ph-Z、R-Ph3-Ph3-Xa-T-Ph1-Z、R-Ph3-Ph3-Xa-T-Ph3-Z、R-Ph3-T-Ph3-2-Xa-VO-Ph-Z、R-Ph3-T-Ph3-2-Xa-VO-Ph1-Z、R-Ph3-T-Ph3-2-Xa-VO-Ph3-Z、R-Ph3-T-Ph3-T-Xa-VO-Ph-Z、R-Ph3-T-Ph3-T-Xa-VO-Ph1-Z、R-Ph3-T-Ph3-T-Xa-VO-Ph3-Z、R-Ph3-T-Ph3-Xa-VO-Ph-Z、R-Ph3-T-Ph3-Xa-VO-Ph1-Z、R-Ph3-T-Ph3-Xa-VO-Ph3-Z、R-Ph3-Ph3-2-Xa-VO-Ph-Z、R-Ph3-Ph3-2-Xa-VO-Ph1-Z、R-Ph3-Ph3-2-Xa-VO-Ph3-Z、R-Ph3-Ph3-T-Xa-VO-Ph-Z、R-Ph3-Ph3-T-Xa-VO-Ph1-Z、R-Ph3-Ph3-T-Xa-VO-Ph3-Z、R-Ph3-Ph3-Xa-VO-Ph-Z、R-Ph3-Ph3-Xa-VO-Ph1-Z、R-Ph3-Ph3-Xa-VO-Ph3-Z、R-Ph3-T-Ph3-2-Xa-Cy-Z、R-Ph3-T-Ph3-2-Xa-Ph-Z、R-Ph3-T-Ph3-2-Xa-Ph1-Z、R-Ph3-T-Ph3-2-Xa-Ph3-Z、R-Ph3-T-Ph3-T-Xa-Cy-Z、R-Ph3-T-Ph3-T-Xa-Ph-Z、R-Ph3-T-Ph3-T-Xa-Ph1-Z、R-Ph3-T-Ph3-T-Xa-Ph3-Z、R-Ph3-T-Ph3-Xa-Cy-Z、R-Ph3-T-Ph3-Xa-Ph-Z、R-Ph3-T-Ph3-Xa-Ph1-Z、R-Ph3-T-Ph3-Xa-Ph3-Z、R-Ph3-Ph3-2-Xa-Cy-Z、R-Ph3-Ph3-2-Xa-Ph-Z、R-Ph3-Ph3-2-Xa-Ph1-Z、R-Ph3-Ph3-2-Xa-Ph3-Z、R-Ph3-Ph3-T-Xa-Cy-Z、R-Ph3-Ph3-T-Xa-Ph-Z、R-Ph3-Ph3-T-Xa-Ph1-Z、R-Ph3-Ph3-T-Xa-Ph3-Z、R-Ph3-Ph3-Xa-Cy-Z、R-Ph3-Ph3-Xa-Ph-Z、R-Ph3-Ph3-Xa-Ph1-Z、R-Ph3-Ph3-Xa-Ph3-Z
【0039】
R-Xa-2-Ph-G-Ph-Z、R-Xa-2-Ph-G-Ph1-Z、R-Xa-2-Ph-G-Ph3-Z、R-Xa-2-Ph-T-Ph-Z、R-Xa-2-Ph-T-Ph1-Z、R-Xa-2-Ph-T-Ph3-Z、R-Xa-2-Ph-VO-Ph-Z、R-Xa-2-Ph-VO-Ph1-Z、R-Xa-2-Ph-VO-Ph3-Z、R-Xa-2-Ph-Cy-Z、R-Xa-2-Ph-Ph-Z、R-Xa-2-Ph-Ph1-Z、R-Xa-2-Ph-Ph3-Z、R-Xa-2-Ph1-G-Ph-Z、R-Xa-2-Ph1-G-Ph1-Z、R-Xa-2-Ph1-G-Ph3-Z、R-Xa-2-Ph1-T-Ph-Z、R-Xa-2-Ph1-T-Ph1-Z、R-Xa-2-Ph1-T-Ph3-Z、R-Xa-2-Ph1-VO-Ph-Z、R-Xa-2-Ph1-VO-Ph1-Z、R-Xa-2-Ph1-VO-Ph3-Z、R-Xa-2-Ph1-Cy-Z、R-Xa-2-Ph1-Ph-Z、R-Xa-2-Ph1-Ph1-Z、R-Xa-2-Ph1-Ph3-Z、R-Xa-2-Ph3-G-Ph-Z、R-Xa-2-Ph3-G-Ph1-Z、R-Xa-2-Ph3-G-Ph3-Z、R-Xa-2-Ph3-T-Ph-Z、R-Xa-2-Ph3-T-Ph1-Z、R-Xa-2-Ph3-T-Ph3-Z、R-Xa-2-Ph3-VO-Ph-Z、R-Xa-2-Ph3-VO-Ph1-Z、R-Xa-2-Ph3-VO-Ph3-Z、R-Xa-2-Ph3-Cy-Z、R-Xa-2-Ph3-Ph-Z、R-Xa-2-Ph3-Ph1-Z、R-Xa-2-Ph3-Ph3-Z、R-Xa-G-Ph-G-Ph-Z、R-Xa-G-Ph-G-Ph1-Z、R-Xa-G-Ph-G-Ph3-Z、R-Xa-G-Ph-T-Ph-Z、R-Xa-G-Ph-T-Ph1-Z、R-Xa-G-Ph-T-Ph3-Z、R-Xa-G-Ph-VO-Ph-Z、R-Xa-G-Ph-VO-Ph1-Z、R-Xa-G-Ph-VO-Ph3-Z、R-Xa-G-Ph-Cy-Z、R-Xa-G-Ph-Ph-Z、R-Xa-G-Ph-Ph1-Z、R-Xa-G-Ph-Ph3-Z、R-Xa-G-Ph1-G-Ph-Z、R-Xa-G-Ph1-G-Ph1-Z、R-Xa-G-Ph1-G-Ph3-Z、R-Xa-G-Ph1-T-Ph-Z、R-Xa-G-Ph1-T-Ph1-Z、R-Xa-G-Ph1-T-Ph3-Z、R-Xa-G-Ph1-VO-Ph-Z、R-Xa-G-Ph1-VO-Ph1-Z、R-Xa-G-Ph1-VO-Ph3-Z、R-Xa-G-Ph1-Cy-Z、R-Xa-G-Ph1-Ph-Z、R-Xa-G-Ph1-Ph1-Z、R-Xa-G-Ph1-Ph3-Z、R-Xa-G-Ph3-G-Ph-Z、R-Xa-G-Ph3-G-Ph1-Z、R-Xa-G-Ph3-G-Ph3-Z、R-Xa-G-Ph3-T-Ph-Z、R-Xa-G-Ph3-T-Ph1-Z、R-Xa-G-Ph3-T-Ph3-Z、R-Xa-G-Ph3-VO-Ph-Z、R-Xa-G-Ph3-VO-Ph1-Z、R-Xa-G-Ph3-VO-Ph3-Z、R-Xa-G-Ph3-Cy-Z、R-Xa-G-Ph3-Ph-Z、R-Xa-G-Ph3-Ph1-Z、R-Xa-G-Ph3-Ph3-Z、R-Xa-T-Ph-G-Ph-Z、R-Xa-T-Ph-G-Ph1-Z、R-Xa-T-Ph-G-Ph3-Z、R-Xa-T-Ph-T-Ph-Z、R-Xa-T-Ph-T-Ph1-Z、R-Xa-T-Ph-T-Ph3-Z、R-Xa-T-Ph-VO-Ph-Z、
【0040】
R-Xa-T-Ph-VO-Ph1-Z、R-Xa-T-Ph-VO-Ph3-Z、R-Xa-T-Ph-Cy-Z、R-Xa-T-Ph-Ph-Z、R-Xa-T-Ph-Ph1-Z、R-Xa-T-Ph-Ph3-Z、R-Xa-T-Ph1-G-Ph-Z、R-Xa-T-Ph1-G-Ph1-Z、R-Xa-T-Ph1-G-Ph3-Z、R-Xa-T-Ph1-T-Ph-Z、R-Xa-T-Ph1-T-Ph1-Z、R-Xa-T-Ph1-T-Ph3-Z、R-Xa-T-Ph1-VO-Ph-Z、R-Xa-T-Ph1-VO-Ph1-Z、R-Xa-T-Ph1-VO-Ph3-Z、R-Xa-T-Ph1-Cy-Z、R-Xa-T-Ph1-Ph-Z、R-Xa-T-Ph1-Ph1-Z、R-Xa-T-Ph1-Ph3-Z、R-Xa-T-Ph3-G-Ph-Z、R-Xa-T-Ph3-G-Ph1-Z、R-Xa-T-Ph3-G-Ph3-Z、R-Xa-T-Ph3-T-Ph-Z、R-Xa-T-Ph3-T-Ph1-Z、R-Xa-T-Ph3-T-Ph3-Z、R-Xa-T-Ph3-VO-Ph-Z、R-Xa-T-Ph3-VO-Ph1-Z、R-Xa-T-Ph3-VO-Ph3-Z、R-Xa-T-Ph3-Cy-Z、R-Xa-T-Ph3-Ph-Z、R-Xa-T-Ph3-Ph1-Z、R-Xa-T-Ph3-Ph3-Z、R-Xa-VO-Ph-G-Ph-Z、R-Xa-VO-Ph-G-Ph1-Z、R-Xa-VO-Ph-G-Ph3-Z、R-Xa-VO-Ph-T-Ph-Z、R-Xa-VO-Ph-T-Ph1-Z、R-Xa-VO-Ph-T-Ph3-Z、R-Xa-VO-Ph-VO-Ph-Z、R-Xa-VO-Ph-VO-Ph1-Z、R-Xa-VO-Ph-VO-Ph3-Z、R-Xa-VO-Ph-Cy-Z、R-Xa-VO-Ph-Ph-Z、R-Xa-VO-Ph-Ph1-Z、R-Xa-VO-Ph-Ph3-Z、R-Xa-VO-Ph1-G-Ph-Z、R-Xa-VO-Ph1-G-Ph1-Z、R-Xa-VO-Ph1-G-Ph3-Z、R-Xa-VO-Ph1-T-Ph-Z、R-Xa-VO-Ph1-T-Ph1-Z、R-Xa-VO-Ph1-T-Ph3-Z、R-Xa-VO-Ph1-VO-Ph-Z、R-Xa-VO-Ph1-VO-Ph1-Z、R-Xa-VO-Ph1-VO-Ph3-Z、R-Xa-VO-Ph1-Cy-Z、R-Xa-VO-Ph1-Ph-Z、R-Xa-VO-Ph1-Ph1-Z、R-Xa-VO-Ph1-Ph3-Z、R-Xa-VO-Ph3-G-Ph-Z、R-Xa-VO-Ph3-G-Ph1-Z、R-Xa-VO-Ph3-G-Ph3-Z、R-Xa-VO-Ph3-T-Ph-Z、R-Xa-VO-Ph3-T-Ph1-Z、R-Xa-VO-Ph3-T-Ph3-Z、R-Xa-VO-Ph3-VO-Ph-Z、R-Xa-VO-Ph3-VO-Ph1-Z、R-Xa-VO-Ph3-VO-Ph3-Z、R-Xa-VO-Ph3-Cy-Z、R-Xa-VO-Ph3-Ph-Z、R-Xa-VO-Ph3-Ph1-Z、R-Xa-VO-Ph3-Ph3-Z、R-Xa-Cy-2-Cy-Z、R-Xa-Cy-Cy-Z、R-Xa-Ph-G-Ph-Z、R-Xa-Ph-G-Ph1-Z、R-Xa-Ph-G-Ph3-Z、R-Xa-Ph-T-Ph-Z、R-Xa-Ph-T-Ph1-Z、R-Xa-Ph-T-Ph3-Z、R-Xa-Ph-VO-Ph-Z、R-Xa-Ph-VO-Ph1-Z、R-Xa-Ph-VO-Ph3-Z、R-Xa-Ph-Cy-Z、R-Xa-Ph-Ph-Z、R-Xa-Ph-Ph1-Z、R-Xa-Ph-Ph3-Z、R-Xa-Ph1-G-Ph-Z、R-Xa-Ph1-G-Ph1-Z、R-Xa-Ph1-G-Ph3-Z、R-Xa-Ph1-T-Ph-Z、R-Xa-Ph1-T-Ph1-Z、R-Xa-Ph1-T-Ph3-Z、R-Xa-Ph1-VO-Ph-Z、R-Xa-Ph1-VO-Ph1-Z、R-Xa-Ph1-VO-Ph3-Z、R-Xa-Ph1-Cy-Z、R-Xa-Ph1-Ph-Z、R-Xa-Ph1-Ph1-Z、R-Xa-Ph1-Ph3-Z、R-Xa-Ph3-G-Ph-Z、R-Xa-Ph3-G-Ph1-Z、R-Xa-Ph3-G-Ph3-Z、R-Xa-Ph3-T-Ph-Z、R-Xa-Ph3-T-Ph1-Z、R-Xa-Ph3-T-Ph3-Z、R-Xa-Ph3-VO-Ph-Z、R-Xa-Ph3-VO-Ph1-Z、R-Xa-Ph3-VO-Ph3-Z、R-Xa-Ph3-Cy-Z、R-Xa-Ph3-Ph-Z、R-Xa-Ph3-Ph1-Z、R-Xa-Ph3-Ph3-Z
R-Xb-Cy-2-Cy-Z、R-Xb-Cy-Cy-Z、R-Xb-Ph-G-Ph-Z、R-Xb-Ph-G-Ph1-Z、R-Xb-Ph-G-Ph3-Z、R-Xb-Ph-T-Ph-Z、R-Xb-Ph-T-Ph1-Z、R-Xb-Ph-T-Ph3-Z、R-Xb-Ph-VO-Ph-Z、R-Xb-Ph-VO-Ph1-Z、R-Xb-Ph-VO-Ph3-Z、R-Xb-Ph-Cy-Z、R-Xb-Ph-Ph-Z、R-Xb-Ph-Ph1-Z、R-Xb-Ph-Ph3-Z、R-Xb-Ph1-G-Ph-Z、R-Xb-Ph1-G-Ph1-Z、R-Xb-Ph1-G-Ph3-Z、R-Xb-Ph1-T-Ph-Z、R-Xb-Ph1-T-Ph1-Z、R-Xb-Ph1-T-Ph3-Z、R-Xb-Ph1-VO-Ph-Z、R-Xb-Ph1-VO-Ph1-Z、R-Xb-Ph1-VO-Ph3-Z、R-Xb-Ph1-Cy-Z、R-Xb-Ph1-Ph-Z、R-Xb-Ph1-Ph1-Z、R-Xb-Ph1-Ph3-Z、R-Xb-Ph3-G-Ph-Z、R-Xb-Ph3-G-Ph1-Z、R-Xb-Ph3-G-Ph3-Z、R-Xb-Ph3-T-Ph-Z、R-Xb-Ph3-T-Ph1-Z、R-Xb-Ph3-T-Ph3-Z、R-Xb-Ph3-VO-Ph-Z、R-Xb-Ph3-VO-Ph1-Z、R-Xb-Ph3-VO-Ph3-Z、R-Xb-Ph3-Cy-Z、R-Xb-Ph3-Ph-Z、R-Xb-Ph3-Ph1-Z、R-Xb-Ph3-Ph3-Z、R-Cy-2-Xa-T-Ph-T-Cy-Z、R-Cy-2-Xa-T-Ph-Cy-Z、R-Cy-2-Xa-VO-Ph-2-Cy-Z、R-Cy-2-Xa-VO-Ph-T-Cy-Z、R-Cy-2-Xa-Ph1-2-Ph3-Z、R-Cy-2-Xa-Ph1-T-Ph3-Z、R-Cy-2-Xa-Ph1-Ph3-Z、R-Cy-J-Xa-T-Ph-2-Cy-Z、R-Cy-J-Xa-Ph1-T-Cy-Z、R-Cy-J-Xa-Ph1-Cy-Z、R-Cy-VO-Xa-VO-Ph-Cy-Z、R-Cy-VO-Xb-Ph-2-Cy-Z、R-Cy-VO-Xa-Ph-T-Cy-Z、R-Cy-VO-Xb-Ph-Cy-Z、R-Cy-Xa-T-Cy-2-Cy-Z、R-Cy-Xa-T-Cy-T-Cy-Z、R-Cy-Xa-T-Cy-Cy-Z、R-Cy-Xa-VO-Cy-2-Cy-Z、R-Cy-Xa-VO-Cy-T-Cy-Z、R-Cy-Xa-VO-Cy-Cy-Z、R-Cy-Xa-Cy-2-Cy-Z、R-Cy-Xa-Cy-Cy-Z、R-Ph-2-Xa-Cy-2-Ph-Z、R-Ph-2-Xa-Cy-Ph-Z、R-Ph-2-Xa-T-Ph1-2-Cy-Z、R-Ph-2-Xa-T-Ph1-T-Cy-Z、R-Ph-J-Xa-Cy-2-Ph-Z、R-Ph-J-Xa-Cy-T-Ph-Z、R-Ph-J-Xa-Cy-Ph-Z、R-Ph-T-Xa-Cy-2-Ph-Z、R-Ph-T-Xa-Cy-T-Ph-Z、R-Ph-T-Xa-Ph-T-Ph-Z、R-Ph-T-Xa-Ph-Ph-Z、R-Ph-VO-Xa-Ph-2-Ph-Z、R-Ph-VO-Xa-Ph-T-Ph-Z、R-Ph-VO-Xa-Ph-Ph-Z、R-Ph-Xa-T-Ph1-Cy-Z、R-Ph-Xa-VO-Ph1-2-Cy-Z、R-Ph-Xa-VO-Ph1-T-Cy-Z、R-Ph-Xa-VO-Ph1-Cy-Z、R-Ph1-2-Xa-Ph1-2-Ph-Z、R-Ph1-2-Xa-Ph1-T-Ph-Z、R-Ph1-2-Xa-Ph1-Ph-Z、R-Ph1-J-Xa-Ph1-2-Ph-Z、R-Ph1-J-Xa-Ph1-T-Ph-Z、R-Ph1-J-Xa-Ph1-Ph-Z、R-Ph1-T-Xa-Cy-Ph3-Z、R-Ph1-T-Xa-Ph1-2-Ph-Z、R-Ph1-T-Xa-Ph1-T-Ph-Z、R-Ph1-VO-Xa-Cy-2-Ph3-Z、R-Ph1-VO-Xa-Cy-T-Ph3-Z、R-Ph1-VO-Xa-Cy-Ph3-Z、R-Ph1-Xa-Ph-2-Ph-Z、R-Ph1-Xa-Ph-T-Ph-Z、R-Ph1-Xa-Ph-Ph-Z、R-Ph1-Xa-Ph1-Ph-Z、R-Ph3-2-Xa-Cy-2-Ph3-Z、R-Ph3-2-Xa-Ph-T-Ph3-Z、R-Ph3-2-Xa-Ph-Ph3-Z、R-Ph3-J-Xa-Ph-2-Ph3-Z、R-Ph3-J-Xa-Ph-T-Ph3-Z、R-Ph3-J-Xa-Ph-Ph3-Z、R-Ph3-T-Xa-Ph-2-Ph3-Z、R-Ph3-T-Xa-Ph-T-Ph3-Z、R-Ph3-T-Xa-Ph-Ph3-Z、R-Ph3-VO-Xa-Ph-2-Ph3-Z、R-Ph3-VO-Xa-Ph1-T-Ph3-Z、R-Ph3-VO-Xa-Ph1-Ph3-Z、R-Ph3-Xa-Cy-2-Ph3-Z、R-Ph3-Xa-Cy-T-Ph3-Z、R-Ph3-Xa-Cy-Ph3-Z、
【0041】
5Xa-F、7Xa-CN、7-Ca-OV-Ca-D2-Xc-3a-Ca-4-Ca-F、9-Cb-D-Cb-3-Xd-3b-Cb-Cb-OCF3、2O-Oc-2D-Oc-3a-Xb-4-Oc-1O-Oc-CN、5O-Od-D2-Od-3b-Xc-Od-O1-Od-Cl、7O-Bc-3-Bc-Xd-1O-Bc-OV-Bc-OCHF2、1O-3-Dc-3a-Dc-4-Xb-O1-Dc-D-Dc-H、1d2-Ph2-3b-Ph2-1O-Xc-OV-Ph2-2D-Ph2-3、d(3)1O-Ph4-4-Ph4-O1-Xd-D-Ph4-D2-Ph4-4、6-Ph5-1O-Ph5-OV-Xb-2D-Ph5-3-Ph5-5、7-Ph6-O1-Ph6-D-Xc-D2-Ph6-3a-Ph6-0d1、9-Ph7-Ph7-2D-Xd-3-Ph7-3b-Ph7-0d3、2O-Ph8-OV-Ph8-D2-Xb-3a-Ph8-4-Ph8-1d3、5O-Ya-D-Ya-3-Xc-3b-Ya-Ya-1d1、7O-Yb-2D-Yb-3a-Xd-4-Yb-1O-Yb-3O、1O-3-Ma-D2-Ma-3b-Xb-Ma-O1-Ma-、1d2-Mb-3-Mb-Xc-1O-Mb-OV-Mb-F、d(3)1O-Pr-3a-Pr-4-Xd-O1-Pr-D-Pr-OCF3、6-Pr2-3b-Pr2-1O-Xb-OV-Pr2-2D-Pr2-CN、7-Te-4-Te-O1-Xc-D-Te-D2-Te-Cl、9-Te1-1O-Te1-OV-Xd-2D-Te1-3-Te1-OCHF2、2O-Te2-O1-Te2-D-Xb-D2-Te2-3a-Te2-H、5O-Te3-Te3-2D-Xc-3-Te3-3b-Te3-3、7O-Tb-OV-Tb-D2-Xd-3a-Tb-4-Tb-4、1O-3-Tb1-D-Tb1-3-Xb-3b-Tb1-Tb1-5、1d2-Tb2-2D-Tb2-3a-Xc-4-Tb2-1O-Tb2-0d1、d(3)1O-Tb3-D2-Tb3-3b-Xd-Tb3-O1-Tb3-0d3、6-Np-3-Np-Xb-1O-Np-OV-Np-1d3、7-Np1-3a-Np1-4-Xc-O1-Np1-D-Np1-1d1、9-Np2-3b-Np2-1O-Xd-OV-Np2-2D-Np2-3O、2O-Np3-4-Np3-O1-Xb-D-Np3-D2-Np3-、5O-Np4-1O-Np4-OV-Xc-2D-Np4-3-Np4-F、7O-Np5-O1-Np5-D-Xd-D2-Np5-3a-Np5-OCF3、1O-3-Np6-Np6-2D-Xb-3-Np6-3b-Np6-CN、1d2-Na1-OV-Na1-D2-Xc-3a-Na1-4-Na1-Cl、d(3)1O-Na2-D-Na2-3-Xd-3b-Na2-Na2-OCHF2、6-Na3-2D-Na3-3a-Xb-4-Na3-1O-Na3-H、7-Na4-D2-Na4-3b-Xc-Na4-O1-Na4-3、9-Na5-3-Na5-Xd-1O-Na5-OV-Na5-4、2O-Na6-3a-Na6-4-Xb-O1-Na6-D-Na6-5、5O-Nd1-3b-Nd1-1O-Xc-OV-Nd1-2D-Nd1-0d1、7O-Nd2-4-Nd2-O1-Xd-D-Nd2-D2-Nd2-0d3、1O-3-Nd3-1O-Nd3-OV-Xb-2D-Nd3-3-Nd3-1d3、1d2-Nd4-O1-Nd4-D-Xc-D2-Nd4-3a-Nd4-1d1、d(3)1O-Nd5-2-Nd5-3-Xd-3-Nd5-2-Nd5-3O
ただし、上記各例示式中、R及びZは一般式(1)と同義を表す。
【0042】
一般式(1)の化合物は、R、A、B、C、D、L、M、Q、T、m、n、q、t、X1、X2及びZに応じ、以下の様に製造することができる。
【0043】
一般式(2)
【化6】
Figure 0004844785
(式中、X1、X2は一般式(1)と同義を表し、X3は、保護されていてもよい水酸基、スルホニルオキシ基、又は一般式(3)
【0044】
【化7】
Figure 0004844785
(式中、q、t、Q、T、C、D及びZは一般式(1)と同義)を表す)
で表される化合物から、特表平9-512269あるいは特開平13-19648(以下、文献(a)と称す)等に記載と同様の方法により、一般式(4)
【0045】
【化8】
Figure 0004844785
(式中、X1、X2及びX3は一般式(2)と同義を表す)で表される化合物を得る。
【0046】
次いで、(4)で表される化合物から、文献(a)に記載の方法、あるいはグリニャール試剤、有機亜鉛化合物、有機リチウム試剤などの有機金属化合物等の求核剤等との反応より、一般式(5)
【化9】
Figure 0004844785
(式中、R1は求核剤の有機残基を表し、X1、X2及びX3は一般式(2)と同義を表す)で表される化合物を得る。
【0047】
次いで(5)で表される化合物から、文献(a)記載の方法等により一般式(6a)及び一般式(6b)
【化10】
Figure 0004844785
(式中、R1は求核剤の有機残基を表し、X1、X2及びX3は一般式(2)と同義を表す)で表される化合物の混合物を得る。当該混合物から、カラムクロマトグラフィー、再結晶、蒸留などの分離精製を用いて、(6b)を得る。
【0048】
特に一般式(5)中のR1は、一般式(6b)で表される化合物から一般式(7)
【化11】
Figure 0004844785
(式中、R、m、n、A、B、L、X1、X2及びMは一般式(1)と同義を表し、X3は一般式(2)と同義を表す)が得られるように適時選択すればよい。
【0049】
一般式(4)で表される化合物と、一般式(8)
【化12】
Figure 0004844785
【0050】
(式中、Xは塩素原子、臭素原子又はヨウ素原子を表し、R2は一般式(1)のRと同義を表し、m、n、A、B及びLは一般式(1)と同義を表す。ただし、n = 0かつm = 1のとき、Lは単結合を表し、n = 0かつm = 0のとき、はR2は炭素数が2少ないRを表す)とから一般式(5-1)
【化13】
Figure 0004844785
(式中、R2、m、n、A、B及びLは一般式(8)と同義を表し、X1、X2及びX3は一般式(2)と同義を表す)を得、次いで前記に従い一般式(7-1)
【化14】
Figure 0004844785
(式中、R2、m、n、A、B及びLは一般式(8)と同義を表し、X1、X2及びX3は一般式(2)と同義を表す)を得ることができる。
【0051】
また、一般式(5-1)の化合物を接触還元し、一般式(5-2)
【化15】
Figure 0004844785
(式中、R2、m、n、A、B及びLは一般式(8)と同義を表し、X1、X2及びX3は一般式(2)と同義を表す)を得、次いで前記に従い一般式(7-2)
【化16】
Figure 0004844785
(式中、R2、m、n、A、B及びLは一般式(8)と同義を表し、X1、X2及びX3は一般式(2)と同義を表す。)を得ることができる。
【0052】
又は、一般式(4)で表される化合物と、一般式(9)
【化17】
Figure 0004844785
(式中、Xは塩素原子、臭素原子又はヨウ素原子を表し、R2、m、n、A、B及びLは一般式(8)と同義を表す)とから、一般式(5-3)
【0053】
【化18】
Figure 0004844785
(式中、R2、m、n、A、B及びLは一般式(8)と同義を表し、X1、X2及びX3は一般式(2)と同義を表す)を得、次いで前記に従い一般式(7-4)
【化19】
Figure 0004844785
(式中、R2、m、n、A、B及びLは一般式(8)と同義を表し、X1、X2及びX3は一般式(2)と同義を表す。)を得ることができる。
【0054】
又は、一般式(4)で表される化合物と、一般式(10a)あるいは一般式(10b)
【化20】
Figure 0004844785
(式中、R3は炭素原子数1〜17のアルキル基又はアルケニル基を表し、これらは炭素原子数1〜7のアルコキシル基又は1〜7個のハロゲン原子によって置換されていてもよく、Metは亜鉛あるいはマグネシウム原子を表し、Xは塩素原子、臭素原子又はヨウ素原子を表す)とから、一般式(5-4)
【0055】
【化21】
Figure 0004844785
(式中、R3は一般式(10a)と同義を表し、X1、X2及びX3は一般式(2)と同義を表す)を得、次いで接触還元し、一般式(5-5)
【0056】
【化22】
Figure 0004844785
(式中、R3は一般式(10a)と同義を表し、X1、X2及びX3は一般式(2)と同義を表す)を得、次いで前記に従い一般式(7-5)
【0057】
【化23】
Figure 0004844785
(式中、R3は一般式(10a)と同義を表し、X1、X2及びX3は一般式(2)と同義を表す)を得ることができる。
【0058】
このようにして得られた一般式(6b)あるいは一般式(7)の化合物が、一般式(1)の化合物に相当するときには、そのまま本発明のために用いることができるが、更に以下述べるような方法で、他の誘導体の製造に供することも可能である。
【0059】
一般式(6b)あるいは一般式(7)においてX3が水素原子あるいはハロゲン原子の場合、n-ブチルリチウム等の有機リチウム化合物を用いて、あるいは、一般式(6b)あるいは一般式(7)においてX3がハロゲン原子の場合、マグネシウムを用いて、一般式(11)
【0060】
【化24】
Figure 0004844785
(式中、R4は一般式(6b)のR1と同義、又は、一般式(12)
【化25】
Figure 0004844785
(式中、R、m、n、A、B、L及びMは一般式(1)と同義を表す)を表し、Met1はリチウム原子、あるいは一般式(13)
Figure 0004844785
(式中、Xはハロゲン原子を表す)を表し、X1及びX2は一般式(2)と同義を表す)を得、次いでこれを用いて、一般式(1)で表される化合物を得ることができる。
【0061】
一般式(11)の化合物と一般式(14)
【化26】
Figure 0004844785
(式中、t、D、T及びZは一般式(1)と同義を表す)とから、一般式(15)
【化27】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表し、t、D、T及びZは一般式(1)と同義を表す)で表される化合物を得る。次いで、水酸基をトシル化、あるいはメシル化した後、水素化リチウムアルミニウム等の金属水素化物を用い、更に文献(a)に記載の方法等により一般式(7-6)
【化28】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表し、t、D、T及びZは一般式(1)と同義を表す)で表される化合物を得ることができる。
【0062】
あるいは、一般式(11)の化合物とヨウ素から一般式(16)
【化29】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表す)を得、次いで、一般式(17)
【化30】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表し、t、C、D、T及びZは一般式(1)と同義を表す)との鈴木カップリング等、あるいは文献(a)記載の方法等により、一般式(7-7)
【化31】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表し、t、C、D、T及びZは一般式(1)と同義を表す)を得ることができる。
【0063】
あるいは、一般式(11)の化合物から文献(a)に記載の方法等により一般式(18)
【化32】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表す)で表される化合物を得、次いで、過酸化水素、3級アミンオキシド等の適当な酸化剤との反応により、一般式(19)
【化33】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表す)で表される化合物を得る。一般式(19)の化合物は、一般式(2)でX3が保護された水酸基を表す場合、一般式(6b)の化合物等から、水酸基を脱保護し、得ることも可能である。次いで、文献(a)記載の方法等により、一般式(7-8)
【化34】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表す)を得ることができる。
【0064】
あるいは、一般式(11)の化合物と二酸化炭素から一般式(20)
【化35】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表す)を得、次いで文献(a)に記載の方法等により一般式(7-9)
【化36】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表す)を得ることができる。一般式(7-9)の化合物は、一般式(2)でX3がハロゲン原子を表す場合、一般式(6b)の化合物等から、文献(a)に記載の方法等により得ることも可能である。
【0065】
あるいは、一般式(16)の化合物、あるいはX3がハロゲン原子又はスルホニルオキシ基を表す一般式(6b)の化合物、あるいは一般式(19)の化合物から文献(a)に記載と類似の方法等で誘導されるトリフラートと、一般式(21)
【化37】
Figure 0004844785
(式中、t、C、D、T及びZは一般式(1)と同義を表す)との、パラジウム等の触媒存在下でのカップリング反応により一般式(7-10)
【化38】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表し、t、C、D、T及びZは一般式(1)と同義を表す)を得ることができる。
【0066】
あるいは、一般式(20)の化合物と一般式(22)
【化39】
Figure 0004844785
(式中、t、C、D、T及びZは一般式(1)と同義を表す)で表される化合物との、カルボジイミド化合物等の縮合剤存在下での反応により一般式(7-11)
【化40】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表し、t、C、D、T及びZは一般式(1)と同義を表す)で表される化合物を得ることができる。
【0067】
あるいは、一般式(19)の化合物と一般式(23)
【化41】
Figure 0004844785
【0068】
(式中、t、C、D、T及びZは一般式(1)と同義を表す)で表される化合物との、カルボジイミド化合物等の縮合剤存在下での反応により一般式(7-12)
【化42】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表し、t、C、D、T及びZは一般式(1)と同義を表す)で表される化合物を得ることができる。
【0069】
更に、一般式(7-11)及び一般式(7-12)の化合物から、特開平10-204016に記載の方法等により、一般式(7-13)及び一般式(7-14)
【化43】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表し、t、C、D、T及びZは一般式(1)と同義を表す)で表される化合物を、それぞれ、得ることができる。
【0070】
あるいは、一般式(11)の化合物とジメチルホルムアミドから一般式(24)
【0071】
【化44】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表す)を得、次いで文献(a)に記載と類似の方法等により一般式(7-15)
【0072】
【化45】
Figure 0004844785
(式中、R4、X1及びX2は一般式(11)と同義を表し、t、C、D、T及びZは一般式(1)と同義を表す)で表される化合物を得ることができる。
【0073】
これらの製造方法は、目的とする化合物を得るに際し、適時組替えたり順番を変えたりして用いることも可能であり、従来公知の方法を追加して用いることも可能である。また、目的とする化合物を得るに際し、各化合物中の官能基に応じて、適時、保護・脱保護を用いることも可能である。
【0074】
一般式(1)で表される化合物は高い比抵抗や電圧保持率を得ることも容易であり、また他の液晶組成物との相溶性に優れており、他の液晶化合物との混合物の状態で液晶表示セル用材料として、好適に用いることができる。一般式(1)で表される化合物を2種以上用いて、他の液晶化合物との混合物の状態で液晶表示セル用材料として、好適に用いることも可能である。(1)の化合物は前述の各種表示方式のいずれにおいても使用可能であるが、単純マトリックス駆動あるいはアクティブマトリックス駆動のTN型表示素子、及びSTN表示素子に用いることが適している。
【0075】
本発明の提供する組成物においては、その第一成分として一般式(1)で表される化合物を少なくとも1種含有するが、その他の成分として特に以下の第二〜第四成分から少なくとも1種含有することが好ましい。
【0076】
即ち、第二成分はいわゆるフッ素系(ハロゲン系)のp型液晶化合物であって、以下の一般式(A1)〜(A3)で示される化合物からなるものである。
【化46】
Figure 0004844785
【0077】
上式中、Rbは炭素原子数1〜12のアルキル基を表し、これらは直鎖状であってもメチル又はエチル分岐を有していてもよく、3〜6員環の環状構造を有していてもよく、基内に存在する任意の-CH2-は-O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-又は-C≡C-により交換されていてもよく、基内に存在する任意の水素原子はフッ素原子又はトリフルオロメトキシ基により置換されていてもよいが、炭素原子数2〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基、炭素原子数4〜7の直鎖状3-アルケニル基、末端が炭素原子数1〜3のアルコキシル基により置換された炭素原子数1〜5のアルキル基が好ましい。また、分岐により不斉炭素が生じる場合には、化合物として光学活性であってもラセミ体であってもよい。
【0078】
A、B及びCはそれぞれ独立的にトランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基を表すが、トランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、フッ素原子により置換されていてもよいナフタレン-2,6-ジイル基又は1〜2個のフッ素原子により置換されていてもよい1,4-フェニレン基が好ましい。特にBがトランス-1,4-シクロヘキシレン基又はトランスデカヒドロナフタレン-トランス-2,6-ジイル基を表す場合に、Aはトランス-1,4-シクロヘキシレン基を表すことが好ましく、Cがトランス-1,4-シクロヘキシレン基又はトランスデカヒドロナフタレン-トランス-2,6-ジイル基を表す場合にB及びAはトランス-1,4-シクロヘキシレン基を表すことが好ましい。また、(A3)においてAはトランス-1,4-シクロヘキシレン基を表すことが好ましい。
【0079】
La、Lb及びLcは連結基であって、それぞれ独立的に単結合、エチレン基(-CH2CH2-)、1,2-プロピレン基(-CH(CH3)CH2-及び-CH2CH(CH3)-)、1,4-ブチレン基、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-、-C≡C-又は-CH=NN=CH-を表すが、単結合、エチレン基、1,4-ブチレン基、-COO-、-OCF2-、-CF2O-、-CF=CF-又は-C≡C-が好ましく、単結合又はエチレン基が特に好ましい。また、(A2)においてはその少なくとも1個が、(A3)においてはその少なくとも2個が単結合を表すことが好ましい。
【0080】
環Zは芳香環を表し以下の一般式(IXa)〜(IXc)で表すことができる。
【化47】
Figure 0004844785
【0081】
式中、Ya〜Yjはそれぞれ独立的に水素原子あるいはフッ素原子を表すが、(IXa)において、Ya及びYbの少なくとも1個はフッ素原子を表すことが好ましく、(IXb)において、Yd〜Yfの少なくとも1個はフッ素原子を表すことが好ましく、特にYdはフッ素原子を表すことがさらに好ましい。
【0082】
末端基Paはフッ素原子、塩素原子、トリフルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメチル基又はジフルオロメチル基あるいは2個以上のフッ素原子により置換された炭素原子数2又は3のアルコキシル基、アルキル基、アルケニル基又はアルケニルオキシ基を表すが、フッ素原子、トリフルオロメトキシ基又はジフルオロメトキシ基が好ましく、フッ素原子が特に好ましい。
【0083】
第三成分はいわゆるシアノ系のp型液晶化合物であって、以下の一般式(B1)〜(B3)で示される化合物からなるものである。
【化48】
Figure 0004844785
【0084】
上式中、Rcは炭素原子数1〜12のアルキル基を表し、これらは直鎖状であってもメチル又はエチル分岐を有していてもよく、3〜6員環の環状構造を有していてもよく、基内に存在する任意の-CH2-は-O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-又は-C≡C-により交換されていてもよく、基内に存在する任意の水素原子はフッ素原子又はトリフルオロメトキシ基により置換されていてもよいが、炭素原子数2〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基、炭素原子数4〜7の直鎖状3-アルケニル基、末端が炭素原子数1〜3のアルコキシル基により置換された炭素原子数1〜5のアルキル基が好ましい。また、分岐により不斉炭素が生じる場合には、化合物として光学活性であってもラセミ体であってもよい。
【0085】
D、E及びFはそれぞれ独立的にトランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基を表すが、トランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、フッ素原子により置換されていてもよいナフタレン-2,6-ジイル基又は1〜2個のフッ素原子により置換されていてもよい1,4-フェニレン基が好ましい。特にEがトランス-1,4-シクロヘキシレン基又はトランスデカヒドロナフタレン-トランス-2,6-ジイル基を表す場合に、Dはトランス-1,4-シクロヘキシレン基を表すことが好ましく、Fがトランス-1,4-シクロヘキシレン基又はトランスデカヒドロナフタレン-トランス-2,6-ジイル基を表す場合にD及びEはトランス-1,4-シクロヘキシレン基を表すことが好ましい。また、(B3)においてDはトランス-1,4-シクロヘキシレン基を表すことが好ましい。
【0086】
Ld、Le及びLfは連結基であって、それぞれ独立的に単結合、エチレン基(-CH2CH2-)、1,2-プロピレン基(-CH(CH3)CH2-及び-CH2CH(CH3)-)、1,4-ブチレン基、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-、-C≡C-、-OCH2-、-CH2O-、又は-CH=NN=CH-を表すが、単結合、エチレン基、-COO-、-OCF2-、-CF2O-、-CF=CF-又は-C≡C-が好ましく、単結合、エチレン基又は-COO-が特に好ましい。また、(B2)においてはその少なくとも1個が、(B3)においてはその少なくとも2個が単結合を表すことが好ましい。
【0087】
環Yは芳香環を表し以下の一般式(IXd)〜(IXf)で表すことができる。
【化49】
Figure 0004844785
式中、Yk〜Yqはそれぞれ独立的に水素原子あるいはフッ素原子を表すが、(IXe)において、Yn及びYoは水素原子を表すことが好ましい。
末端基Paはシアノ基(-CN)、シアナト基(-OCN)又は-C≡CCNを表すが、シアノ基が好ましい。
【0088】
第四成分は誘電率異方性が0程度である、いわゆるn型液晶であり、以下の一般式(C1)〜(C3)で示される化合物からなるものである。
【化50】
Figure 0004844785
【0089】
上式中、Rd及びReはそれぞれ独立的に炭素原子数1〜12のアルキル基を表し、これらは直鎖状であってもメチル又はエチル分岐を有していてもよく、3〜6員環の環状構造を有していてもよく、基内に存在する任意の-CH2-は-O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-又は-C≡C-により交換されていてもよく、基内に存在する任意の水素原子はフッ素原子又はトリフルオロメトキシ基により置換されていてもよいが、炭素原子数1〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基、炭素原子数4〜7の直鎖状3-アルケニル基、炭素原子数1〜3の直鎖状アルコキシル基又は末端が炭素原子数1〜3アルコキシル基により置換された炭素原子数1〜5の直鎖状アルキル基が好ましく、さらに少なくとも一方は炭素原子数1〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基又は炭素原子数4〜7の直鎖状3-アルケニル基を表すことが特に好ましい。
【0090】
G、H、I及びJはそれぞれ独立的に、トランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1〜2個のフッ素原子あるいはメチル基により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基を表すが、各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基は1個以内であることが好ましく、他の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表すことが好ましい。
【0091】
Lg、Lh及びLiは連結基であって、それぞれ独立的に単結合、エチレン基(-CH2CH2-)、1,2-プロピレン基(-CH(CH3)CH2-及び-CH2CH(CH3)-)、1,4-ブチレン基、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-、-C≡C-又は-CH=NN=CH-を表すが、単結合、エチレン基、1,4-ブチレン基、-COO-、-OCO-、-OCF2-、-CF2O-、-CF=CF-、-C≡C-又は-CH=NN=CH-が好ましく、(C2)においてはその少なくとも1個が、(C3)においてはその少なくとも2個が単結合を表すことが好ましい。
【0092】
(C1)におけるより好ましい形態は以下の一般式(C1a)〜(C1h)で表すことができる。
【化51】
Figure 0004844785
【0093】
上記各式中、Rf及びRgはそれぞれ独立的に炭素原子数1〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基、炭素原子数4〜7の直鎖状3-アルケニル基、炭素原子数1〜3の直鎖状アルコキシル基又は末端が炭素原子数1〜3のアルコキシル基により置換された炭素原子数1〜5の直鎖状アルキル基を表すが、少なくとも一方は炭素原子数1〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基又は炭素原子数4〜7の直鎖状3-アルケニル基を表す。ただし、G1〜G3が芳香環の場合、対応するRfは1-アルケニル基及びアルコキシル基を除き、H1〜H3が芳香環の場合、対応するRgは1-アルケニル基及びアルコキシル基を除く。
【0094】
G1及びH1はそれぞれ独立的にトランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1〜2個のフッ素原子あるいはメチル基により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基を表すが、各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基は1個以内であることが好ましく、その場合の他方の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表す。G2及びH2はそれぞれ独立的にトランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1〜2個のフッ素原子あるいはメチル基により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基を表すが、各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基は1個以内を表すことが好ましく、その場合の他方の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表す。G3及びH3はそれぞれ独立的に1〜2個のフッ素原子あるいはメチル基により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基を表すが、各化合物において1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基は1個以内であることが好ましい。
【0095】
(C2)におけるより好ましい形態は以下の一般式(C2a)〜(C2m)で表すことができる。
【化52】
Figure 0004844785
【0096】
上式中、G1、G2、G3、H1、H2及びH3は前述の意味を表し、I1はG1と、I2はG2と、I3はG3とそれぞれおなじ意味を表す。また、上記各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基は1個以内であることが好ましく、その場合の他方の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表す。
【0097】
次に(C3)におけるより好ましい形態は以下の一般式(C3a)〜(C3f)で表すことができる。
【化53】
Figure 0004844785
【0098】
上式中、G1、G2、H1、H2、I1及びI2は前述の意味を表し、J1はG1またJ2はG2とそれぞれおなじ意味を表す。また、上記各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基は1個以内であることが好ましく、その場合の他方の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表す。
【0099】
後述する実施例からも明らかなように、本発明の化合物は、レスポンスに優れ、高速表示液晶ディスプレイ用の液晶材料として好適である。本発明の液晶組成物についても同様であり、本発明の表示素子は高速に応答するという優れた特性を発揮する。また、本発明の化合物は、優れた液晶性、及び現在汎用の液晶化合物、液晶組成物への優れた相溶性を有している。また、液晶相を示す温度範囲が広く、閾値電圧が低く、高速応答が可能な液晶組成物を調製するうえにおいて従来の化合物より優れた効果を有していることがわかる。閾値電圧の低減効果が大きく、低電圧駆動可能な液晶材料としても極めて優れている。
【0100】
従って、一般式(1)の化合物は、他のネマチック液晶化合物との混合物の状態で、TN型あるいはSTN型等の電界効果型表示セル用として、特に温度範囲が広く低電圧駆動が可能な液晶材料として好適に使用することができる。また(1)の化合物のなかで分子内に強い極性基を持たないものは、大きい比抵抗と高い電圧保持率を得ることが容易であり、アクティブマトリックス駆動用液晶材料の構成成分として使用することも可能である。本発明はこのように一般式(1)で表される化合物、及び、少なくともその1種類をその構成成分として含有する液晶組成物をも提供するものである。
【0101】
【実施例】
以下、実施例を挙げて本発明を更に詳述するが、本発明はこれらの実施例に限定されるものではない。
【0102】
(実施例1) 5,7-ジフルオロ-2-プロピル-1,4-ジヒドロナフタレンの合成
【化54】
Figure 0004844785
(1-a) 5,7-ジフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンの合成
5,7-ジフルオロフェニル酢酸200g及び塩化チオニル300gの1,2-ジクロロエタン400mL溶液中に、触媒量のピリジンを加え窒素雰囲気5時間加熱還流した後、1,2-ジクロロエタン及び過剰の塩化チオニルを溜去した。得られた残渣を、-20℃の冷却下、ジクロロメタン1000mL、塩化アルミニウム320gに滴下する。30分の攪拌の後、エチレンガスを吹き入れ、さらに5時間攪拌した後、稀塩酸を加え、有機層を分離した後、水層はトルエンで抽出した。有機層を併せ、水、飽和重曹水、水、飽和食塩水で順次洗浄後、無水硫酸ナトリウムで脱水乾燥させ、溶媒を溜去し、減圧蒸留を行った後、ヘキサンから再結晶させ5,7-ジフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンの170gを得た。
【0103】
(1-b)5,7-ジフルオロ-2-プロピル-1,4-ジヒドロナフタレンの合成
テトラヒドロフラン(THF)50mLに(1-a)で得た5,7-ジフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オン10.0gを溶解させ、次いで亜鉛末5.4gを加え、攪拌下、懸濁させる。室温下、トリメチルシリルクロリド0.3mLを加えた後、アリルブロミド10.0gを30分かけて滴下し(このとき系内温度は50℃に達していた)、更に1時間攪拌した。10%塩酸20mLを加えた後、トルエンで抽出し、水、飽和食塩水の順に洗浄し、無水硫酸マグネシウムで乾燥した。次いで、溶媒を溜去して12.3gの5,7-ジフルオロ-2-(2-プロぺニル)-1,2,3,4-テトラヒドロナフタレン-2-オール粗生成物を得た。
【0104】
この粗生成物を酢酸エチル48mLに溶解し、5%パラジウムカーボン0.6gとともに0.5MPaの水素雰囲気下、2時間攪拌した後、濾過、濃縮し5,7-ジフルオロ-2-プロピル-1,2,3,4-テトラヒドロナフタレン-2-オールの粗生成物12gを得た。この粗生成物をトルエン50mL中、p-トルエンスルホン酸一水和物0.6gとともに2時間加熱還流した後、室温へ冷却し、水、飽和食塩水の順に洗浄、無水硫酸マグネシウムで乾燥、濃縮し、5,7-ジフルオロ-2-プロピル-3,4-ジヒドロナフタレン及び5,7-ジフルオロ-2-プロピル-1,4-ジヒドロナフタレンの混合物を得た。次いで、減圧蒸留、カラムクロマトグラフィーで精製し、5,7-ジフルオロ-2-プロピル-1,4-ジヒドロナフタレン3.2gを得た。このものは室温で液体であった。
【0105】
同様にして以下の化合物を得た。
6-フルオロ-2-プロピル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-プロピル-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-プロピル-1,4-ジヒドロナフタレン
5,7-ジクロロ-6-トリフルオロメトキシ-2-プロピル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-プロピル-1,4-ジヒドロナフタレン
【0106】
(実施例2) 2-プロピル-6-ヨード-5,7-ジフルオロ-1,4-ジヒドロナフタレンの合成
【化55】
Figure 0004844785
実施例1で得た5,7-ジフルオロ-2-プロピル-1,4-ジヒドロナフタレン10.0gをTHF50mLに溶解し、-50℃に冷却下、n-ブチルリチウム1.51Mヘキサン溶液32mLを滴下し、5,7-ジフルオロ-6-リチオ-2-プロピル-1,4-ジヒドロナフタレンを調製した。次いで、THF42mLに溶解したヨウ素13.4gを滴下し、2時間攪拌後、水20mLを加え反応を停止させた。室温へ戻した後、有機層を亜硫酸水素ナトリウム水溶液、飽和食塩水の順で洗浄し、無水硫酸マグネシウムで乾燥した。溶媒を溜去し、カラムクロマトグラフィーで精製し、2-プロピル-6-ヨード-5,7-ジフルオロ-1,4-ジヒドロナフタレン16gを得た。
【0107】
(実施例3) 5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンの合成
【化56】
Figure 0004844785
3,4,5-トリフルオロブロモベンゼンとマグネシウムから調製したグリニャール反応剤とホウ酸トリメチルとの反応から得られる3,4,5-トリフルオロフェニルホウ酸6.3gと、実施例2で得た2-プロピル-6-ヨード-5,7-ジフルオロ-1,4-ジヒドロナフタレン10gを、テトラキス(トリフェニルホスフィノ)パラジウム(0)0.86g存在下、トルエン40mL、2M炭酸カリウム水溶液40mL中で10時間還流し、室温へ戻した後、有機層を水、飽和食塩水の順で洗浄し、無水硫酸マグネシウムで乾燥した。溶媒を溜去し、カラムクロマトグラフィーで精製し、エタノールから再結晶させ2-プロピル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン5.0gを得た。
【0108】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-プロピル-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-プロピル-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-プロピル-6-{4-(トリフルオロメトキシ)フェニル}-3,4,-ジヒドロナフタレン
5,7-ジフルオロ-2-プロピル-6-{4-(トリフルオロメトキシ)-3-フルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-プロピル-6-{4-(トリフルオロメトキシ)-3,5-ジフルオロフェニル}-1,4-ジヒドロナフタレン
【0109】
(実施例4) 2-プロピル-6-{2-(3,4,5-トリフルオロフェニル)エチニル}-5,7-ジフルオロ-1,4-ジヒドロナフタレンの合成
【化57】
Figure 0004844785
実施例2で得た2-プロピル-6-ヨード-5,7-ジフルオロ-1,4-ジヒドロナフタレン10gと(3,4,5-トリフルオロフェニル)アセチレン5.5gとをジメチルホルムアミド(DMF)60mL及びトリエチルアミン20mL中、ヨウ化銅0.11g及びテトラキス(トリフェニルホスフィノ)パラジウム(0)0.69gの存在下に、90℃で8時間攪拌し、室温へ戻した後、水に加え、ヘキサンで抽出した。有機層を水、飽和食塩水の順で洗浄し、無水硫酸マグネシウムで乾燥した。溶媒を溜去し、カラムクロマトグラフィーで精製し、エタノールから再結晶させ2-プロピル-6-{2-(3,4,5-トリフルオロフェニル)エチニル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン7.0gを得た。
【0110】
同様にして以下の化合物を得た。
2-プロピル-6-{2-(4-フルオロフェニル)エチニル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{2-(3,4-ジフルオロフェニル)エチニル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{2-{4-(トリフルオロメトキシ)フェニル}エチニル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{2-{4-(トリフルオロメトキシ)-3-フルオロフェニル}エチニル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{2-{4-(トリフルオロメトキシ)-3,5-ジフルオロフェニル}エチニル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
【0111】
(実施例5) 2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸
3,4,5-トリフルオロフェニルの合成
【化58】
Figure 0004844785
実施例2で調製した5,7-ジフルオロ-6-リチオ-2-プロピル-1,4-ジヒドロナフタレンより、二酸化炭素(ドライアイス)との反応により5,7-ジフルオロ-6-カルボキシル-2-プロピル-1,4-ジヒドロナフタレンを得た。次いで、その5.0gと3,4,5-トリフルオロフェノール2.9gと1-(3-ジメチルアミノプロピル)-3-エチルカルボジイミド塩酸塩4.2gとを塩化メチレン30mL中で室温下8時間攪拌後、有機層を飽和食塩水で洗浄し、無水硫酸マグネシウムで乾燥した。溶媒を溜去し、カラムクロマトグラフィーで精製し、エタノールから再結晶させ2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3,4,5-トリフルオロフェニル5.1gを得た。
【0112】
同様にして以下の化合物を得た。
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 4-フルオロフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3,4-ジフルオロフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 4-トリフルオロメトキシフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3-フルオロ-4-トリフルオロメトキシフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3,5-ジフルオロ-4-トリフルオロメトキシフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 4-シアノフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3-フルオロ-4-シアノフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3,5-ジフルオロ-4-シアノフェニル
【0113】
(実施例6)2-プロピル-6-(トランス-4-プロピルシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレンの合成
【化59】
Figure 0004844785
削り状マグネシウム0.87gへ、実施例2で得た2-プロピル-6-ヨード-5,7-ジフルオロ-1,4-ジヒドロナフタレン10gをTHF40mLへ溶解し、還流するような速度で滴下し、グリニャール反応剤を調製した。室温へ戻し、4-プロピルシクロヘキサノン4.3gをTHF16mLに溶解し、滴下した。10%塩酸を加え、トルエン抽出し、有機層を合わせ、水、飽和食塩水の順に洗浄し、無水硫酸マグネシウムで乾燥した。溶媒を溜去し、2-プロピル-6-(4-プロピル-1-ヒドロキシシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレンの粗生成物10.5gを得た。これを塩化メチレン50mLに溶解し、ピリジン2.4gを加え、氷冷下にメタンスルホン酸クロリド3.5gを滴下する。1時間攪拌の後、水を加え、有機層を分離し、水、飽和食塩水の順に洗浄し、無水硫酸マグネシウムで乾燥した。溶媒を溜去し、粗生成物を得た。これをTHF50mLに溶解し、リチウムアルミニウムハイドライド1.2gのTHF30mL懸濁液に滴下した。氷冷下、10%塩酸を加え、トルエン抽出し、有機層を合わせ、水、飽和食塩水の順に洗浄し、無水硫酸マグネシウムで乾燥した。溶媒を溜去し、粗生成物を得た。これをDMF50mLに溶解し、t-ブトキシカリウム2.0gを加え90℃で6時間攪拌した。水にあけ、ヘキサン抽出し、有機層を合わせ、水、飽和食塩水の順に洗浄し、無水硫酸マグネシウムで乾燥した。溶媒を溜去し、10.0gの粗生成物を得た。カラムクロマトグラフィーの後、エタノールより再結晶させ、2-プロピル-6-(トランス-4-プロピルシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン4.9gを得た。
【0114】
同様にして以下の化合物を得た。
2-プロピル-6-(トランス-4-ブチルシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス-4-ペンチルシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス-4-ビニルシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{トランス-4-(3-ブテニル)シクロヘキシル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{トランス-4-(3-ペンテニル)シクロヘキシル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス,トランス-4'-プロピルビシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス,トランス-4'-ブチルビシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス,トランス-4'-ペンチルビシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス,トランス-4'-ビニルビシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{トランス,トランス-4'-(3-ブテニル)ビシクロヘキシル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{トランス,トランス-4'-(3-ペンテニル)ビシクロヘキシル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
【0115】
(実施例7) 5,7-ジフルオロ-2-ペンチル-1,4-ジヒドロナフタレンの合成
【化60】
Figure 0004844785
トルエン60mLと1-ペンチン15.0gの混合物にメチルマグネシウムブロミドの1.4M THF/トルエン(25/75)溶液69.0mLを加え、2.5時間環流した後、25℃まで冷却した。ここへ、実施例1で得た5,7-ジフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンの8.0gをトルエン24mLに溶解し、10分かけて滴下した。更に1時間の攪拌し、10%塩酸60mLを加えた後、トルエンで抽出し、水、飽和食塩水の順に洗浄し、無水硫酸マグネシウムで乾燥した。次いで、溶媒を溜去して11gの5,7-ジフルオロ-2-(1-ペンチニル)-1,2,3,4-テトラヒドロナフタレン-2-オール粗生成物を得た。次いで、実施例1と同様にして、5,7-ジフルオロ-2-ペンチル-1,4-ジヒドロナフタレン10gを得た。
【0116】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-ブチル-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-ヘキシル-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-ヘプチル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-ブチル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-ペンチル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-ヘキシル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-ヘプチル-1,4-ジヒドロナフタレン
6-フルオロ-2-ブチル-1,4-ジヒドロナフタレン
6-フルオロ-2-ペンチル-1,4-ジヒドロナフタレン
6-フルオロ-2-ヘキシル-1,4-ジヒドロナフタレン
6-フルオロ-2-ヘプチル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-ブチル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-ペンチル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-ヘキシル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-ヘプチル-1,4-ジヒドロナフタレン
3,4,5-トリフルオロ-2-ブチル-1,4-ジヒドロナフタレン
3,4,5-トリフルオロ-2-ペンチル-1,4-ジヒドロナフタレン
3,4,5-トリフルオロ-2-ヘキシル-1,4-ジヒドロナフタレン
3,4,5-トリフルオロ-2-ヘプチル-1,4-ジヒドロナフタレン
【0117】
(実施例8) 2-ペンチル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレンの合成
実施例7で得た、5,7-ジフルオロ-2-ペンチル-1,4-ジヒドロナフタレンより、実施例3と同様にして2-ペンチル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレンを得た。
【0118】
同様にして以下の化合物を得た。
2-ブチル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4-トリフルオロメトキシフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4-トリフルオロメトキシフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4-トリフルオロメトキシフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4-トリフルオロメトキシフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
【0119】
(実施例9)5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレンの合成
【化61】
Figure 0004844785
実施例1で得た5,7-ジフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンと(トランス-4-プロピルシクロヘキシル)アセチレンとから、実施例7と同様にして5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレンを得た。
【0120】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
【0121】
(実施例10) 5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンの合成
【化62】
Figure 0004844785
実施例9で得た5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレンから、実施例3と同様にして、5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンを得た。
【0122】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
【0123】
(実施例11) 5,6,7-トリフルオロ-2-プロピル-1,4-ジヒドロナフタレンの合成
(11-a)5,6,7-トリフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンの合成
5,6,7-トリフルオロフェニル酢酸から、実施例1と同様にして5,6,7-トリフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンを得た。
(11-b) 5,6,7-トリフルオロ-2-プロピル-1,4-ジヒドロナフタレンの合成
上記(11-a)で得た5,6,7-トリフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンから、実施例1と同様にして5,6,7-トリフルオロ-2-プロピル-1,4-ジヒドロナフタレンを得た。
【0124】
(実施例12) 5,6,7-トリフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレンの合成
実施例11で得た5,6,7-トリフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンから、実施例9と同様にして5,6,7-トリフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレンを得た。
【0125】
(実施例13)5,7-ジフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンの合成
【化63】
Figure 0004844785
THF5mLにマグネシウム2.5gを懸濁させ、還流下、THF60mLに溶解した4-プロピルブロモベンゼンの20gを滴下した。更に1時間攪拌の後、25℃まで冷却し、トルエン60mLを加えた。次いでアスピレーターで減圧下、溶媒60mLを溜去し、系内の溶媒の殆どがトルエンからに成るようにした。系内を25℃とし、実施例1で得た5,7-ジフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンの14.3gをトルエン50mLに溶解し滴下した。更に1時間の攪拌の後、10%塩酸を加えた。酢酸エチルで抽出し、水、飽和食塩水の順に洗浄し、無水硫酸マグネシウムで乾燥した。次いで、溶媒を溜去して15gの5,7-ジフルオロ-2-(4-プロピルフェニル)-1,2,3,4-テトラヒドロナフタレン-2-オール粗生成物を得た。次いで、実施例1と同様にして、5,7-ジフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンを得た。
【0126】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
【0127】
(実施例14) 5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンの合成
実施例13で得た5,7-ジフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンから、実施例3と同様にして5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンを得た。
【0128】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
【0129】
(実施例15) 5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレンの合成
4-プロピルブロモベンゼンに代えてトランス-4-プロピル-1-ブロモシクロヘキサンを用いて、実施例13と同様にして5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレンを得た。
【0130】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
【0131】
(実施例16) 5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンの合成
実施例15で得た5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレンから、実施例3と同様にして5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンを得た。
【0132】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
【0133】
(実施例17) 5,7-ジフルオロ-6-シアノ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンの合成
実施例13で得た5,7-ジフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンから、実施例5と同様にして5,7-ジフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン-6-カルボン酸を得た後、下記のようにして、5,7-ジフルオロ-6-シアノ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンを得た。
【化64】
Figure 0004844785
【0134】
同様にして以下の化合物を得た。
5,7-ジフルオロ-6-シアノ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-エチルシクロヘキシル)-2-フルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-プロピルシクロヘキシル)-2-フルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-ペンチルシクロヘキシル)-2-フルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-エチルシクロヘキシル)-2,6-ジフルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-プロピルシクロヘキシル)-2,6-ジフルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-ペンチルシクロヘキシル)-2,6-ジフルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
【0135】
(実施例18) 液晶組成物の調製
温度範囲が広く低粘性でアクティブマトリックス駆動にも使用可能な汎用のホスト液晶(H)
【化65】
Figure 0004844785
を調製した。この(H)は116.7℃以下でネマチック相を示し、その融点は+11℃である。この組成物の物性値ならびに、これを用いて作成したTNセル(セル厚6μm)の20℃における電気光学的特性の測定値は以下の通りであった。
閾値電圧(Vth): 2.14V
誘電率異方性(Δε): 4.8
レスポンス(τr=τd): 25.3m秒
屈折率異方性(Δn): 0.090
ここで、レスポンスは立ち上がり時間(τr)と立ち下がり時間(τd)とが等しくなる電圧印加時の測定値である。
【0136】
次にこのホスト液晶(H)の80%と実施例3で得られた下記の5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
【化66】
Figure 0004844785
20%からなる液晶組成物(M-1)を調製したところ、ネマチック相上限温度(TN-I)は77.4℃であった。
【0137】
次に、(M-1)をセル厚6.0μmのTNセルに充填して液晶素子を作成し、その電気光学特性を測定したところ、以下の通りであった。
閾値電圧(Vth): 1.30V
誘電率異方性(Δε): 7.5
レスポンス(τr=τd): 41.4m秒
屈折率異方性(Δn): 0.094
従って、5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンを20%添加することにより、レスポンスも16.1m秒の増加に抑えながら、誘電率異方性を増大させ閾値電圧(Vth)を0.84Vも低減することができた。
【0138】
(比較例1)
実施例18において、5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンに換えて、下記の5,7-ジフルオロ-6-(3,4,5-トリフルオロフェニル)-2-プロピル-1,2,3,4-テトラヒドロナフタレン
【化67】
Figure 0004844785
を(H)に同量(20%)添加して液晶組成物(M-2)を調製した。ネマチック相上限温度(TN-I)は76.4℃であった。
【0139】
次に、(M-2)をセル厚6.0μmのTNセルに充填して液晶素子を作成し、その電気光学特性を測定したところ、以下の通りであった。
閾値電圧(Vth): 1.36V
誘電率異方性(Δε): 7.4
レスポンス(τr=τd): 44.4m秒
屈折率異方性(Δn): 0.089
実施例18に示した化合物と比べ、レスポンスが悪く、誘電率異方性が小さく、閾値電圧の低減効果も小さい。さらに、ネマチック相上限温度も低く、液晶性に劣ることが判る。
【0140】
(実施例19) 液晶組成物の調製
以下の組成からなるホスト液晶組成物(H')
【0141】
【化68】
Figure 0004844785
【0142】
を調製した。ここで(H')の物性値は以下の通りである。
ネマチック相上限温度(TN-I) 75.0℃
固体相又はスメクチック相-ネマチック相転移温度(T→N) -70℃
閾値電圧(Vth) 1.49V
誘電率異方性(Δε) 10.3
屈折率異方性(Δn) 0.142
【0143】
この母体液晶(H')90%と実施例3で得られた5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン10%からなる液晶組成物(M-3)を調製した。この組成物の物性値は以下の通りである。
ネマチック相上限温度(TN-I) 69.5℃
固体相又はスメクチック相-ネマチック相転移温度(T→N) -70℃
閾値電圧(Vth) 1.23V
誘電率異方性(Δε) 11.7
屈折率異方性(Δn) 0.140
【0144】
【発明の効果】
本発明のジヒドロナフタレン化合物は液晶組成物の構成材料として用いた場合、表示素子のレスポンスを改善あるいは悪化させることなく、閾値電圧を下げる効果を有する。従って、動画に対応した高速表示液晶ディスプレイ用の材料として優れ、さらに、閾値電圧を下げる効果を有することから液晶ディスプレイの省電力化に大きな効果を有する。
【0145】
【発明の属する技術分野】
本発明は電気光学的液晶表示材料として有用な、ジヒドロナフタレン誘導体である新規液晶性化合物とそれを含む液晶組成物及びそれを用いた液晶表示素子に関する。[0001]
[Prior art]
Liquid crystal display elements are used in various measuring instruments, mobile phones, automotive panels, word processors, electronic notebooks, printers, computers, televisions, etc., including watches and calculators. Typical liquid crystal display methods include TN (twisted nematic), STN (super twisted nematic), DS (dynamic light scattering), GH (guest / host), or FLC capable of high-speed response. (Ferroelectric liquid crystal). Also, as a drive system, multiplex drive has become common from the conventional static drive, and recently, an AM-LCD (active matrix) system has been put into practical use.
[0002]
In recent years, the demand for notebook computers for portable purposes has increased, and there has been a growing demand for low power consumption that enables a wide operating temperature range that enables outdoor use and long-time battery operation. Due to the demand for recycling, reduction of power consumption is strongly desired even for equipment used indoors. For low power consumption, a liquid crystal composition having a low threshold voltage that can be driven at a low voltage is required. In order to lower the threshold voltage, a material that increases the dielectric anisotropy (Δε) is necessary. However, a material with a large dielectric anisotropy generally has a problem that its viscosity increases and the response tends to deteriorate. was there.
[0003]
For this reason, liquid crystal compositions for liquid crystal display elements such as TN, STN, AM-LCD, etc.
(1) Wide liquid crystal phase temperature range that can be used outdoors
(2) Low threshold voltage
(3) Fast response
(4) Compatibility with other liquid crystal materials
Therefore, it is required to improve these by developing a liquid crystal material constituting the liquid crystal composition.
[0004]
A liquid crystal compound is usually composed of a central skeleton part called a core and terminal parts on both sides. Usually, the ring structure constituting the core part of the liquid crystal compound includes a 1,4-phenylene group (which may be substituted by 1 to 2 halogen atoms, a cyano group, a methyl group, etc.) and trans-1,4 -Cyclohexylene group accounts for the majority. However, liquid crystal compounds composed only of 1,4-phenylene groups and trans-1,4-cyclohexylene groups have limitations in their types and characteristics, and these alone cannot meet the above requirements. It is a fact. Ring structures other than 1,4-phenylene group and trans-1,4-cyclohexylene group include condensed ring systems such as naphthalene-2,6-diyl group and tetrahydronaphthalene-2,6-diyl group, and cores of these A compound in which a fluorine atom is introduced into the part has also been studied. Japanese Patent Application Laid-Open No. 2001-19648 or German Patent Publication No. 19652247 discloses a liquid crystal compound having a tetrahydronaphthalene-2,6-diyl group. When the liquid crystal compounds described in these are used for display elements, they are relatively effective in reducing the threshold voltage, and the response is also compatible with the currently required moving image display. However, faster response and lower threshold voltage are required simultaneously for larger and finer liquid crystal displays that will be required in the future, and excellent liquid crystal materials for use in next-generation liquid crystal televisions and liquid crystal compositions using the same There was a strong demand for things.
[0005]
[Problems to be solved by the invention]
The problem to be solved by the present invention is a liquid crystal capable of effectively reducing the response and the threshold voltage without improving or deteriorating the compatibility with the liquid crystal phase temperature range and other liquid crystal materials. It is to provide a compound. Another object of the present invention is to provide a practical liquid crystal composition and a liquid crystal display element using the same.
[0006]
[Means for Solving the Problems]
The present invention has found a novel liquid crystalline compound having a dihydronaphthalene ring in order to solve the above problems.
[0007]
That is, the present invention provides a general formula (1)
[Chemical 2]
Figure 0004844785
[0008]
Wherein R represents an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an alkenyloxy group having 2 to 20 carbon atoms. May be substituted by an alkoxyl group having 1 to 7 carbon atoms or 1 to 7 halogen atoms, m, n, q and t each independently represent 0 or 1, and A, B, C and D are Each independently a trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4'-diyl group, bicyclo [2.2.2] octane-1,4-diyl group, or one or more halogens 1,4-phenylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, pyridazine-3,6-diyl optionally substituted by atoms Group, trans-1,3-dioxane-2,5-diyl group, transdecahydronaphthalene-2,6-diyl group, tetrahydronaphthalene- 2,6-diyl group and naphthalene-2,6-diyl group, L, M, Q and T are each independently -CH2CH2-, -CH2CH2CH2CH2-, -CH = CH-, -CH = CHCH2CH2-, -CH2CH2CH = CH-, -CH (CHThree) CH2-, -CH2CH (CHThree)-, -CF = CF-, -CH2O-, -OCH2-, -CF2O-, -OCF2-, -COO-, -OCO-, -C≡C- or a single bond, X1And X2Represents a chlorine atom or a fluorine atom, and Z is a hydrogen atom, a halogen atom, a cyano group, a cyanato group, —SCN, or an alkyl having 1 to 20 carbon atoms which may be substituted with one or more fluorine atoms. Represents a group, an alkoxyl group, an alkenyl group, or an alkenyloxy group. And a practical liquid crystal composition and a liquid crystal display device using the dihydronaphthalene derivative.
[0009]
DETAILED DESCRIPTION OF THE INVENTION
The present invention is described in detail below.
X1And X2Preferably represents at least one fluorine atom,1More preferably represents a fluorine atom, X1And X2More preferably, represents a fluorine atom.
[0010]
m, n, q and t are m = 1 and n = q = t = 0, m = n = q = 0 and t = 1, m = n = 1 and q = t = 0, m = t = 1 It is preferable that n = q = 0, m = n = 0, q = t = 1, m = n = t = 1, q = 0 or m = q = t = 1 and n = 0.
[0011]
A, B, C and D are each independently substituted with a trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4′-diyl group, or one or more halogen atoms. 1,4-phenylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, pyridazine-3,6-diyl group, trans-1, It preferably represents 3-dioxane-2,5-diyl group, transdecahydronaphthalene-2,6-diyl group, tetrahydronaphthalene-2,6-diyl group or naphthalene-2,6-diyl group, More preferably, it represents a 1,4-cyclohexylene group, a trans, trans-bicyclohexane-4,4′-diyl group or a 1,4-phenylene group optionally substituted by one or more halogen atoms, Trans-1,4-cyclohexylene group, 1,4-phenylene group, 3-fluoro-1,4-phenylene group 3,5-difluoro-1,4-phenylene group is more preferable. In particular, D preferably represents a 1,4-phenylene group, a 3-fluoro-1,4-phenylene group or a 3,5-difluoro-1,4-phenylene group.
[0012]
R preferably represents an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an alkenyloxy group having 2 to 20 carbon atoms, A linear alkyl group having 1 to 12 atoms, a linear alkoxyl group having 1 to 12 carbon atoms, a linear alkenyl group having 2 to 12 carbon atoms, or a linear alkenyloxy group having 2 to 12 carbon atoms Is more preferable, and it is particularly preferable to represent a linear alkyl group having 1 to 7 carbon atoms or a linear alkenyl group having 2 to 7 carbon atoms. When m = n = 0, R preferably represents an alkyl group or an alkenyl group, more preferably a linear alkyl group or a linear alkenyl group, and a linear alkyl group of 1 to 7 carbon atoms. Or it is especially preferable to represent a linear alkenyl group.
[0013]
L, M, Q and T are each independently -CH2CH2-, -CH = CH-, -CH (CHThree) CH2-, -CH2CH (CHThree)-, -CF = CF-, -CH2O-, -OCH2-, -CF2O-, -OCF2Preferably represents-, -COO-, -OCO-, -C≡C- or a single bond, -CH2CH2-, -CF = CF-, -CH2O-, -OCH2-, -CF2O-, -OCF2More preferably, it represents-, -COO-, -OCO-, -C≡C- or a single bond,2CH2-, -CF = CF-, -CF2O-, -OCF2It is particularly preferable to represent-, -C≡C- or a single bond. When m = 1 and n = 0, L is -COO-, -CF2O-, -CH2It is preferable to represent other than O-. When m = 0 and n = 1, M is -COO-, -CF2O-, -CH2It is preferable to represent other than O-.
[0014]
Z is a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 9 carbon atoms that may be substituted by one or more fluorine atoms, or a substituent that is substituted by one or more fluorine atoms A good C1-C9 alkoxyl group, a C2-C9 alkenyl group optionally substituted by one or more fluorine atoms, or a C-carbon number optionally substituted by one or more fluorine atoms Preferably represents an alkenyloxy group of 2 to 9, and is substituted by a fluorine atom, a cyano group, an alkyl group having 1 to 5 carbon atoms which may be substituted by one or more fluorine atoms, and one or more fluorine atoms Optionally substituted by an alkoxyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms which may be substituted by one or more fluorine atoms, or one or more fluorine atoms It is more preferable to represent an alkenyloxy group having 2 to 5 carbon atoms, which may be a fluorine atom, a cyano group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a fluoromethyl group, a difluoromethyl group, or trifluoromethyl. It is more preferable to represent a group, and it is particularly preferable to represent a fluorine atom, a cyano group, a fluoromethoxy group, a difluoromethoxy group or a trifluoromethoxy group. Further, when q = t = 0, Z preferably represents other than a hydrogen atom.
[0015]
Specific examples of the compounds are shown below. In addition, the following abbreviations are used in the following compound descriptions.
n represents the carbon number of the linear alkyl group. In the alkenyl group, m represents the number of double bonds attached from the ring, and n represents the number of carbon atoms ahead of the double bond.
n (number): CnH2n + 1
nO: CnH2n + 1O
-ndm:-(CnH2n + 1-CH = CH- (CH2)m-1)
ndm-: CnH2n + 1-CH = CH- (CH2)m-1-
-Od (m) n: -O (CnH2n + 1-CH = CH- (CH2)m-2)
d (m) nO-: CnH2n + 1-CH = CH- (CH2)m-2O-
The following abbreviations are used.
-VO-: -COO-
-OV-: -OCO-
-T-: -C≡C-
-2-: -CH2CH2-
-3-: -CH2CH2CH2-
-3a-: -CH (CHThree) CH2-
-3b-: -CH2CH (CHThree)-
-4-: -CH2CH2CH2CH2-
-1O-: -CH2-O-
-O1-: -O-CH2-
-G-: -CF = CF-
-D-: -CH = CH-
-2D-: -CH2CH2CH = CH-
-D2-: -CH = CHCH2CH2-
-J-: -CF2O-
-K-: -OCF2-
-H: Hydrogen atom
-CN: Cyano group
-F: Fluorine atom
-Cl: Chlorine atom
-OCF3: trifluoromethoxy group
-OCHF2: Difluoromethoxy group
[0016]
[Chemical Formula 3]
Figure 0004844785
[0017]
[Formula 4]
Figure 0004844785
For example
[Chemical formula 5]
Figure 0004844785
It expresses like this.
[0018]
R-Xa-Ph-Z, R-Xa-VO-Ph-Z, R-Xa-Cy-Z, R-Xa-VO-Cy-Z, R-Xa-T-Ph-Z, R-Xa- G-Ph-Z, R-Xa-J-Ph-Z, R-Xa-K-Ph-Z, R-Xa-Ph1-Z, R-Xa-Ph3-Z, R-Xb-Ph-Z, R-Xb-G-Ph-Z, R-Xb-J-Ph-Z, R-By-Xa-Z
[0019]
R-Cy-Xa-Z, R-Cy-Xc-Z, R-Cy-Xa-Z, R-Cy-Xb-Z, R-Cy-Xd-Z, R-Cy-Xa-Z, R- Cy-2-Xa-Z, R-Cy-VO-Xa-Z, R-Cy-G-Xa-Z, R-Cy-J-Xa-Z, R-Cy-K-Xa-Z, R- Ph-Xa-Z, R-Ph1-Xa-Z, R-Ph3-Xa-Z, R-Cy-Xa-Ph-Z, R-Cy-Xa-Ph1-Z, R-Cy-Xa-Ph3- Z, R-Cy-Xa-VO-Ph-Z, R-Cy-Xa-VO-Ph1-Z, R-Cy-Xa-VO-Ph3-Z, R-Cy-Xa-T-Ph-Z, R-Cy-Xa-T-Ph1-Z, R-Cy-Xa-T-Ph3-Z, R-Cy-Xa-G-Ph-Z, R-Cy-Xa-G-Ph1-Z, R- Cy-Xa-G-Ph3-Z, R-Cy-Xa-J-Ph-Z, R-Cy-Xa-J-Ph1-Z, R-Cy-Xa-J-Ph3-Z, R-Cy- VO-Xa-Ph-Z, R-Cy-VO-Xa-Ph1-Z, R-Cy-VO-Xa-Ph3-Z, R-Cy-VO-Xa-VO-Ph-Z, R-Cy- VO-Xa-VO-Ph1-Z, R-Cy-VO-Xa-VO-Ph3-Z, R-Cy-VO-Xa-T-Ph-Z, R-Cy-VO-Xa-T-Ph1- Z, R-Cy-VO-Xa-T-Ph3-Z, R-Cy-VO-Xa-G-Ph-Z, R-Cy-VO-Xa-G-Ph1-Z, R-Cy-VO- Xa-G-Ph3-Z, R-Cy-VO-Xa-J-Ph-Z, R-Cy-VO-Xa-J-Ph1-Z, R-Cy-VO-Xa-J-Ph3-Z, R-Cy-2-Xa-Ph-Z, R-Cy-2-Xa-Ph1-Z, R-Cy-2-Xa-Ph3-Z, R-Cy-2-Xa-VO-Ph-Z, R-Cy-2-Xa-VO-Ph1-Z, R-Cy-2-Xa-VO-Ph3-Z, R-Cy-2-Xa-T-Ph-Z, R-Cy-2-Xa- T-Ph1-Z, R-Cy-2-Xa-T-Ph3-Z, R-Cy-2-Xa-G-Ph-Z, R-Cy-2-Xa-G-Ph1-Z, R- Cy-2-Xa-G-Ph3-Z, R-Cy-2-Xa-J-Ph-Z R-Cy-2-Xa-J-Ph1-Z, R-Cy-2-Xa-J-Ph3-Z, R-Cy-G-Xa-Ph-Z, R-Cy-G-Xa-Ph1- Z, R-Cy-G-Xa-Ph3-Z, R-Cy-G-Xa-VO-Ph-Z, R-Cy-G-Xa-VO-Ph1-Z, R-Cy-G-Xa- VO-Ph3-Z, R-Cy-G-Xa-T-Ph-Z, R-Cy-G-Xa-T-Ph1-Z, R-Cy-G-Xa-T-Ph3-Z, R- Cy-G-Xa-G-Ph-Z, R-Cy-G-Xa-G-Ph1-Z, R-Cy-G-Xa-G-Ph3-Z, R-Cy-G-Xa-J- Ph-Z, R-Cy-G-Xa-J-Ph1-Z, R-Cy-G-Xa-J-Ph3-Z, R-Cy-J-Xa-Ph-Z, R-Cy-J- Xa-Ph1-Z, R-Cy-J-Xa-Ph3-Z, R-Cy-J-Xa-VO-Ph-Z, R-Cy-J-Xa-VO-Ph1-Z, R-Cy- J-Xa-VO-Ph3-Z, R-Cy-J-Xa-T-Ph-Z, R-Cy-J-Xa-T-Ph1-Z, R-Cy-J-Xa-T-Ph3- Z, R-Cy-J-Xa-G-Ph-Z, R-Cy-J-Xa-G-Ph1-Z, R-Cy-J-Xa-G-Ph3-Z, R-Cy-J- Xa-J-Ph-Z, R-Cy-J-Xa-J-Ph1-Z, R-Cy-J-Xa-J-Ph3-Z, R-Cy-Xb-Ph-Z, R-Cy- Xb-Ph1-Z, R-Cy-Xb-Ph3-Z, R-Cy-Xb-VO-Ph-Z, R-Cy-Xb-VO-Ph1-Z, R-Cy-Xb-T-Ph- Z, R-Cy-Xb-T-Ph-Z, R-Cy-Xb-T-Ph1-Z, R-Cy-Xb-G-Ph-Z, R-Cy-Xb-G-Ph1-Z, R-Cy-Xb-G-Ph3-Z, R-Cy-Xb-J-Ph-Z, R-Cy-Xb-J-Ph1-Z, R-Cy-VO-Xb-Ph-Z, R- Cy-VO-Xb-Ph1-Z, R-Cy-VO-Xb-Ph3-Z, R-Cy-VO-Xb-VO-Ph-Z, R-Cy-VO-Xb-VO-Ph1-Z, R-Cy-VO-Xb-VO-Ph3-Z, R-Cy-VO-Xb-T-Ph-Z, R-Cy-VO-X bT-Ph1-Z, R-Cy-VO-Xb-T-Ph3-Z, R-Cy-VO-Xb-G-Ph-Z, R-Cy-VO-Xb-G-Ph1-Z, R- Cy-VO-Xb-G-Ph3-Z, R-Cy-VO-Xb-J-Ph-Z, R-Cy-VO-Xb-J-Ph1-Z, R-Cy-VO-Xb-J- Ph3-Z, R-Cy-2-Xb-Ph-Z, R-Cy-2-Xb-Ph1-Z, R-Cy-2-Xb-Ph3-Z, R-Cy-2-Xb-VO- Ph-Z, R-Cy-2-Xb-VO-Ph1-Z, R-Cy-2-Xb-VO-Ph3-Z, R-Cy-2-Xb-T-Ph-Z, R-Cy- 2-Xb-T-Ph1-Z, R-Cy-2-Xb-T-Ph3-Z, R-Cy-2-Xb-G-Ph-Z, R-Cy-2-Xb-G-Ph1- Z, R-Cy-2-Xb-G-Ph3-Z, R-Cy-2-Xb-J-Ph-Z, R-Cy-2-Xb-J-Ph1-Z, R-Cy-2- Xb-J-Ph3-Z, R-Cy-G-Xb-Ph-Z, R-Cy-G-Xb-Ph1-Z, R-Cy-G-Xb-Ph3-Z, R-Cy-G- Xb-VO-Ph-Z, R-Cy-G-Xb-VO-Ph1-Z, R-Cy-G-Xb-VO-Ph3-Z, R-Cy-G-Xb-T-Ph-Z, R-Cy-G-Xb-T-Ph1-Z, R-Cy-G-Xb-T-Ph3-Z, R-Cy-G-Xb-G-Ph-Z, R-Cy-G-Xb- G-Ph1-Z, R-Cy-G-Xb-G-Ph3-Z, R-Cy-G-Xb-J-Ph-Z, R-Cy-G-Xb-J-Ph1-Z, R- Cy-G-Xb-J-Ph3-Z, R-Cy-J-Xb-Ph-Z, R-Cy-J-Xb-Ph1-Z, R-Cy-J-Xb-Ph3-Z, R- Cy-J-Xb-VO-Ph-Z, R-Cy-J-Xb-VO-Ph1-Z, R-Cy-J-Xb-VO-Ph3-Z, R-Cy-J-Xb-T- Ph-Z, R-Cy-J-Xb-T-Ph1-Z, R-Cy-J-Xb-T-Ph3-Z, R-Cy-J-Xb-G-Ph-Z, R-Cy- J-Xb-G-Ph1-Z, R-Cy-J-Xb-G-Ph3-Z, R-Cy-J-Xb-J-Ph-Z, R-Cy-J- Xb-J-Ph1-Z, R-Cy-J-Xb-J-Ph3-Z
[0020]
R-Ph-Xa-Ph-Z, R-Ph-Xa-Ph1-Z, R-Ph-Xa-Ph3-Z, R-Ph-Xa-VO-Ph-Z, R-Ph-Xa-VO- Ph1-Z, R-Ph-Xa-VO-Ph3-Z, R-Ph-Xa-T-Ph-Z, R-Ph-Xa-T-Ph1-Z, R-Ph-Xa-T-Ph3- Z, R-Ph-Xa-G-Ph-Z, R-Ph-Xa-G-Ph1-Z, R-Ph-Xa-G-Ph3-Z, R-Ph-Xa-J-Ph-Z, R-Ph-Xa-J-Ph1-Z, R-Ph-Xa-J-Ph3-Z, R-Ph-VO-Xa-Ph-Z, R-Ph-VO-Xa-Ph1-Z, R- Ph-VO-Xa-Ph3-Z, R-Ph-VO-Xa-VO-Ph-Z, R-Ph-VO-Xa-VO-Ph1-Z, R-Ph-VO-Xa-VO-Ph3- Z, R-Ph-VO-Xa-T-Ph-Z, R-Ph-VO-Xa-T-Ph1-Z, R-Ph-VO-Xa-T-Ph3-Z, R-Ph-VO- Xa-G-Ph-Z, R-Ph-VO-Xa-G-Ph1-Z, R-Ph-VO-Xa-G-Ph3-Z, R-Ph-VO-Xa-J-Ph-Z, R-Ph-VO-Xa-J-Ph1-Z, R-Ph-VO-Xa-J-Ph3-Z, R-Ph-2-Xa-Ph-Z, R-Ph-2-Xa-Ph1- Z, R-Ph-2-Xa-Ph3-Z, R-Ph-2-Xa-VO-Ph-Z, R-Ph-2-Xa-VO-Ph1-Z, R-Ph-2-Xa- VO-Ph3-Z, R-Ph-2-Xa-T-Ph-Z, R-Ph-2-Xa-T-Ph1-Z, R-Ph-2-Xa-T-Ph3-Z, R- Ph-2-Xa-G-Ph-Z, R-Ph-2-Xa-G-Ph1-Z, R-Ph-2-Xa-G-Ph3-Z,
[0021]
R-Ph-2-Xa-J-Ph-Z, R-Ph-2-Xa-J-Ph1-Z, R-Ph-2-Xa-J-Ph3-Z, R-Ph-G-Xa- Ph-Z, R-Ph-G-Xa-Ph1-Z, R-Ph-G-Xa-Ph3-Z, R-Ph-G-Xa-VO-Ph-Z, R-Ph-G-Xa- VO-Ph1-Z, R-Ph-G-Xa-VO-Ph3-Z, R-Ph-G-Xa-T-Ph-Z, R-Ph-G-Xa-T-Ph1-Z, R- Ph-G-Xa-T-Ph3-Z, R-Ph-G-Xa-G-Ph-Z, R-Ph-G-Xa-G-Ph1-Z, R-Ph-G-Xa-G- Ph3-Z, R-Ph-G-Xa-J-Ph-Z, R-Ph-G-Xa-J-Ph1-Z, R-Ph-G-Xa-J-Ph3-Z, R-Ph- J-Xa-Ph-Z, R-Ph-J-Xa-Ph1-Z, R-Ph-J-Xa-Ph3-Z, R-Ph-J-Xa-VO-Ph-Z, R-Ph- J-Xa-VO-Ph1-Z, R-Ph-J-Xa-VO-Ph3-Z, R-Ph-J-Xa-T-Ph-Z, R-Ph-J-Xa-T-Ph1- Z, R-Ph-J-Xa-T-Ph3-Z, R-Ph-J-Xa-G-Ph-Z, R-Ph-J-Xa-G-Ph1-Z, R-Ph-J- Xa-G-Ph3-Z, R-Ph-J-Xa-J-Ph-Z, R-Ph-J-Xa-J-Ph1-Z, R-Ph-J-Xa-J-Ph3-Z, R-Ph-Xb-Ph-Z, R-Ph-Xb-Ph1-Z, R-Ph-Xb-Ph3-Z, R-Ph-Xb-VO-Ph-Z, R-Ph-Xb-VO- Ph1-Z, R-Ph-Xb-VO-Ph3-Z, R-Ph-Xb-T-Ph-Z, R-Ph-Xb-T-Ph1-Z, R-Ph-Xb-T-Ph3- Z, R-Ph-Xb-G-Ph-Z, R-Ph-Xb-G-Ph1-Z, R-Ph-Xb-G-Ph3-Z, R-Ph-Xb-J-Ph-Z, R-Ph-Xb-J-Ph1-Z, R-Ph-Xb-J-Ph3-Z, R-Ph-VO-Xb-Ph-Z, R-Ph-VO-Xb-Ph1-Z, R- Ph-VO-Xb-Ph3-Z, R-Ph-VO-Xb-VO-Ph-Z, R-Ph-VO-Xb-VO-Ph1- Z, R-Ph-VO-Xb-VO-Ph3-Z, R-Ph-VO-Xb-T-Ph-Z, R-Ph-VO-Xb-T-Ph1-Z, R-Ph-VO- Xb-T-Ph3-Z, R-Ph-VO-Xb-G-Ph-Z, R-Ph-VO-Xb-G-Ph1-Z, R-Ph-VO-Xb-G-Ph3-Z, R-Ph-VO-Xb-J-Ph-Z, R-Ph-VO-Xb-J-Ph1-Z, R-Ph-VO-Xb-J-Ph3-Z, R-Ph-2-Xb- Ph-Z, R-Ph-2-Xb-Ph1-Z, R-Ph-2-Xb-Ph3-Z, R-Ph-2-Xb-VO-Ph-Z, R-Ph-2-Xb- VO-Ph1-Z, R-Ph-2-Xb-VO-Ph3-Z, R-Ph-2-Xb-T-Ph-Z, R-Ph-2-Xb-T-Ph1-Z, R- Ph-2-Xb-T-Ph3-Z, R-Ph-2-Xb-G-Ph-Z, R-Ph-2-Xb-G-Ph1-Z, R-Ph-2-Xb-G- Ph3-Z, R-Ph-2-Xb-J-Ph-Z, R-Ph-2-Xb-J-Ph1-Z, R-Ph-2-Xb-J-Ph3-Z, R-Ph- G-Xb-Ph-Z, R-Ph-G-Xb-Ph1-Z, R-Ph-G-Xb-Ph3-Z, R-Ph-G-Xb-VO-Ph-Z, R-Ph- G-Xb-VO-Ph1-Z, R-Ph-G-Xb-VO-Ph3-Z, R-Ph-G-Xb-T-Ph-Z, R-Ph-G-Xb-T-Ph1- Z, R-Ph-G-Xb-T-Ph3-Z, R-Ph-G-Xb-G-Ph-Z, R-Ph-G-Xb-G-Ph1-Z, R-Ph-G- Xb-G-Ph3-Z, R-Ph-G-Xb-J-Ph-Z, R-Ph-G-Xb-J-Ph1-Z, R-Ph-G-Xb-J-Ph3-Z, R-Ph-J-Xb-Ph-Z, R-Ph-J-Xb-Ph1-Z, R-Ph-J-Xb-Ph3-Z, R-Ph-J-Xb-VO-Ph-Z, R-Ph-J-Xb-VO-Ph1-Z, R-Ph-J-Xb-VO-Ph3-Z, R-Ph-J-Xb-T-Ph-Z, R-Ph-J-Xb- T-Ph1-Z, R-Ph-J-Xb-T-Ph3-Z, R-Ph-J-Xb-G-Ph-Z, R-Ph-J-Xb-G -Ph1-Z, R-Ph-J-Xb-G-Ph3-Z, R-Ph-J-Xb-J-Ph-Z, R-Ph-J-Xb-J-Ph1-Z, R-Ph -J-Xb-J-Ph3-Z
[0022]
R-Ph1-Xa-Ph-Z, R-Ph1-Xa-Ph1-Z, R-Ph1-Xa-Ph3-Z, R-Ph1-Xa-VO-Ph-Z, R-Ph1-Xa-VO- Ph1-Z, R-Ph1-Xa-VO-Ph3-Z, R-Ph1-Xa-T-Ph-Z, R-Ph1-Xa-T-Ph1-Z, R-Ph1-Xa-T-Ph3- Z, R-Ph1-Xa-G-Ph-Z, R-Ph1-Xa-G-Ph1-Z, R-Ph1-Xa-G-Ph3-Z, R-Ph1-Xa-J-Ph-Z, R-Ph1-Xa-J-Ph1-Z, R-Ph1-Xa-J-Ph3-Z, R-Ph1-VO-Xa-Ph-Z, R-Ph1-VO-Xa-Ph1-Z, R- Ph1-VO-Xa-Ph3-Z, R-Ph1-VO-Xa-VO-Ph-Z, R-Ph1-VO-Xa-VO-Ph1-Z, R-Ph1-VO-Xa-VO-Ph3- Z, R-Ph1-VO-Xa-T-Ph-Z, R-Ph1-VO-Xa-T-Ph1-Z, R-Ph1-VO-Xa-T-Ph3-Z, R-Ph1-VO- Xa-G-Ph-Z, R-Ph1-VO-Xa-G-Ph1-Z, R-Ph1-VO-Xa-G-Ph3-Z, R-Ph1-VO-Xa-J-Ph-Z, R-Ph1-VO-Xa-J-Ph1-Z, R-Ph1-VO-Xa-J-Ph3-Z, R-Ph1-2-Xa-Ph-Z, R-Ph1-2-Xa-Ph1- Z, R-Ph1-2-Xa-Ph3-Z, R-Ph1-2-Xa-VO-Ph-Z, R-Ph1-2-Xa-VO-Ph1-Z, R-Ph1-2-Xa- VO-Ph3-Z, R-Ph1-2-Xa-T-Ph-Z, R-Ph1-2-Xa-T-Ph1-Z, R-Ph1-2-Xa-T-Ph3-Z, R- Ph1-2-Xa-G-Ph-Z, R-Ph1-2-Xa-G-Ph1-Z, R-Ph1-2-Xa-G-Ph3-Z, R-Ph1-2-Xa-J- Ph-Z, R-Ph1-2-Xa-J-Ph1-Z, R-Ph1-2-Xa-J-Ph3-Z, R-Ph1-G-Xa-Ph-Z, R-Ph1-G- Xa-Ph1-Z, R-Ph1-G-Xa-Ph3-Z, R-Ph1-G-Xa-VO-Ph-Z, R-Ph1-G-Xa-VO-Ph1 -Z, R-Ph1-G-Xa-VO-Ph3-Z, R-Ph1-G-Xa-T-Ph-Z, R-Ph1-G-Xa-T-Ph1-Z, R-Ph1-G -Xa-T-Ph3-Z, R-Ph1-G-Xa-G-Ph-Z, R-Ph1-G-Xa-G-Ph1-Z, R-Ph1-G-Xa-G-Ph3-Z , R-Ph1-G-Xa-J-Ph-Z, R-Ph1-G-Xa-J-Ph1-Z, R-Ph1-G-Xa-J-Ph3-Z, R-Ph1-J-Xa -Ph-Z, R-Ph1-J-Xa-Ph1-Z, R-Ph1-J-Xa-Ph3-Z, R-Ph1-J-Xa-VO-Ph-Z, R-Ph1-J-Xa -VO-Ph1-Z, R-Ph1-J-Xa-VO-Ph3-Z, R-Ph1-J-Xa-T-Ph-Z, R-Ph1-J-Xa-T-Ph1-Z, R -Ph1-J-Xa-T-Ph3-Z, R-Ph1-J-Xa-G-Ph-Z, R-Ph1-J-Xa-G-Ph1-Z, R-Ph1-J-Xa-G -Ph3-Z, R-Ph1-J-Xa-J-Ph-Z, R-Ph1-J-Xa-J-Ph1-Z, R-Ph1-J-Xa-J-Ph3-Z, R-Ph1 -Xb-Ph-Z, R-Ph1-Xb-Ph1-Z, R-Ph1-Xb-Ph3-Z, R-Ph1-Xb-VO-Ph-Z, R-Ph1-Xb-VO-Ph1-Z , R-Ph1-Xb-VO-Ph3-Z, R-Ph1-Xb-T-Ph-Z, R-Ph1-Xb-T-Ph1-Z, R-Ph1-Xb-T-Ph3-Z, R -Ph1-Xb-G-Ph-Z, R-Ph1-Xb-G-Ph1-Z, R-Ph1-Xb-G-Ph3-Z, R-Ph1-Xb-J-Ph-Z, R-Ph1 -Xb-J-Ph1-Z, R-Ph1-Xb-J-Ph3-Z, R-Ph1-VO-Xb-Ph-Z, R-Ph1-VO-Xb-Ph1-Z, R-Ph1-VO -Xb-Ph3-Z, R-Ph1-VO-Xb-VO-Ph-Z, R-Ph1-VO-Xb-VO-Ph1-Z, R-Ph1-VO-Xb-VO-Ph3-Z, R -Ph1-VO-Xb-T-Ph-Z, R-Ph1-VO-Xb-T-Ph1-Z, R-Ph1-VO-Xb-T-Ph3-Z, R-Ph1-VO-Xb -G-Ph-Z, R-Ph1-VO-Xb-G-Ph1-Z, R-Ph1-VO-Xb-G-Ph3-Z, R-Ph1-VO-Xb-J-Ph-Z, R -Ph1-VO-Xb-J-Ph1-Z, R-Ph1-VO-Xb-J-Ph3-Z, R-Ph1-2-Xb-Ph-Z, R-Ph1-2-Xb-Ph1-Z , R-Ph1-2-Xb-Ph3-Z, R-Ph1-2-Xb-VO-Ph-Z, R-Ph1-2-Xb-VO-Ph1-Z, R-Ph1-2-Xb-VO -Ph3-Z, R-Ph1-2-Xb-T-Ph-Z, R-Ph1-2-Xb-T-Ph1-Z, R-Ph1-2-Xb-T-Ph3-Z, R-Ph1 -2-Xb-G-Ph-Z, R-Ph1-2-Xb-G-Ph1-Z, R-Ph1-2-Xb-G-Ph3-Z, R-Ph1-2-Xb-J-Ph -Z, R-Ph1-2-Xb-J-Ph1-Z, R-Ph1-2-Xb-J-Ph3-Z, R-Ph1-G-Xb-Ph-Z, R-Ph1-G-Xb -Ph1-Z, R-Ph1-G-Xb-Ph3-Z, R-Ph1-G-Xb-VO-Ph-Z, R-Ph1-G-Xb-VO-Ph1-Z, R-Ph1-G -Xb-VO-Ph3-Z, R-Ph1-G-Xb-T-Ph-Z, R-Ph1-G-Xb-T-Ph1-Z, R-Ph1-G-Xb-T-Ph3-Z , R-Ph1-G-Xb-G-Ph-Z, R-Ph1-G-Xb-G-Ph1-Z, R-Ph1-G-Xb-G-Ph3-Z, R-Ph1-G-Xb -J-Ph-Z, R-Ph1-G-Xb-J-Ph1-Z, R-Ph1-G-Xb-J-Ph3-Z, R-Ph1-J-Xb-Ph-Z, R-Ph1 -J-Xb-Ph1-Z, R-Ph1-J-Xb-Ph3-Z, R-Ph1-J-Xb-VO-Ph-Z, R-Ph1-J-Xb-VO-Ph1-Z, R -Ph1-J-Xb-VO-Ph3-Z, R-Ph1-J-Xb-T-Ph-Z, R-Ph1-J-Xb-T-Ph1-Z, R-Ph1-J-Xb-T -Ph3-Z, R-Ph1-J-Xb-G-Ph-Z, R-Ph1-J-Xb-G-Ph1-Z, R-Ph1-J-Xb-G-Ph3-Z, R-Ph1 -J-Xb-J-Ph-Z, R- Ph1-J-Xb-J-Ph1-Z, R-Ph1-J-Xb-J-Ph3-Z
R-Ph3-Xa-Ph-Z, R-Ph3-Xa-Ph1-Z, R-Ph3-Xa-Ph3-Z, R-Ph3-Xa-VO-Ph-Z, R-Ph3-Xa-VO- Ph1-Z, R-Ph3-Xa-VO-Ph3-Z, R-Ph3-Xa-T-Ph-Z, R-Ph3-Xa-T-Ph1-Z, R-Ph3-Xa-T-Ph3- Z, R-Ph3-Xa-G-Ph-Z, R-Ph3-Xa-G-Ph1-Z, R-Ph3-Xa-G-Ph3-Z, R-Ph3-Xa-J-Ph-Z, R-Ph3-Xa-J-Ph1-Z, R-Ph3-Xa-J-Ph3-Z, R-Ph3-VO-Xa-Ph-Z, R-Ph3-VO-Xa-Ph1-Z, R- Ph3-VO-Xa-Ph3-Z, R-Ph3-VO-Xa-VO-Ph-Z, R-Ph3-VO-Xa-VO-Ph1-Z, R-Ph3-VO-Xa-VO-Ph3- Z, R-Ph3-VO-Xa-T-Ph-Z, R-Ph3-VO-Xa-T-Ph1-Z, R-Ph3-VO-Xa-T-Ph3-Z, R-Ph3-VO- Xa-G-Ph-Z, R-Ph3-VO-Xa-G-Ph1-Z, R-Ph3-VO-Xa-G-Ph3-Z, R-Ph3-VO-Xa-J-Ph-Z, R-Ph3-VO-Xa-J-Ph1-Z, R-Ph3-VO-Xa-J-Ph3-Z, R-Ph3-2-Xa-Ph-Z, R-Ph3-2-Xa-Ph1- Z, R-Ph3-2-Xa-Ph3-Z, R-Ph3-2-Xa-VO-Ph-Z, R-Ph3-2-Xa-VO-Ph1-Z, R-Ph3-2-Xa- VO-Ph3-Z, R-Ph3-2-Xa-T-Ph-Z, R-Ph3-2-Xa-T-Ph1-Z, R-Ph3-2-Xa-T-Ph3-Z, R- Ph3-2-Xa-G-Ph-Z, R-Ph3-2-Xa-G-Ph1-Z, R-Ph3-2-Xa-G-Ph3-Z, R-Ph3-2-Xa-J- Ph-Z, R-Ph3-2-Xa-J-Ph1-Z, R-Ph3-2-Xa-J-Ph3-Z, R-Ph3-G-Xa-Ph-Z, R-Ph3-G- Xa-Ph1-Z, R-Ph3-G-Xa-Ph3-Z, R-Ph3-G-Xa-VO-Ph-Z, R-Ph3-G-Xa-VO-Ph1 -Z, R-Ph3-G-Xa-VO-Ph3-Z, R-Ph3-G-Xa-T-Ph-Z, R-Ph3-G-Xa-T-Ph1-Z, R-Ph3-G -Xa-T-Ph3-Z, R-Ph3-G-Xa-G-Ph-Z, R-Ph3-G-Xa-G-Ph1-Z, R-Ph3-G-Xa-G-Ph3-Z , R-Ph3-G-Xa-J-Ph-Z, R-Ph3-G-Xa-J-Ph1-Z, R-Ph3-G-Xa-J-Ph3-Z, R-Ph3-J-Xa -Ph-Z, R-Ph3-J-Xa-Ph1-Z, R-Ph3-J-Xa-Ph3-Z, R-Ph3-J-Xa-VO-Ph-Z, R-Ph3-J-Xa -VO-Ph1-Z, R-Ph3-J-Xa-VO-Ph3-Z, R-Ph3-J-Xa-T-Ph-Z, R-Ph3-J-Xa-T-Ph1-Z, R -Ph3-J-Xa-T-Ph3-Z, R-Ph3-J-Xa-G-Ph-Z, R-Ph3-J-Xa-G-Ph-1-Z,
[0023]
R-Ph3-J-Xa-G-Ph3-Z, R-Ph3-J-Xa-J-Ph-Z, R-Ph3-J-Xa-J-Ph1-Z, R-Ph3-J-Xa- J-Ph3-Z, R-Ph3-Xb-Ph-Z, R-Ph3-Xb-Ph1-Z, R-Ph3-Xb-Ph3-Z, R-Ph3-Xb-VO-Ph-Z, R- Ph3-Xb-VO-Ph1-Z, R-Ph3-Xb-VO-Ph3-Z, R-Ph3-Xb-T-Ph-Z, R-Ph3-Xb-T-Ph1-Z, R-Ph3- Xb-T-Ph3-Z, R-Ph3-Xb-G-Ph-Z, R-Ph3-Xb-G-Ph1-Z, R-Ph3-Xb-G-Ph3-Z, R-Ph3-Xb- J-Ph-Z, R-Ph3-Xb-J-Ph1-Z, R-Ph3-Xb-J-Ph3-Z, R-Ph3-VO-Xb-Ph-Z, R-Ph3-VO-Xb- Ph1-Z, R-Ph3-VO-Xb-Ph3-Z, R-Ph3-VO-Xb-VO-Ph-Z, R-Ph3-VO-Xb-VO-Ph1-Z, R-Ph3-VO- Xb-VO-Ph3-Z, R-Ph3-VO-Xb-T-Ph-Z, R-Ph3-VO-Xb-T-Ph1-Z, R-Ph3-VO-Xb-T-Ph3-Z, R-Ph3-VO-Xb-G-Ph-Z, R-Ph3-VO-Xb-G-Ph1-Z, R-Ph3-VO-Xb-G-Ph3-Z, R-Ph3-VO-Xb- J-Ph-Z, R-Ph3-VO-Xb-J-Ph1-Z, R-Ph3-VO-Xb-J-Ph3-Z, R-Ph3-2-Xb-Ph-Z, R-Ph3- 2-Xb-Ph1-Z, R-Ph3-2-Xb-Ph3-Z, R-Ph3-2-Xb-VO-Ph-Z, R-Ph3-2-Xb-VO-Ph1-Z, R- Ph3-2-Xb-VO-Ph3-Z, R-Ph3-2-Xb-T-Ph-Z, R-Ph3-2-Xb-T-Ph1-Z, R-Ph3-2-Xb-T- Ph3-Z, R-Ph3-2-Xb-G-Ph-Z, R-Ph3-2-Xb-G-Ph1-Z, R-Ph3-2-Xb-G-Ph3-Z, R-Ph3- 2-Xb-J-Ph-Z, R-Ph3-2-Xb-J-Ph1-Z, R-Ph3-2-Xb-J-Ph3-Z, R-Ph3-G-Xb- Ph-Z, R-Ph3-G-Xb-Ph1-Z, R-Ph3-G-Xb-Ph3-Z, R-Ph3-G-Xb-VO-Ph-Z, R-Ph3-G-Xb- VO-Ph1-Z, R-Ph3-G-Xb-VO-Ph3-Z, R-Ph3-G-Xb-T-Ph-Z, R-Ph3-G-Xb-T-Ph1-Z, R- Ph3-G-Xb-T-Ph3-Z, R-Ph3-G-Xb-G-Ph-Z, R-Ph3-G-Xb-G-Ph1-Z, R-Ph3-G-Xb-G- Ph3-Z, R-Ph3-G-Xb-J-Ph-Z, R-Ph3-G-Xb-J-Ph1-Z, R-Ph3-G-Xb-J-Ph3-Z, R-Ph3- J-Xb-Ph-Z, R-Ph3-J-Xb-Ph1-Z, R-Ph3-J-Xb-Ph3-Z, R-Ph3-J-Xb-VO-Ph-Z, R-Ph3- J-Xb-VO-Ph1-Z, R-Ph3-J-Xb-VO-Ph3-Z, R-Ph3-J-Xb-T-Ph-Z, R-Ph3-J-Xb-T-Ph1- Z, R-Ph3-J-Xb-T-Ph3-Z, R-Ph3-J-Xb-G-Ph-Z, R-Ph3-J-Xb-G-Ph1-Z, R-Ph3-J- Xb-G-Ph3-Z, R-Ph3-J-Xb-J-Ph-Z, R-Ph3-J-Xb-J-Ph1-Z, R-Ph3-J-Xb-J-Ph3-Z, R-Cy-Cy-Xa-Z, R-Cy-Cy-2-Xa-Z, R-Cy-Cy-VO-Xa-Z, R-Cy-Cy-T-Xa-Z, R-Cy- Cy-G-Xa-Z, R-Cy-Cy-J-Xa-Z, R-Cy-Cy-K-Xa-Z, R-Cy-Ph-Xa-Z, R-Cy-Ph-2- Xa-Z, R-Cy-Ph-VO-Xa-Z, R-Cy-Ph-T-Xa-Z, R-Cy-Ph-G-Xa-Z, R-Cy-Ph-J-Xa- Z, R-Cy-Ph-K-Xa-Z, R-Cy-Ph1-Xa-Z, R-Cy-Ph1-2-Xa-Z, R-Cy-Ph1-VO-Xa-Z, R- Cy-Ph1-T-Xa-Z, R-Cy-Ph1-G-Xa-Z, R-Cy-Ph1-J-Xa-Z, R-Cy-Ph1-K-Xa-Z, R-Cy- Ph3-Xa-Z, R-Cy-Ph3-2-Xa-Z, R- Cy-Ph3-VO-Xa-Z, R-Cy-Ph3-T-Xa-Z, R-Cy-Ph3-G-Xa-Z, R-Cy-Ph3-J-Xa-Z, R-Cy- Ph3-K-Xa-Z, R-Cy-Ph3-Xa-Z, R-Cy-Ph3-2-Xa-Z, R-Cy-Ph3-VO-Xa-Z, R-Cy-Ph3-T- Xa-Z, R-Cy-Ph3-G-Xa-Z, R-Cy-Ph3-J-Xa-Z, R-Cy-Ph3-K-Xa-Z,
[0024]
R-Cy-VO-Cy-Xa-Z, R-Cy-VO-Cy-2-Xa-Z, R-Cy-VO-Cy-VO-Xa-Z, R-Cy-VO-Cy-T- Xa-Z, R-Cy-VO-Cy-G-Xa-Z, R-Cy-VO-Cy-J-Xa-Z, R-Cy-VO-Cy-K-Xa-Z, R-Cy- VO-Ph-Xa-Z, R-Cy-VO-Ph-2-Xa-Z, R-Cy-VO-Ph-VO-Xa-Z, R-Cy-VO-Ph-T-Xa-Z, R-Cy-VO-Ph-G-Xa-Z, R-Cy-VO-Ph-J-Xa-Z, R-Cy-VO-Ph-K-Xa-Z, R-Cy-VO-Ph1- Xa-Z, R-Cy-VO-Ph1-2-Xa-Z, R-Cy-VO-Ph1-VO-Xa-Z, R-Cy-VO-Ph1-T-Xa-Z, R-Cy- VO-Ph1-G-Xa-Z, R-Cy-VO-Ph1-J-Xa-Z, R-Cy-VO-Ph1-K-Xa-Z, R-Cy-VO-Ph3-Xa-Z, R-Cy-VO-Ph3-2-Xa-Z, R-Cy-VO-Ph3-VO-Xa-Z, R-Cy-VO-Ph3-T-Xa-Z, R-Cy-VO-Ph3- G-Xa-Z, R-Cy-VO-Ph3-J-Xa-Z, R-Cy-VO-Ph3-K-Xa-Z, R-Cy-VO-Ph3-Xa-Z, R-Cy- VO-Ph3-2-Xa-Z, R-Cy-VO-Ph3-VO-Xa-Z, R-Cy-VO-Ph3-T-Xa-Z, R-Cy-VO-Ph3-G-Xa- Z, R-Cy-VO-Ph3-J-Xa-Z, R-Cy-VO-Ph3-K-Xa-Z, R-Cy-2-Cy-Xa-Z, R-Cy-2-Cy- 2-Xa-Z, R-Cy-2-Cy-VO-Xa-Z, R-Cy-2-Cy-T-Xa-Z, R-Cy-2-Cy-G-Xa-Z, R- Cy-2-Cy-J-Xa-Z, R-Cy-2-Cy-K-Xa-Z, R-Cy-2-Ph-Xa-Z, R-Cy-2-Ph-2-Xa- Z, R-Cy-2-Ph-VO-Xa-Z, R-Cy-2-Ph-T-Xa-Z, R-Cy-2-Ph-G-Xa-Z, R-Cy-2- Ph-J-Xa-Z, R-Cy-2-Ph-K-Xa-Z, R-Cy-2-Ph1-Xa-Z, R- Cy-2-Ph1-2-Xa-Z, R-Cy-2-Ph1-VO-Xa-Z, R-Cy-2-Ph1-T-Xa-Z, R-Cy-2-Ph1-G- Xa-Z, R-Cy-2-Ph1-J-Xa-Z, R-Cy-2-Ph1-K-Xa-Z, R-Cy-2-Ph3-Xa-Z, R-Cy-2- Ph3-2-Xa-Z, R-Cy-2-Ph3-VO-Xa-Z, R-Cy-2-Ph3-T-Xa-Z, R-Cy-2-Ph3-G-Xa-Z, R-Cy-2-Ph3-J-Xa-Z, R-Cy-2-Ph3-K-Xa-Z, R-Cy-2-Ph3-Xa-Z, R-Cy-2-Ph3-2- Xa-Z, R-Cy-2-Ph3-VO-Xa-Z, R-Cy-2-Ph3-T-Xa-Z, R-Cy-2-Ph3-G-Xa-Z, R-Cy- 2-Ph3-J-Xa-Z, R-Cy-2-Ph3-K-Xa-Z, R-Cy-J-Cy-Xa-Z, R-Cy-J-Cy-2-Xa-Z, R-Cy-J-Cy-VO-Xa-Z, R-Cy-J-Cy-T-Xa-Z, R-Cy-J-Cy-G-Xa-Z, R-Cy-J-Cy- J-Xa-Z, R-Cy-J-Cy-K-Xa-Z, R-Cy-J-Ph-Xa-Z, R-Cy-J-Ph-2-Xa-Z, R-Cy- J-Ph-VO-Xa-Z, R-Cy-J-Ph-T-Xa-Z, R-Cy-J-Ph-G-Xa-Z, R-Cy-J-Ph-J-Xa- Z, R-Cy-J-Ph-K-Xa-Z, R-Cy-J-Ph1-Xa-Z, R-Cy-J-Ph1-2-Xa-Z, R-Cy-J-Ph1- VO-Xa-Z, R-Cy-J-Ph1-T-Xa-Z, R-Cy-J-Ph1-G-Xa-Z, R-Cy-J-Ph1-J-Xa-Z, R- Cy-J-Ph1-K-Xa-Z, R-Cy-J-Ph3-Xa-Z, R-Cy-J-Ph3-2-Xa-Z, R-Cy-J-Ph3-VO-Xa- Z, R-Cy-J-Ph3-T-Xa-Z, R-Cy-J-Ph3-G-Xa-Z, R-Cy-J-Ph3-J-Xa-Z, R-Cy-J- Ph3-K-Xa-Z, R-Cy-J-Ph3-Xa-Z, R-Cy-J-Ph3-2-Xa-Z, R-Cy-J-Ph3-VO-Xa-Z, R- Cy-J-Ph3-T-Xa-Z, R-Cy-J-Ph3-G-Xa-Z, R-Cy-J-Ph3-J-Xa-Z,
[0025]
R-Cy-J-Ph3-K-Xa-Z, R-Ph-Cy-Xa-Z, R-Ph-Cy-2-Xa-Z, R-Ph-Cy-VO-Xa-Z, R- Ph-Cy-T-Xa-Z, R-Ph-Cy-G-Xa-Z, R-Ph-Cy-J-Xa-Z, R-Ph-Cy-K-Xa-Z, R-Ph- Ph-Xa-Z, R-Ph-Ph-2-Xa-Z, R-Ph-Ph-VO-Xa-Z, R-Ph-Ph-T-Xa-Z, R-Ph-Ph-G- Xa-Z, R-Ph-Ph-J-Xa-Z, R-Ph-Ph-K-Xa-Z, R-Ph-Ph1-Xa-Z, R-Ph-Ph1-2-Xa-Z, R-Ph-Ph1-VO-Xa-Z, R-Ph-Ph1-T-Xa-Z, R-Ph-Ph1-G-Xa-Z, R-Ph-Ph1-J-Xa-Z, R- Ph-Ph1-K-Xa-Z, R-Ph-Ph3-Xa-Z, R-Ph-Ph3-2-Xa-Z, R-Ph-Ph3-VO-Xa-Z, R-Ph-Ph3- T-Xa-Z, R-Ph-Ph3-G-Xa-Z, R-Ph-Ph3-J-Xa-Z, R-Ph-Ph3-K-Xa-Z, R-Ph-Ph3-Xa- Z, R-Ph-Ph3-2-Xa-Z, R-Ph-Ph3-VO-Xa-Z, R-Ph-Ph3-T-Xa-Z, R-Ph-Ph3-G-Xa-Z, R-Ph-Ph3-J-Xa-Z, R-Ph-Ph3-K-Xa-Z, R-Ph-VO-Cy-Xa-Z, R-Ph-VO-Cy-2-Xa-Z, R-Ph-VO-Cy-VO-Xa-Z, R-Ph-VO-Cy-T-Xa-Z, R-Ph-VO-Cy-G-Xa-Z, R-Ph-VO-Cy- J-Xa-Z, R-Ph-VO-Cy-K-Xa-Z, R-Ph-VO-Ph-Xa-Z, R-Ph-VO-Ph-2-Xa-Z, R-Ph- VO-Ph-VO-Xa-Z, R-Ph-VO-Ph-T-Xa-Z, R-Ph-VO-Ph-G-Xa-Z, R-Ph-VO-Ph-J-Xa- Z, R-Ph-VO-Ph-K-Xa-Z, R-Ph-VO-Ph1-Xa-Z, R-Ph-VO-Ph1-2-Xa-Z, R-Ph-VO-Ph1- VO-Xa-Z, R-Ph-VO-Ph1-T-Xa-Z, R-Ph-VO- Ph1-G-Xa-Z, R-Ph-VO-Ph1-J-Xa-Z, R-Ph-VO-Ph1-K-Xa-Z, R-Ph-VO-Ph3-Xa-Z, R- Ph-VO-Ph3-2-Xa-Z, R-Ph-VO-Ph3-VO-Xa-Z, R-Ph-VO-Ph3-T-Xa-Z, R-Ph-VO-Ph3-G- Xa-Z, R-Ph-VO-Ph3-J-Xa-Z, R-Ph-VO-Ph3-K-Xa-Z, R-Ph-VO-Ph3-Xa-Z, R-Ph-VO- Ph3-2-Xa-Z, R-Ph-VO-Ph3-VO-Xa-Z, R-Ph-VO-Ph3-T-Xa-Z, R-Ph-VO-Ph3-G-Xa-Z, R-Ph-VO-Ph3-J-Xa-Z, R-Ph-VO-Ph3-K-Xa-Z, R-Ph-2-Cy-Xa-Z, R-Ph-2-Cy-2- Xa-Z, R-Ph-2-Cy-VO-Xa-Z, R-Ph-2-Cy-T-Xa-Z, R-Ph-2-Cy-G-Xa-Z, R-Ph- 2-Cy-J-Xa-Z, R-Ph-2-Cy-K-Xa-Z, R-Ph-2-Ph-Xa-Z, R-Ph-2-Ph-2-Xa-Z, R-Ph-2-Ph-VO-Xa-Z, R-Ph-2-Ph-T-Xa-Z, R-Ph-2-Ph-G-Xa-Z, R-Ph-2-Ph- J-Xa-Z, R-Ph-2-Ph-K-Xa-Z, R-Ph-2-Ph1-Xa-Z, R-Ph-2-Ph1-2-Xa-Z, R-Ph- 2-Ph1-VO-Xa-Z, R-Ph-2-Ph1-T-Xa-Z, R-Ph-2-Ph1-G-Xa-Z, R-Ph-2-Ph1-J-Xa- Z, R-Ph-2-Ph1-K-Xa-Z, R-Ph-2-Ph3-Xa-Z, R-Ph-2-Ph3-2-Xa-Z, R-Ph-2-Ph3- VO-Xa-Z, R-Ph-2-Ph3-T-Xa-Z, R-Ph-2-Ph3-G-Xa-Z, R-Ph-2-Ph3-J-Xa-Z, R- Ph-2-Ph3-K-Xa-Z,
[0026]
R-Ph-2-Ph3-Xa-Z, R-Ph-2-Ph3-2-Xa-Z, R-Ph-2-Ph3-VO-Xa-Z, R-Ph-2-Ph3-T- Xa-Z, R-Ph-2-Ph3-G-Xa-Z, R-Ph-2-Ph3-J-Xa-Z, R-Ph-2-Ph3-K-Xa-Z, R-Ph- J-Cy-Xa-Z, R-Ph-J-Cy-2-Xa-Z, R-Ph-J-Cy-VO-Xa-Z, R-Ph-J-Cy-T-Xa-Z, R-Ph-J-Cy-G-Xa-Z, R-Ph-J-Cy-J-Xa-Z, R-Ph-J-Cy-K-Xa-Z, R-Ph-J-Ph- Xa-Z, R-Ph-J-Ph-2-Xa-Z, R-Ph-J-Ph-VO-Xa-Z, R-Ph-J-Ph-T-Xa-Z, R-Ph- J-Ph-G-Xa-Z, R-Ph-J-Ph-J-Xa-Z, R-Ph-J-Ph-K-Xa-Z, R-Ph-J-Ph1-Xa-Z, R-Ph-J-Ph1-2-Xa-Z, R-Ph-J-Ph1-VO-Xa-Z, R-Ph-J-Ph1-T-Xa-Z, R-Ph-J-Ph1- G-Xa-Z, R-Ph-J-Ph1-J-Xa-Z, R-Ph-J-Ph1-K-Xa-Z, R-Ph-J-Ph3-Xa-Z, R-Ph- J-Ph3-2-Xa-Z, R-Ph-J-Ph3-VO-Xa-Z, R-Ph-J-Ph3-T-Xa-Z, R-Ph-J-Ph3-G-Xa- Z, R-Ph-J-Ph3-J-Xa-Z, R-Ph-J-Ph3-K-Xa-Z, R-Ph-J-Ph3-Xa-Z, R-Ph-J-Ph3- 2-Xa-Z, R-Ph-J-Ph3-VO-Xa-Z, R-Ph-J-Ph3-T-Xa-Z, R-Ph-J-Ph3-G-Xa-Z, R- Ph-J-Ph3-J-Xa-Z, R-Ph-J-Ph3-K-Xa-Z, R-Ph3-Cy-Xa-Z, R-Ph3-Cy-2-Xa-Z, R- Ph3-Cy-VO-Xa-Z, R-Ph3-Cy-T-Xa-Z, R-Ph3-Cy-G-Xa-Z, R-Ph3-Cy-J-Xa-Z, R-Ph3- Cy-K-Xa-Z, R-Ph3-Ph-Xa-Z, R-Ph3-Ph-2-Xa-Z, R-Ph3-Ph-VO-Xa-Z, R- Ph3-Ph-T-Xa-Z, R-Ph3-Ph-G-Xa-Z, R-Ph3-Ph-J-Xa-Z, R-Ph3-Ph-K-Xa-Z, R-Ph3- Ph1-Xa-Z, R-Ph3-Ph1-2-Xa-Z, R-Ph3-Ph1-VO-Xa-Z, R-Ph3-Ph1-T-Xa-Z, R-Ph3-Ph1-G- Xa-Z, R-Ph3-Ph1-J-Xa-Z, R-Ph3-Ph1-K-Xa-Z, R-Ph3-Ph3-Xa-Z, R-Ph3-Ph3-2-Xa-Z, R-Ph3-Ph3-VO-Xa-Z, R-Ph3-Ph3-T-Xa-Z, R-Ph3-Ph3-G-Xa-Z, R-Ph3-Ph3-J-Xa-Z, R- Ph3-Ph3-K-Xa-Z, R-Ph3-Ph3-Xa-Z, R-Ph3-Ph3-2-Xa-Z, R-Ph3-Ph3-VO-Xa-Z, R-Ph3-Ph3- T-Xa-Z, R-Ph3-Ph3-G-Xa-Z, R-Ph3-Ph3-J-Xa-Z, R-Ph3-Ph3-K-Xa-Z,
[0027]
R-Ph3-VO-Cy-Xa-Z, R-Ph3-VO-Cy-2-Xa-Z, R-Ph3-VO-Cy-VO-Xa-Z, R-Ph3-VO-Cy-T- Xa-Z, R-Ph3-VO-Cy-G-Xa-Z, R-Ph3-VO-Cy-J-Xa-Z, R-Ph3-VO-Cy-K-Xa-Z, R-Ph3- VO-Ph-Xa-Z, R-Ph3-VO-Ph-2-Xa-Z, R-Ph3-VO-Ph-VO-Xa-Z, R-Ph3-VO-Ph-T-Xa-Z, R-Ph3-VO-Ph-G-Xa-Z, R-Ph3-VO-Ph-J-Xa-Z, R-Ph3-VO-Ph-K-Xa-Z, R-Ph3-VO-Ph1- Xa-Z, R-Ph3-VO-Ph1-2-Xa-Z, R-Ph3-VO-Ph1-VO-Xa-Z, R-Ph3-VO-Ph1-T-Xa-Z, R-Ph3- VO-Ph1-G-Xa-Z, R-Ph3-VO-Ph1-J-Xa-Z, R-Ph3-VO-Ph1-K-Xa-Z, R-Ph3-VO-Ph3-Xa-Z, R-Ph3-VO-Ph3-2-Xa-Z, R-Ph3-VO-Ph3-VO-Xa-Z, R-Ph3-VO-Ph3-T-Xa-Z, R-Ph3-VO-Ph3- G-Xa-Z, R-Ph3-VO-Ph3-J-Xa-Z, R-Ph3-VO-Ph3-K-Xa-Z, R-Ph3-VO-Ph3-Xa-Z, R-Ph3- VO-Ph3-2-Xa-Z, R-Ph3-VO-Ph3-VO-Xa-Z, R-Ph3-VO-Ph3-T-Xa-Z, R-Ph3-VO-Ph3-G-Xa- Z, R-Ph3-VO-Ph3-J-Xa-Z, R-Ph3-VO-Ph3-K-Xa-Z, R-Ph3-2-Cy-Xa-Z, R-Ph3-2-Cy- 2-Xa-Z, R-Ph3-2-Cy-VO-Xa-Z, R-Ph3-2-Cy-T-Xa-Z, R-Ph3-2-Cy-G-Xa-Z, R- Ph3-2-Cy-J-Xa-Z, R-Ph3-2-Cy-K-Xa-Z, R-Ph3-2-Ph-Xa-Z, R-Ph3-2-Ph-2-Xa- Z, R-Ph3-2-Ph-VO-Xa-Z, R-Ph3-2-Ph-T-Xa-Z, R-Ph3-2-Ph-G-Xa-Z, R-Ph3-2- Ph- J-Xa-Z, R-Ph3-2-Ph-K-Xa-Z, R-Ph3-2-Ph1-Xa-Z, R-Ph3-2-Ph1-2-Xa-Z, R-Ph3- 2-Ph1-VO-Xa-Z, R-Ph3-2-Ph1-T-Xa-Z, R-Ph3-2-Ph1-G-Xa-Z, R-Ph3-2-Ph1-J-Xa- Z, R-Ph3-2-Ph1-K-Xa-Z, R-Ph3-2-Ph3-Xa-Z, R-Ph3-2-Ph3-2-Xa-Z, R-Ph3-2-Ph3- VO-Xa-Z, R-Ph3-2-Ph3-T-Xa-Z, R-Ph3-2-Ph3-G-Xa-Z, R-Ph3-2-Ph3-J-Xa-Z, R- Ph3-2-Ph3-K-Xa-Z, R-Ph3-2-Ph3-Xa-Z, R-Ph3-2-Ph3-2-Xa-Z, R-Ph3-2-Ph3-VO-Xa- Z, R-Ph3-2-Ph3-T-Xa-Z, R-Ph3-2-Ph3-G-Xa-Z, R-Ph3-2-Ph3-J-Xa-Z, R-Ph3-2- Ph3-K-Xa-Z, R-Ph3-J-Cy-Xa-Z, R-Ph3-J-Cy-2-Xa-Z, R-Ph3-J-Cy-VO-Xa-Z, R- Ph3-J-Cy-T-Xa-Z, R-Ph3-J-Cy-G-Xa-Z, R-Ph3-J-Cy-J-Xa-Z, R-Ph3-J-Cy-K- Xa-Z, R-Ph3-J-Ph-Xa-Z, R-Ph3-J-Ph-2-Xa-Z, R-Ph3-J-Ph-VO-Xa-Z, R-Ph3-J- Ph-T-Xa-Z, R-Ph3-J-Ph-G-Xa-Z, R-Ph3-J-Ph-J-Xa-Z, R-Ph3-J-Ph-K-Xa-Z, R-Ph3-J-Ph1-Xa-Z, R-Ph3-J-Ph1-2-Xa-Z, R-Ph3-J-Ph1-VO-Xa-Z, R-Ph3-J-Ph1-T- Xa-Z, R-Ph3-J-Ph1-G-Xa-Z, R-Ph3-J-Ph1-J-Xa-Z, R-Ph3-J-Ph1-K-Xa-Z, R-Ph3- J-Ph3-Xa-Z, R-Ph3-J-Ph3-2-Xa-Z, R-Ph3-J-Ph3-VO-Xa-Z, R-Ph3-J-Ph3-T-Xa-Z, R-Ph3-J-Ph3-G-Xa-Z, R-Ph3 -J-Ph3-J-Xa-Z, R-Ph3-J-Ph3-K-Xa-Z, R-Ph3-J-Ph3-Xa-Z, R-Ph3-J-Ph3-2-Xa-Z , R-Ph3-J-Ph3-VO-Xa-Z, R-Ph3-J-Ph3-T-Xa-Z, R-Ph3-J-Ph3-G-Xa-Z, R-Ph3-J-Ph3 -J-Xa-Z, R-Ph3-J-Ph3-K-Xa-Z, R-By-Cy-Xa-Z, R-By-Cy-2-Xa-Z, R-By-Cy-VO -Xa-Z, R-By-Cy-T-Xa-Z, R-By-Cy-G-Xa-Z, R-By-Cy-J-Xa-Z, R-By-Cy-K-Xa -Z, R-By-Ph-Xa-Z, R-By-Ph-2-Xa-Z, R-By-Ph-VO-Xa-Z, R-By-Ph-T-Xa-Z, R -By-Ph-G-Xa-Z, R-By-Ph-J-Xa-Z, R-By-Ph-K-Xa-Z, R-By-Ph1-Xa-Z, R-By-Ph1 -2-Xa-Z, R-By-Ph1-VO-Xa-Z, R-By-Ph1-T-Xa-Z, R-By-Ph1-G-Xa-Z, R-By-Ph1-J -Xa-Z, R-By-Ph1-K-Xa-Z, R-By-Ph3-Xa-Z, R-By-Ph3-2-Xa-Z, R-By-Ph3-VO-Xa-Z , R-By-Ph3-T-Xa-Z, R-By-Ph3-G-Xa-Z, R-By-Ph3-J-Xa-Z, R-By-Ph3-K-Xa-Z, R -By-Ph3-Xa-Z, R-By-Ph3-2-Xa-Z, R-By-Ph3-VO-Xa-Z, R-By-Ph3-T-Xa-Z, R-By-Ph3 -G-Xa-Z, R-By-Ph3-J-Xa-Z,
[0028]
R-By-Ph3-K-Xa-Z, R-By-VO-Cy-Xa-Z, R-By-VO-Cy-2-Xa-Z, R-By-VO-Cy-VO-Xa- Z, R-By-VO-Cy-T-Xa-Z, R-By-VO-Cy-G-Xa-Z, R-By-VO-Cy-J-Xa-Z, R-By-VO- Cy-K-Xa-Z, R-By-VO-Ph-Xa-Z, R-By-VO-Ph-2-Xa-Z, R-By-VO-Ph-VO-Xa-Z, R- By-VO-Ph-T-Xa-Z, R-By-VO-Ph-G-Xa-Z, R-By-VO-Ph-J-Xa-Z, R-By-VO-Ph-K- Xa-Z, R-By-VO-Ph1-Xa-Z, R-By-VO-Ph1-2-Xa-Z, R-By-VO-Ph1-VO-Xa-Z, R-By-VO- Ph1-T-Xa-Z, R-By-VO-Ph1-G-Xa-Z, R-By-VO-Ph1-J-Xa-Z, R-By-VO-Ph1-K-Xa-Z, R-By-VO-Ph3-Xa-Z, R-By-VO-Ph3-2-Xa-Z, R-By-VO-Ph3-VO-Xa-Z, R-By-VO-Ph3-T- Xa-Z, R-By-VO-Ph3-G-Xa-Z, R-By-VO-Ph3-J-Xa-Z, R-By-VO-Ph3-K-Xa-Z, R-By- VO-Ph3-Xa-Z, R-By-VO-Ph3-2-Xa-Z, R-By-VO-Ph3-VO-Xa-Z, R-By-VO-Ph3-T-Xa-Z, R-By-VO-Ph3-G-Xa-Z, R-By-VO-Ph3-J-Xa-Z, R-By-VO-Ph3-K-Xa-Z, R-By-2-Cy- Xa-Z, R-By-2-Cy-2-Xa-Z, R-By-2-Cy-VO-Xa-Z, R-By-2-Cy-T-Xa-Z, R-By- 2-Cy-G-Xa-Z, R-By-2-Cy-J-Xa-Z, R-By-2-Cy-K-Xa-Z, R-By-2-Ph-Xa-Z, R-By-2-Ph-2-Xa-Z, R-By-2-Ph-VO-Xa-Z, R-By-2-Ph-T-Xa-Z, R-By-2-Ph- G-Xa-Z, R-By-2-Ph-J-Xa-Z, R-By-2-Ph-K-Xa-Z, R- By-2-Ph1-Xa-Z, R-By-2-Ph1-2-Xa-Z, R-By-2-Ph1-VO-Xa-Z, R-By-2-Ph1-T-Xa- Z, R-By-2-Ph1-G-Xa-Z, R-By-2-Ph1-J-Xa-Z, R-By-2-Ph1-K-Xa-Z, R-By-2- Ph3-Xa-Z, R-By-2-Ph3-2-Xa-Z, R-By-2-Ph3-VO-Xa-Z, R-By-2-Ph3-T-Xa-Z, R- By-2-Ph3-G-Xa-Z, R-By-2-Ph3-J-Xa-Z, R-By-2-Ph3-K-Xa-Z, R-By-2-Ph3-Xa- Z, R-By-2-Ph3-2-Xa-Z, R-By-2-Ph3-VO-Xa-Z, R-By-2-Ph3-T-Xa-Z, R-By-2- Ph3-G-Xa-Z, R-By-2-Ph3-J-Xa-Z, R-By-2-Ph3-K-Xa-Z, R-By-J-Cy-Xa-Z, R- By-J-Cy-2-Xa-Z, R-By-J-Cy-VO-Xa-Z, R-By-J-Cy-T-Xa-Z, R-By-J-Cy-G- Xa-Z, R-By-J-Cy-J-Xa-Z, R-By-J-Cy-K-Xa-Z, R-By-J-Ph-Xa-Z, R-By-J- Ph-2-Xa-Z, R-By-J-Ph-VO-Xa-Z, R-By-J-Ph-T-Xa-Z, R-By-J-Ph-G-Xa-Z, R-By-J-Ph-J-Xa-Z, R-By-J-Ph-K-Xa-Z, R-By-J-Ph1-Xa-Z, R-By-J-Ph1-2- Xa-Z, R-By-J-Ph1-VO-Xa-Z, R-By-J-Ph1-T-Xa-Z, R-By-J-Ph1-G-Xa-Z, R-By- J-Ph1-J-Xa-Z, R-By-J-Ph1-K-Xa-Z, R-By-J-Ph3-Xa-Z, R-By-J-Ph3-2-Xa-Z, R-By-J-Ph3-VO-Xa-Z, R-By-J-Ph3-T-Xa-Z, R-By-J-Ph3-G-Xa-Z, R-By-J-Ph3- J-Xa-Z, R-By-J-Ph3-K-Xa-Z, R-By-J-Ph3-Xa-Z, R-By-J-Ph3-2-Xa-Z, R-By- J-Ph3-VO-Xa-Z,
[0029]
R-By-J-Ph3-T-Xa-Z, R-By-J-Ph3-G-Xa-Z, R-By-J-Ph3-J-Xa-Z, R-By-J-Ph3- K-Xa-Z, R-Cy-2-Cy-2-Xa-T-Ph-Z, R-Cy-2-Cy-2-Xa-T-Ph1-Z, R-Cy-2-Cy- 2-Xa-T-Ph3-Z, R-Cy-2-Cy-J-Xa-T-Ph-Z, R-Cy-2-Cy-J-Xa-T-Ph1-Z, R-Cy- 2-Cy-J-Xa-T-Ph3-Z, R-Cy-2-Cy-Xa-T-Ph-Z, R-Cy-2-Cy-Xa-T-Ph1-Z, R-Cy- 2-Cy-Xa-T-Ph3-Z, R-Cy-Cy-2-Xa-T-Ph-Z, R-Cy-Cy-2-Xa-T-Ph1-Z, R-Cy-Cy- 2-Xa-T-Ph3-Z, R-Cy-Cy-J-Xa-T-Ph-Z, R-Cy-Cy-J-Xa-T-Ph1-Z, R-Cy-Cy-J- Xa-T-Ph3-Z, R-Cy-Cy-Xa-T-Ph-Z, R-Cy-Cy-Xa-T-Ph1-Z, R-Cy-Cy-Xa-T-Ph3-Z, R-Cy-2-Cy-2-Xa-VO-Ph-Z, R-Cy-2-Cy-2-Xa-VO-Ph1-Z, R-Cy-2-Cy-2-Xa-VO- Ph3-Z, R-Cy-2-Cy-J-Xa-VO-Ph-Z, R-Cy-2-Cy-J-Xa-VO-Ph1-Z, R-Cy-2-Cy-J- Xa-VO-Ph3-Z, R-Cy-2-Cy-Xa-VO-Ph-Z, R-Cy-2-Cy-Xa-VO-Ph1-Z, R-Cy-2-Cy-Xa- VO-Ph3-Z, R-Cy-Cy-2-Xa-VO-Ph-Z, R-Cy-Cy-2-Xa-VO-Ph1-Z, R-Cy-Cy-2-Xa-VO- Ph3-Z, R-Cy-Cy-J-Xa-VO-Ph-Z, R-Cy-Cy-J-Xa-VO-Ph1-Z, R-Cy-Cy-J-Xa-VO-Ph3- Z, R-Cy-Cy-Xa-VO-Ph-Z, R-Cy-Cy-Xa-VO-Ph1-Z, R-Cy-Cy-Xa-VO-Ph3-Z, R-Cy-2- Cy-2-Xa-Cy-Z, R-Cy-2-Cy-2-Xa-Ph-Z, R-Cy-2-Cy-2-Xa-Ph1-Z, R-Cy-2- Cy-2-Xa-Ph3-Z, R-Cy-2-Cy-J-Xa-Cy-Z, R-Cy-2-Cy-J-Xa-Ph-Z, R-Cy-2-Cy- J-Xa-Ph1-Z, R-Cy-2-Cy-J-Xa-Ph3-Z, R-Cy-2-Cy-Xa-Cy-Z, R-Cy-2-Cy-Xa-Ph- Z, R-Cy-2-Cy-Xa-Ph1-Z, R-Cy-2-Cy-Xa-Ph3-Z, R-Cy-Cy-2-Xa-Cy-Z, R-Cy-Cy- 2-Xa-Ph-Z, R-Cy-Cy-2-Xa-Ph1-Z, R-Cy-Cy-2-Xa-Ph3-Z, R-Cy-Cy-J-Xa-Cy-Z, R-Cy-Cy-J-Xa-Ph-Z, R-Cy-Cy-J-Xa-Ph1-Z, R-Cy-Cy-J-Xa-Ph3-Z, R-Cy-Cy-Xa- Cy-Z, R-Cy-Cy-Xa-Ph-Z, R-Cy-Cy-Xa-Ph1-Z, R-Cy-Cy-Xa-Ph3-Z, R-Cy-2-Ph-2- Xa-T-Ph-Z, R-Cy-2-Ph-2-Xa-T-Ph1-Z, R-Cy-2-Ph-2-Xa-T-Ph3-Z, R-Cy-2- Ph-T-Xa-T-Ph-Z, R-Cy-2-Ph-T-Xa-T-Ph1-Z, R-Cy-2-Ph-T-Xa-T-Ph3-Z,
R-Cy-2-Ph-Xa-T-Ph-Z, R-Cy-2-Ph-Xa-T-Ph1-Z, R-Cy-2-Ph-Xa-T-Ph3-Z, R- Cy-T-Ph-2-Xa-T-Ph-Z, R-Cy-T-Ph-2-Xa-T-Ph1-Z, R-Cy-T-Ph-2-Xa-T-Ph3- Z, R-Cy-T-Ph-T-Xa-T-Ph-Z, R-Cy-T-Ph-T-Xa-T-Ph1-Z, R-Cy-T-Ph-T-Xa- T-Ph3-Z, R-Cy-T-Ph-Xa-T-Ph-Z, R-Cy-T-Ph-Xa-T-Ph1-Z, R-Cy-T-Ph-Xa-T- Ph3-Z, R-Cy-Ph-2-Xa-T-Ph-Z, R-Cy-Ph-2-Xa-T-Ph1-Z, R-Cy-Ph-2-Xa-T-Ph3- Z, R-Cy-Ph-T-Xa-T-Ph-Z, R-Cy-Ph-T-Xa-T-Ph1-Z, R-Cy-Ph-T-Xa-T-Ph3-Z, R-Cy-Ph-Xa-T-Ph-Z,
R-Cy-Ph-Xa-T-Ph1-Z, R-Cy-Ph-Xa-T-Ph3-Z, R-Cy-2-Ph-2-Xa-VO-Ph-Z, R-Cy- 2-Ph-2-Xa-VO-Ph1-Z, R-Cy-2-Ph-2-Xa-VO-Ph3-Z, R-Cy-2-Ph-T-Xa-VO-Ph-Z, R-Cy-2-Ph-T-Xa-VO-Ph1-Z, R-Cy-2-Ph-T-Xa-VO-Ph3-Z, R-Cy-2-Ph-Xa-VO-Ph- Z, R-Cy-2-Ph-Xa-VO-Ph1-Z, R-Cy-2-Ph-Xa-VO-Ph3-Z, R-Cy-T-Ph-2-Xa-VO-Ph- Z, R-Cy-T-Ph-2-Xa-VO-Ph1-Z, R-Cy-T-Ph-2-Xa-VO-Ph3-Z, R-Cy-T-Ph-T-Xa- VO-Ph-Z, R-Cy-T-Ph-T-Xa-VO-Ph1-Z, R-Cy-T-Ph-T-Xa-VO-Ph3-Z, R-Cy-T-Ph- Xa-VO-Ph-Z, R-Cy-T-Ph-Xa-VO-Ph1-Z, R-Cy-T-Ph-Xa-VO-Ph3-Z, R-Cy-Ph-2-Xa- VO-Ph-Z, R-Cy-Ph-2-Xa-VO-Ph1-Z, R-Cy-Ph-2-Xa-VO-Ph3-Z, R-Cy-Ph-T-Xa-VO- Ph-Z, R-Cy-Ph-T-Xa-VO-Ph1-Z, R-Cy-Ph-T-Xa-VO-Ph3-Z, R-Cy-Ph-Xa-VO-Ph-Z, R-Cy-Ph-Xa-VO-Ph1-Z, R-Cy-Ph-Xa-VO-Ph3-Z, R-Cy-2-Ph-2-Xa-Cy-Z, R-Cy-2- Ph-2-Xa-Ph-Z, R-Cy-2-Ph-2-Xa-Ph1-Z, R-Cy-2-Ph-2-Xa-Ph3-Z, R-Cy-2-Ph- T-Xa-Cy-Z, R-Cy-2-Ph-T-Xa-Ph-Z, R-Cy-2-Ph-T-Xa-Ph1-Z, R-Cy-2-Ph-T- Xa-Ph3-Z, R-Cy-2-Ph-Xa-Cy-Z, R-Cy-2-Ph-Xa-Ph-Z, R-Cy-2-Ph-Xa-Ph1-Z, R- Cy-2-Ph-Xa-Ph3-Z, R-Cy-T-Ph-2-Xa-Cy-Z, R-Cy-T-Ph-2-Xa-Ph -Z, R-Cy-T-Ph-2-Xa-Ph1-Z, R-Cy-T-Ph-2-Xa-Ph3-Z, R-Cy-T-Ph-T-Xa-Cy-Z , R-Cy-T-Ph-T-Xa-Ph-Z, R-Cy-T-Ph-T-Xa-Ph1-Z, R-Cy-T-Ph-T-Xa-Ph3-Z, R -Cy-T-Ph-Xa-Cy-Z, R-Cy-T-Ph-Xa-Ph-Z, R-Cy-T-Ph-Xa-Ph1-Z, R-Cy-T-Ph-Xa -Ph3-Z, R-Cy-Ph-2-Xa-Cy-Z, R-Cy-Ph-2-Xa-Ph-Z, R-Cy-Ph-2-Xa-Ph1-Z, R-Cy -Ph-2-Xa-Ph3-Z,
[0030]
R-Cy-Ph-T-Xa-Cy-Z, R-Cy-Ph-T-Xa-Ph-Z, R-Cy-Ph-T-Xa-Ph1-Z, R-Cy-Ph-T- Xa-Ph3-Z, R-Cy-Ph-Xa-Cy-Z, R-Cy-Ph-Xa-Ph-Z, R-Cy-Ph-Xa-Ph1-Z, R-Cy-Ph-Xa- Ph3-Z, R-Cy-2-Ph1-2-Xa-T-Ph-Z, R-Cy-2-Ph1-2-Xa-T-Ph1-Z, R-Cy-2-Ph1-2- Xa-T-Ph3-Z, R-Cy-2-Ph1-T-Xa-T-Ph-Z, R-Cy-2-Ph1-T-Xa-T-Ph1-Z, R-Cy-2- Ph1-T-Xa-T-Ph3-Z, R-Cy-2-Ph1-Xa-T-Ph-Z, R-Cy-2-Ph1-Xa-T-Ph1-Z, R-Cy-2- Ph1-Xa-T-Ph3-Z, R-Cy-T-Ph1-2-Xa-T-Ph-Z, R-Cy-T-Ph1-2-Xa-T-Ph1-Z, R-Cy- T-Ph1-2-Xa-T-Ph3-Z, R-Cy-T-Ph1-T-Xa-T-Ph-Z, R-Cy-T-Ph1-T-Xa-T-Ph1-Z, R-Cy-T-Ph1-T-Xa-T-Ph3-Z, R-Cy-T-Ph1-Xa-T-Ph-Z, R-Cy-T-Ph1-Xa-T-Ph1-Z, R-Cy-T-Ph1-Xa-T-Ph3-Z, R-Cy-Ph1-2-Xa-T-Ph-Z, R-Cy-Ph1-2-Xa-T-Ph1-Z, R- Cy-Ph1-2-Xa-T-Ph3-Z, R-Cy-Ph1-T-Xa-T-Ph-Z, R-Cy-Ph1-T-Xa-T-Ph1-Z, R-Cy- Ph1-T-Xa-T-Ph3-Z, R-Cy-Ph1-Xa-T-Ph-Z, R-Cy-Ph1-Xa-T-Ph1-Z, R-Cy-Ph1-Xa-T- Ph3-Z, R-Cy-2-Ph1-2-Xa-VO-Ph-Z, R-Cy-2-Ph1-2-Xa-VO-Ph1-Z, R-Cy-2-Ph1-2- Xa-VO-Ph3-Z, R-Cy-2-Ph1-T-Xa-VO-Ph-Z, R-Cy-2-Ph1-T-Xa-VO-Ph1-Z, R-Cy-2- Ph1-T-Xa-VO-Ph3-Z, R-Cy-2-Ph1-Xa-VO-Ph-Z, RC y-2-Ph1-Xa-VO-Ph1-Z, R-Cy-2-Ph1-Xa-VO-Ph3-Z, R-Cy-T-Ph1-2-Xa-VO-Ph-Z, R- Cy-T-Ph1-2-Xa-VO-Ph1-Z, R-Cy-T-Ph1-2-Xa-VO-Ph3-Z, R-Cy-T-Ph1-T-Xa-VO-Ph- Z, R-Cy-T-Ph1-T-Xa-VO-Ph1-Z, R-Cy-T-Ph1-T-Xa-VO-Ph3-Z, R-Cy-T-Ph1-Xa-VO- Ph-Z, R-Cy-T-Ph1-Xa-VO-Ph1-Z, R-Cy-T-Ph1-Xa-VO-Ph3-Z, R-Cy-Ph1-2-Xa-VO-Ph- Z, R-Cy-Ph1-2-Xa-VO-Ph1-Z, R-Cy-Ph1-2-Xa-VO-Ph3-Z, R-Cy-Ph1-T-Xa-VO-Ph-Z, R-Cy-Ph1-T-Xa-VO-Ph1-Z, R-Cy-Ph1-T-Xa-VO-Ph3-Z, R-Cy-Ph1-Xa-VO-Ph-Z, R-Cy- Ph1-Xa-VO-Ph1-Z, R-Cy-Ph1-Xa-VO-Ph3-Z, R-Cy-2-Ph1-2-Xa-Cy-Z, R-Cy-2-Ph1-2- Xa-Ph-Z, R-Cy-2-Ph1-2-Xa-Ph1-Z, R-Cy-2-Ph1-2-Xa-Ph3-Z, R-Cy-2-Ph1-T-Xa- Cy-Z, R-Cy-2-Ph1-T-Xa-Ph-Z, R-Cy-2-Ph1-T-Xa-Ph1-Z, R-Cy-2-Ph1-T-Xa-Ph3- Z, R-Cy-2-Ph1-Xa-Cy-Z, R-Cy-2-Ph1-Xa-Ph-Z, R-Cy-2-Ph1-Xa-Ph1-Z, R-Cy-2- Ph1-Xa-Ph3-Z, R-Cy-T-Ph1-2-Xa-Cy-Z, R-Cy-T-Ph1-2-Xa-Ph-Z, R-Cy-T-Ph1-2- Xa-Ph1-Z, R-Cy-T-Ph1-2-Xa-Ph3-Z, R-Cy-T-Ph1-T-Xa-Cy-Z, R-Cy-T-Ph1-T-Xa- Ph-Z,
[0031]
R-Cy-T-Ph1-T-Xa-Ph1-Z, R-Cy-T-Ph1-T-Xa-Ph3-Z, R-Cy-T-Ph1-Xa-Cy-Z, R-Cy- T-Ph1-Xa-Ph-Z, R-Cy-T-Ph1-Xa-Ph1-Z, R-Cy-T-Ph1-Xa-Ph3-Z, R-Cy-Ph1-2-Xa-Cy- Z, R-Cy-Ph1-2-Xa-Ph-Z, R-Cy-Ph1-2-Xa-Ph1-Z, R-Cy-Ph1-2-Xa-Ph3-Z, R-Cy-Ph1- T-Xa-Cy-Z, R-Cy-Ph1-T-Xa-Ph-Z, R-Cy-Ph1-T-Xa-Ph1-Z, R-Cy-Ph1-T-Xa-Ph3-Z, R-Cy-Ph1-Xa-Cy-Z, R-Cy-Ph1-Xa-Ph-Z, R-Cy-Ph1-Xa-Ph1-Z, R-Cy-Ph1-Xa-Ph3-Z, R- Cy-T-Ph3-2-Xa-T-Ph-Z, R-Cy-T-Ph3-2-Xa-T-Ph1-Z, R-Cy-T-Ph3-2-Xa-T-Ph3- Z, R-Cy-T-Ph3-T-Xa-T-Ph-Z, R-Cy-T-Ph3-T-Xa-T-Ph1-Z, R-Cy-T-Ph3-T-Xa- T-Ph3-Z, R-Cy-T-Ph3-Xa-T-Ph-Z, R-Cy-T-Ph3-Xa-T-Ph1-Z, R-Cy-T-Ph3-Xa-T- Ph3-Z, R-Cy-Ph3-2-Xa-T-Ph-Z, R-Cy-Ph3-2-Xa-T-Ph1-Z, R-Cy-Ph3-2-Xa-T-Ph3- Z, R-Cy-Ph3-T-Xa-T-Ph-Z, R-Cy-Ph3-T-Xa-T-Ph1-Z, R-Cy-Ph3-T-Xa-T-Ph3-Z, R-Cy-Ph3-Xa-T-Ph-Z, R-Cy-Ph3-Xa-T-Ph1-Z, R-Cy-Ph3-Xa-T-Ph3-Z, R-Cy-T-Ph3- 2-Xa-VO-Ph-Z, R-Cy-T-Ph3-2-Xa-VO-Ph1-Z, R-Cy-T-Ph3-2-Xa-VO-Ph3-Z, R-Cy- T-Ph3-T-Xa-VO-Ph-Z, R-Cy-T-Ph3-T-Xa-VO-Ph1-Z, R-Cy-T-Ph3-T-Xa-VO-Ph3-Z, R-Cy-T-Ph3-Xa-VO-Ph-Z, R-Cy-T-Ph3-Xa-VO-Ph1-Z, R-Cy-T-Ph3-Xa-VO-Ph3-Z, R-Cy-Ph3-2-Xa-VO-Ph-Z, R- Cy-Ph3-2-Xa-VO-Ph1-Z, R-Cy-Ph3-2-Xa-VO-Ph3-Z, R-Cy-Ph3-T-Xa-VO-Ph-Z, R-Cy- Ph3-T-Xa-VO-Ph1-Z, R-Cy-Ph3-T-Xa-VO-Ph3-Z, R-Cy-Ph3-Xa-VO-Ph-Z, R-Cy-Ph3-Xa- VO-Ph1-Z, R-Cy-Ph3-Xa-VO-Ph3-Z, R-Cy-T-Ph3-2-Xa-Cy-Z, R-Cy-T-Ph3-2-Xa-Ph- Z, R-Cy-T-Ph3-2-Xa-Ph1-Z, R-Cy-T-Ph3-2-Xa-Ph3-Z, R-Cy-T-Ph3-T-Xa-Cy-Z, R-Cy-T-Ph3-T-Xa-Ph-Z, R-Cy-T-Ph3-T-Xa-Ph1-Z, R-Cy-T-Ph3-T-Xa-Ph3-Z, R- Cy-T-Ph3-Xa-Cy-Z, R-Cy-T-Ph3-Xa-Ph-Z, R-Cy-T-Ph3-Xa-Ph1-Z, R-Cy-T-Ph3-Xa- Ph3-Z, R-Cy-Ph3-2-Xa-Cy-Z, R-Cy-Ph3-2-Xa-Ph-Z, R-Cy-Ph3-2-Xa-Ph1-Z, R-Cy- Ph3-2-Xa-Ph3-Z, R-Cy-Ph3-T-Xa-Cy-Z, R-Cy-Ph3-T-Xa-Ph-Z, R-Cy-Ph3-T-Xa-Ph1- Z, R-Cy-Ph3-T-Xa-Ph3-Z, R-Cy-Ph3-Xa-Cy-Z, R-Cy-Ph3-Xa-Ph-Z, R-Cy-Ph3-Xa-Ph1- Z, R-Cy-Ph3-Xa-Ph3-Z
[0032]
R-Ph-2-Cy-2-Xa-T-Ph-Z, R-Ph-2-Cy-2-Xa-T-Ph1-Z, R-Ph-2-Cy-2-Xa-T- Ph3-Z, R-Ph-2-Cy-J-Xa-T-Ph-Z, R-Ph-2-Cy-J-Xa-T-Ph1-Z, R-Ph-2-Cy-J- Xa-T-Ph3-Z, R-Ph-2-Cy-Xa-T-Ph-Z, R-Ph-2-Cy-Xa-T-Ph1-Z, R-Ph-2-Cy-Xa- T-Ph3-Z, R-Ph-Cy-2-Xa-T-Ph-Z, R-Ph-Cy-2-Xa-T-Ph1-Z, R-Ph-Cy-2-Xa-T- Ph3-Z, R-Ph-Cy-J-Xa-T-Ph-Z, R-Ph-Cy-J-Xa-T-Ph1-Z, R-Ph-Cy-J-Xa-T-Ph3- Z, R-Ph-Cy-Xa-T-Ph-Z, R-Ph-Cy-Xa-T-Ph1-Z, R-Ph-Cy-Xa-T-Ph3-Z, R-Ph-2- Cy-2-Xa-VO-Ph-Z, R-Ph-2-Cy-2-Xa-VO-Ph1-Z, R-Ph-2-Cy-2-Xa-VO-Ph3-Z, R- Ph-2-Cy-J-Xa-VO-Ph-Z, R-Ph-2-Cy-J-Xa-VO-Ph1-Z, R-Ph-2-Cy-J-Xa-VO-Ph3- Z, R-Ph-2-Cy-Xa-VO-Ph-Z, R-Ph-2-Cy-Xa-VO-Ph1-Z, R-Ph-2-Cy-Xa-VO-Ph3-Z, R-Ph-Cy-2-Xa-VO-Ph-Z, R-Ph-Cy-2-Xa-VO-Ph1-Z, R-Ph-Cy-2-Xa-VO-Ph3-Z, R- Ph-Cy-J-Xa-VO-Ph-Z, R-Ph-Cy-J-Xa-VO-Ph1-Z, R-Ph-Cy-J-Xa-VO-Ph3-Z, R-Ph- Cy-Xa-VO-Ph-Z, R-Ph-Cy-Xa-VO-Ph1-Z, R-Ph-Cy-Xa-VO-Ph3-Z, R-Ph-2-Cy-2-Xa- Cy-Z, R-Ph-2-Cy-2-Xa-Ph-Z, R-Ph-2-Cy-2-Xa-Ph1-Z, R-Ph-2-Cy-2-Xa-Ph3- Z, R-Ph-2-Cy-J-Xa-Cy-Z, R-Ph-2-Cy-J-Xa-Ph-Z, R-Ph-2-Cy-J-Xa-Ph1-Z , R-Ph-2-Cy-J-Xa-Ph3-Z, R-Ph-2-Cy-Xa-Cy-Z, R-Ph-2-Cy-Xa-Ph-Z, R-Ph-2 -Cy-Xa-Ph1-Z, R-Ph-2-Cy-Xa-Ph3-Z, R-Ph-Cy-2-Xa-Cy-Z, R-Ph-Cy-2-Xa-Ph-Z , R-Ph-Cy-2-Xa-Ph1-Z, R-Ph-Cy-2-Xa-Ph3-Z, R-Ph-Cy-J-Xa-Cy-Z, R-Ph-Cy-J -Xa-Ph-Z, R-Ph-Cy-J-Xa-Ph1-Z, R-Ph-Cy-J-Xa-Ph3-Z, R-Ph-Cy-Xa-Cy-Z, R-Ph -Cy-Xa-Ph-Z, R-Ph-Cy-Xa-Ph1-Z, R-Ph-Cy-Xa-Ph3-Z, R-Ph-T-Ph-2-Xa-T-Ph-Z , R-Ph-T-Ph-2-Xa-T-Ph1-Z, R-Ph-T-Ph-2-Xa-T-Ph3-Z, R-Ph-T-Ph-T-Xa-T -Ph-Z, R-Ph-T-Ph-T-Xa-T-Ph1-Z, R-Ph-T-Ph-T-Xa-T-Ph3-Z, R-Ph-T-Ph-Xa -T-Ph-Z, R-Ph-T-Ph-Xa-T-Ph1-Z, R-Ph-T-Ph-Xa-T-Ph3-Z, R-Ph-Ph-2-Xa-T -Ph-Z, R-Ph-Ph-2-Xa-T-Ph1-Z, R-Ph-Ph-2-Xa-T-Ph3-Z, R-Ph-Ph-T-Xa-T-Ph -Z, R-Ph-Ph-T-Xa-T-Ph1-Z, R-Ph-Ph-T-Xa-T-Ph3-Z, R-Ph-Ph-Xa-T-Ph-Z, R -Ph-Ph-Xa-T-Ph1-Z, R-Ph-Ph-Xa-T-Ph3-Z, R-Ph-T-Ph-2-Xa-VO-Ph-Z, R-Ph-T -Ph-2-Xa-VO-Ph1-Z, R-Ph-T-Ph-2-Xa-VO-Ph3-Z, R-Ph-T-Ph-T-Xa-VO-Ph-Z, R -Ph-T-Ph-T-Xa-VO-Ph1-Z, R-Ph-T-Ph-T-Xa-VO-Ph3-Z, R-Ph-T-Ph-Xa-VO-Ph-Z , R-Ph-T-Ph-Xa-VO-Ph1-Z, R-Ph-T-Ph-Xa-VO-Ph3-Z, R-Ph-Ph-2-Xa-VO -Ph-Z, R-Ph-Ph-2-Xa-VO-Ph1-Z,
[0033]
R-Ph-Ph-2-Xa-VO-Ph3-Z, R-Ph-Ph-T-Xa-VO-Ph-Z, R-Ph-Ph-T-Xa-VO-Ph1-Z, R- Ph-Ph-T-Xa-VO-Ph3-Z, R-Ph-Ph-Xa-VO-Ph-Z, R-Ph-Ph-Xa-VO-Ph1-Z, R-Ph-Ph-Xa- VO-Ph3-Z, R-Ph-T-Ph-2-Xa-Cy-Z, R-Ph-T-Ph-2-Xa-Ph-Z, R-Ph-T-Ph-2-Xa- Ph1-Z, R-Ph-T-Ph-2-Xa-Ph3-Z, R-Ph-T-Ph-T-Xa-Cy-Z, R-Ph-T-Ph-T-Xa-Ph- Z, R-Ph-T-Ph-T-Xa-Ph1-Z, R-Ph-T-Ph-T-Xa-Ph3-Z, R-Ph-T-Ph-Xa-Cy-Z, R- Ph-T-Ph-Xa-Ph-Z, R-Ph-T-Ph-Xa-Ph1-Z, R-Ph-T-Ph-Xa-Ph3-Z, R-Ph-Ph-2-Xa- Cy-Z, R-Ph-Ph-2-Xa-Ph-Z, R-Ph-Ph-2-Xa-Ph1-Z, R-Ph-Ph-2-Xa-Ph3-Z, R-Ph- Ph-T-Xa-Cy-Z, R-Ph-Ph-T-Xa-Ph-Z, R-Ph-Ph-T-Xa-Ph1-Z, R-Ph-Ph-T-Xa-Ph3- Z, R-Ph-Ph-Xa-Cy-Z, R-Ph-Ph-Xa-Ph-Z, R-Ph-Ph-Xa-Ph1-Z, R-Ph-Ph-Xa-Ph3-Z, R-Ph-T-Ph1-2-Xa-T-Ph-Z, R-Ph-T-Ph1-2-Xa-T-Ph1-Z, R-Ph-T-Ph1-2-Xa-T- Ph3-Z, R-Ph-T-Ph1-T-Xa-T-Ph-Z, R-Ph-T-Ph1-T-Xa-T-Ph1-Z, R-Ph-T-Ph1-T- Xa-T-Ph3-Z, R-Ph-T-Ph1-Xa-T-Ph-Z, R-Ph-T-Ph1-Xa-T-Ph1-Z, R-Ph-T-Ph1-Xa- T-Ph3-Z, R-Ph-Ph1-2-Xa-T-Ph-Z, R-Ph-Ph1-2-Xa-T-Ph1-Z, R-Ph-Ph1-2-Xa-T- Ph3-Z, R-Ph-Ph1-T-Xa-T-Ph-Z, R-Ph-Ph1-T-Xa-T-Ph1-Z , R-Ph-Ph1-T-Xa-T-Ph3-Z, R-Ph-Ph1-Xa-T-Ph-Z, R-Ph-Ph1-Xa-T-Ph1-Z, R-Ph-Ph1 -Xa-T-Ph3-Z, R-Ph-T-Ph1-2-Xa-VO-Ph-Z, R-Ph-T-Ph1-2-Xa-VO-Ph1-Z, R-Ph-T -Ph1-2-Xa-VO-Ph3-Z, R-Ph-T-Ph1-T-Xa-VO-Ph-Z, R-Ph-T-Ph1-T-Xa-VO-Ph1-Z, R -Ph-T-Ph1-T-Xa-VO-Ph3-Z, R-Ph-T-Ph1-Xa-VO-Ph-Z, R-Ph-T-Ph1-Xa-VO-Ph1-Z, R -Ph-T-Ph1-Xa-VO-Ph3-Z, R-Ph-Ph1-2-Xa-VO-Ph-Z, R-Ph-Ph1-2-Xa-VO-Ph1-Z, R-Ph -Ph1-2-Xa-VO-Ph3-Z, R-Ph-Ph1-T-Xa-VO-Ph-Z, R-Ph-Ph1-T-Xa-VO-Ph1-Z, R-Ph-Ph1 -T-Xa-VO-Ph3-Z, R-Ph-Ph1-Xa-VO-Ph-Z, R-Ph-Ph1-Xa-VO-Ph1-Z, R-Ph-Ph1-Xa-VO-Ph3 -Z, R-Ph-T-Ph1-2-Xa-Cy-Z, R-Ph-T-Ph1-2-Xa-Ph-Z, R-Ph-T-Ph1-2-Xa-Ph1-Z , R-Ph-T-Ph1-2-Xa-Ph3-Z, R-Ph-T-Ph1-T-Xa-Cy-Z, R-Ph-T-Ph1-T-Xa-Ph-Z, R -Ph-T-Ph1-T-Xa-Ph1-Z, R-Ph-T-Ph1-T-Xa-Ph3-Z, R-Ph-T-Ph1-Xa-Cy-Z, R-Ph-T -Ph1-Xa-Ph-Z, R-Ph-T-Ph1-Xa-Ph1-Z, R-Ph-T-Ph1-Xa-Ph3-Z, R-Ph-Ph1-2-Xa-Cy-Z , R-Ph-Ph1-2-Xa-Ph-Z, R-Ph-Ph1-2-Xa-Ph1-Z, R-Ph-Ph1-2-Xa-Ph3-Z, R-Ph-Ph1-T -Xa-Cy-Z, R-Ph-Ph1-T-Xa-Ph-Z, R-Ph-Ph1-T-Xa-Ph1-Z, R-Ph-Ph1-T-Xa-Ph3-Z, R -Ph-Ph1-Xa- Cy-Z, R-Ph-Ph1-Xa-Ph-Z, R-Ph-Ph1-Xa-Ph1-Z, R-Ph-Ph1-Xa-Ph3-Z, R-Ph-T-Ph3-2- Xa-T-Ph-Z, R-Ph-T-Ph3-2-Xa-T-Ph1-Z, R-Ph-T-Ph3-2-Xa-T-Ph3-Z, R-Ph-T- Ph3-T-Xa-T-Ph-Z, R-Ph-T-Ph3-T-Xa-T-Ph1-Z, R-Ph-T-Ph3-T-Xa-T-Ph3-Z, R- Ph-T-Ph3-Xa-T-Ph-Z, R-Ph-T-Ph3-Xa-T-Ph1-Z, R-Ph-T-Ph3-Xa-T-Ph3-Z, R-Ph- Ph3-2-Xa-T-Ph-Z,
[0034]
R-Ph-Ph3-2-Xa-T-Ph1-Z, R-Ph-Ph3-2-Xa-T-Ph3-Z, R-Ph-Ph3-T-Xa-T-Ph-Z, R- Ph-Ph3-T-Xa-T-Ph1-Z, R-Ph-Ph3-T-Xa-T-Ph3-Z, R-Ph-Ph3-Xa-T-Ph-Z, R-Ph-Ph3- Xa-T-Ph1-Z, R-Ph-Ph3-Xa-T-Ph3-Z, R-Ph-T-Ph3-2-Xa-VO-Ph-Z, R-Ph-T-Ph3-2- Xa-VO-Ph1-Z, R-Ph-T-Ph3-2-Xa-VO-Ph3-Z, R-Ph-T-Ph3-T-Xa-VO-Ph-Z, R-Ph-T- Ph3-T-Xa-VO-Ph1-Z, R-Ph-T-Ph3-T-Xa-VO-Ph3-Z, R-Ph-T-Ph3-Xa-VO-Ph-Z, R-Ph- T-Ph3-Xa-VO-Ph1-Z, R-Ph-T-Ph3-Xa-VO-Ph3-Z, R-Ph-Ph3-2-Xa-VO-Ph-Z, R-Ph-Ph3- 2-Xa-VO-Ph1-Z, R-Ph-Ph3-2-Xa-VO-Ph3-Z, R-Ph-Ph3-T-Xa-VO-Ph-Z, R-Ph-Ph3-T- Xa-VO-Ph1-Z, R-Ph-Ph3-T-Xa-VO-Ph3-Z, R-Ph-Ph3-Xa-VO-Ph-Z, R-Ph-Ph3-Xa-VO-Ph1- Z, R-Ph-Ph3-Xa-VO-Ph3-Z, R-Ph-T-Ph3-2-Xa-Cy-Z, R-Ph-T-Ph3-2-Xa-Ph-Z, R- Ph-T-Ph3-2-Xa-Ph1-Z, R-Ph-T-Ph3-2-Xa-Ph3-Z, R-Ph-T-Ph3-T-Xa-Cy-Z, R-Ph- T-Ph3-T-Xa-Ph-Z, R-Ph-T-Ph3-T-Xa-Ph1-Z, R-Ph-T-Ph3-T-Xa-Ph3-Z, R-Ph-T- Ph3-Xa-Cy-Z, R-Ph-T-Ph3-Xa-Ph-Z, R-Ph-T-Ph3-Xa-Ph1-Z, R-Ph-T-Ph3-Xa-Ph3-Z, R-Ph-Ph3-2-Xa-Cy-Z, R-Ph-Ph3-2-Xa-Ph-Z, R-Ph-Ph3-2-Xa-Ph1-Z, R-Ph-Ph3-2- Xa-Ph3-Z, R-Ph-P h3-T-Xa-Cy-Z, R-Ph-Ph3-T-Xa-Ph-Z, R-Ph-Ph3-T-Xa-Ph1-Z, R-Ph-Ph3-T-Xa-Ph3- Z, R-Ph-Ph3-Xa-Cy-Z, R-Ph-Ph3-Xa-Ph-Z, R-Ph-Ph3-Xa-Ph1-Z, R-Ph-Ph3-Xa-Ph3-Z, R-Ph1-T-Ph-2-Xa-T-Ph-Z, R-Ph1-T-Ph-2-Xa-T-Ph1-Z, R-Ph1-T-Ph-2-Xa-T- Ph3-Z, R-Ph1-T-Ph-T-Xa-T-Ph-Z, R-Ph1-T-Ph-T-Xa-T-Ph1-Z, R-Ph1-T-Ph-T- Xa-T-Ph3-Z, R-Ph1-T-Ph-Xa-T-Ph-Z, R-Ph1-T-Ph-Xa-T-Ph1-Z, R-Ph1-T-Ph-Xa- T-Ph3-Z, R-Ph1-Ph-2-Xa-T-Ph-Z, R-Ph1-Ph-2-Xa-T-Ph1-Z, R-Ph1-Ph-2-Xa-T- Ph3-Z, R-Ph1-Ph-T-Xa-T-Ph-Z, R-Ph1-Ph-T-Xa-T-Ph1-Z, R-Ph1-Ph-T-Xa-T-Ph3- Z, R-Ph1-Ph-Xa-T-Ph-Z, R-Ph1-Ph-Xa-T-Ph1-Z, R-Ph1-Ph-Xa-T-Ph3-Z, R-Ph1-T- Ph-2-Xa-VO-Ph-Z, R-Ph1-T-Ph-2-Xa-VO-Ph1-Z, R-Ph1-T-Ph-2-Xa-VO-Ph3-Z, R- Ph1-T-Ph-T-Xa-VO-Ph-Z, R-Ph1-T-Ph-T-Xa-VO-Ph1-Z, R-Ph1-T-Ph-T-Xa-VO-Ph3- Z, R-Ph1-T-Ph-Xa-VO-Ph-Z, R-Ph1-T-Ph-Xa-VO-Ph1-Z, R-Ph1-T-Ph-Xa-VO-Ph3-Z, R-Ph1-Ph-2-Xa-VO-Ph-Z, R-Ph1-Ph-2-Xa-VO-Ph1-Z, R-Ph1-Ph-2-Xa-VO-Ph3-Z, R- Ph1-Ph-T-Xa-VO-Ph-Z, R-Ph1-Ph-T-Xa-VO-Ph1-Z, R-Ph1-Ph-T-Xa-VO-Ph3-Z, R-Ph1- Ph-Xa-VO-Ph-Z, R-Ph1- Ph-Xa-VO-Ph1-Z, R-Ph1-Ph-Xa-VO-Ph3-Z, R-Ph1-T-Ph-2-Xa-Cy-Z, R-Ph1-T-Ph-2- Xa-Ph-Z, R-Ph1-T-Ph-2-Xa-Ph1-Z, R-Ph1-T-Ph-2-Xa-Ph3-Z, R-Ph1-T-Ph-T-Xa- Cy-Z, R-Ph1-T-Ph-T-Xa-Ph-Z, R-Ph1-T-Ph-T-Xa-Ph1-Z, R-Ph1-T-Ph-T-Xa-Ph3- Z, R-Ph1-T-Ph-Xa-Cy-Z,
[0035]
R-Ph1-T-Ph-Xa-Ph-Z, R-Ph1-T-Ph-Xa-Ph1-Z, R-Ph1-T-Ph-Xa-Ph3-Z, R-Ph1-Ph-2- Xa-Cy-Z, R-Ph1-Ph-2-Xa-Ph-Z, R-Ph1-Ph-2-Xa-Ph1-Z, R-Ph1-Ph-2-Xa-Ph3-Z, R- Ph1-Ph-T-Xa-Cy-Z, R-Ph1-Ph-T-Xa-Ph-Z, R-Ph1-Ph-T-Xa-Ph1-Z, R-Ph1-Ph-T-Xa- Ph3-Z, R-Ph1-Ph-Xa-Cy-Z, R-Ph1-Ph-Xa-Ph-Z, R-Ph1-Ph-Xa-Ph1-Z, R-Ph1-Ph-Xa-Ph3- Z, R-Ph1-T-Ph1-2-Xa-T-Ph-Z, R-Ph1-T-Ph1-2-Xa-T-Ph1-Z, R-Ph1-T-Ph1-2-Xa- T-Ph3-Z, R-Ph1-T-Ph1-T-Xa-T-Ph-Z, R-Ph1-T-Ph1-T-Xa-T-Ph1-Z, R-Ph1-T-Ph1- T-Xa-T-Ph3-Z, R-Ph1-T-Ph1-Xa-T-Ph-Z, R-Ph1-T-Ph1-Xa-T-Ph1-Z, R-Ph1-T-Ph1- Xa-T-Ph3-Z, R-Ph1-Ph1-2-Xa-T-Ph-Z, R-Ph1-Ph1-2-Xa-T-Ph1-Z, R-Ph1-Ph1-2-Xa- T-Ph3-Z, R-Ph1-Ph1-T-Xa-T-Ph-Z, R-Ph1-Ph1-T-Xa-T-Ph1-Z, R-Ph1-Ph1-T-Xa-T- Ph3-Z, R-Ph1-Ph1-Xa-T-Ph-Z, R-Ph1-Ph1-Xa-T-Ph1-Z, R-Ph1-Ph1-Xa-T-Ph3-Z, R-Ph1- T-Ph1-2-Xa-VO-Ph-Z, R-Ph1-T-Ph1-2-Xa-VO-Ph1-Z, R-Ph1-T-Ph1-2-Xa-VO-Ph3-Z, R-Ph1-T-Ph1-T-Xa-VO-Ph-Z, R-Ph1-T-Ph1-T-Xa-VO-Ph1-Z, R-Ph1-T-Ph1-T-Xa-VO- Ph3-Z, R-Ph1-T-Ph1-Xa-VO-Ph-Z, R-Ph1-T-Ph1-Xa-VO-Ph1-Z, R-Ph1-T-Ph1-Xa-VO- Ph3-Z, R-Ph1-Ph1-2-Xa-VO-Ph-Z, R-Ph1-Ph1-2-Xa-VO-Ph1-Z, R-Ph1-Ph1-2-Xa-VO-Ph3- Z, R-Ph1-Ph1-T-Xa-VO-Ph-Z, R-Ph1-Ph1-T-Xa-VO-Ph1-Z, R-Ph1-Ph1-T-Xa-VO-Ph3-Z, R-Ph1-Ph1-Xa-VO-Ph-Z, R-Ph1-Ph1-Xa-VO-Ph1-Z, R-Ph1-Ph1-Xa-VO-Ph3-Z, R-Ph1-T-Ph1- 2-Xa-Cy-Z, R-Ph1-T-Ph1-2-Xa-Ph-Z, R-Ph1-T-Ph1-2-Xa-Ph1-Z, R-Ph1-T-Ph1-2- Xa-Ph3-Z, R-Ph1-T-Ph1-T-Xa-Cy-Z, R-Ph1-T-Ph1-T-Xa-Ph-Z, R-Ph1-T-Ph1-T-Xa- Ph1-Z, R-Ph1-T-Ph1-T-Xa-Ph3-Z, R-Ph1-T-Ph1-Xa-Cy-Z, R-Ph1-T-Ph1-Xa-Ph-Z, R- Ph1-T-Ph1-Xa-Ph1-Z, R-Ph1-T-Ph1-Xa-Ph3-Z, R-Ph1-Ph1-2-Xa-Cy-Z, R-Ph1-Ph1-2-Xa- Ph-Z, R-Ph1-Ph1-2-Xa-Ph1-Z, R-Ph1-Ph1-2-Xa-Ph3-Z,
[0036]
R-Ph1-Ph1-T-Xa-Cy-Z, R-Ph1-Ph1-T-Xa-Ph-Z, R-Ph1-Ph1-T-Xa-Ph1-Z, R-Ph1-Ph1-T- Xa-Ph3-Z, R-Ph1-Ph1-Xa-Cy-Z, R-Ph1-Ph1-Xa-Ph-Z, R-Ph1-Ph1-Xa-Ph1-Z, R-Ph1-Ph1-Xa- Ph3-Z, R-Ph1-T-Ph3-2-Xa-T-Ph-Z, R-Ph1-T-Ph3-2-Xa-T-Ph1-Z, R-Ph1-T-Ph3-2- Xa-T-Ph3-Z, R-Ph1-T-Ph3-T-Xa-T-Ph-Z, R-Ph1-T-Ph3-T-Xa-T-Ph1-Z, R-Ph1-T- Ph3-T-Xa-T-Ph3-Z, R-Ph1-T-Ph3-Xa-T-Ph-Z, R-Ph1-T-Ph3-Xa-T-Ph1-Z, R-Ph1-T- Ph3-Xa-T-Ph3-Z, R-Ph1-Ph3-2-Xa-T-Ph-Z, R-Ph1-Ph3-2-Xa-T-Ph1-Z, R-Ph1-Ph3-2- Xa-T-Ph3-Z, R-Ph1-Ph3-T-Xa-T-Ph-Z, R-Ph1-Ph3-T-Xa-T-Ph1-Z, R-Ph1-Ph3-T-Xa- T-Ph3-Z, R-Ph1-Ph3-Xa-T-Ph-Z, R-Ph1-Ph3-Xa-T-Ph1-Z, R-Ph1-Ph3-Xa-T-Ph3-Z, R- Ph1-T-Ph3-2-Xa-VO-Ph-Z, R-Ph1-T-Ph3-2-Xa-VO-Ph1-Z, R-Ph1-T-Ph3-2-Xa-VO-Ph3- Z, R-Ph1-T-Ph3-T-Xa-VO-Ph-Z, R-Ph1-T-Ph3-T-Xa-VO-Ph1-Z, R-Ph1-T-Ph3-T-Xa- VO-Ph3-Z, R-Ph1-T-Ph3-Xa-VO-Ph-Z, R-Ph1-T-Ph3-Xa-VO-Ph1-Z, R-Ph1-T-Ph3-Xa-VO- Ph3-Z, R-Ph1-Ph3-2-Xa-VO-Ph-Z, R-Ph1-Ph3-2-Xa-VO-Ph1-Z, R-Ph1-Ph3-2-Xa-VO-Ph3- Z, R-Ph1-Ph3-T-Xa-VO-Ph-Z, R-Ph1-Ph3-T-Xa-VO-Ph1-Z, R-Ph1-P h3-T-Xa-VO-Ph3-Z, R-Ph1-Ph3-Xa-VO-Ph-Z, R-Ph1-Ph3-Xa-VO-Ph1-Z, R-Ph1-Ph3-Xa-VO- Ph3-Z, R-Ph1-T-Ph3-2-Xa-Cy-Z, R-Ph1-T-Ph3-2-Xa-Ph-Z, R-Ph1-T-Ph3-2-Xa-Ph1- Z, R-Ph1-T-Ph3-2-Xa-Ph3-Z, R-Ph1-T-Ph3-T-Xa-Cy-Z, R-Ph1-T-Ph3-T-Xa-Ph-Z, R-Ph1-T-Ph3-T-Xa-Ph1-Z, R-Ph1-T-Ph3-T-Xa-Ph3-Z, R-Ph1-T-Ph3-Xa-Cy-Z, R-Ph1- T-Ph3-Xa-Ph-Z, R-Ph1-T-Ph3-Xa-Ph1-Z, R-Ph1-T-Ph3-Xa-Ph3-Z, R-Ph1-Ph3-2-Xa-Cy- Z, R-Ph1-Ph3-2-Xa-Ph-Z, R-Ph1-Ph3-2-Xa-Ph1-Z, R-Ph1-Ph3-2-Xa-Ph3-Z, R-Ph1-Ph3- T-Xa-Cy-Z, R-Ph1-Ph3-T-Xa-Ph-Z, R-Ph1-Ph3-T-Xa-Ph1-Z, R-Ph1-Ph3-T-Xa-Ph3-Z, R-Ph1-Ph3-Xa-Cy-Z, R-Ph1-Ph3-Xa-Ph-Z, R-Ph1-Ph3-Xa-Ph1-Z, R-Ph1-Ph3-Xa-Ph3-Z, R- Ph3-T-Ph-2-Xa-T-Ph-Z, R-Ph3-T-Ph-2-Xa-T-Ph1-Z, R-Ph3-T-Ph-2-Xa-T-Ph3- Z, R-Ph3-T-Ph-T-Xa-T-Ph-Z, R-Ph3-T-Ph-T-Xa-T-Ph1-Z, R-Ph3-T-Ph-T-Xa- T-Ph3-Z, R-Ph3-T-Ph-Xa-T-Ph-Z, R-Ph3-T-Ph-Xa-T-Ph1-Z, R-Ph3-T-Ph-Xa-T- Ph3-Z, R-Ph3-Ph-2-Xa-T-Ph-Z, R-Ph3-Ph-2-Xa-T-Ph1-Z, R-Ph3-Ph-2-Xa-T-Ph3- Z, R-Ph3-Ph-T-Xa-T-Ph-Z, R-Ph3-Ph-T-Xa-T-Ph1-Z, R-Ph3-Ph-T-Xa-T-Ph3 -Z, R-Ph3-Ph-Xa-T-Ph-Z, R-Ph3-Ph-Xa-T-Ph1-Z, R-Ph3-Ph-Xa-T-Ph3-Z, R-Ph3-T -Ph-2-Xa-VO-Ph-Z, R-Ph3-T-Ph-2-Xa-VO-Ph1-Z, R-Ph3-T-Ph-2-Xa-VO-Ph3-Z, R -Ph3-T-Ph-T-Xa-VO-Ph-Z, R-Ph3-T-Ph-T-Xa-VO-Ph1-Z,
[0037]
R-Ph3-T-Ph-T-Xa-VO-Ph3-Z, R-Ph3-T-Ph-Xa-VO-Ph-Z, R-Ph3-T-Ph-Xa-VO-Ph1-Z, R-Ph3-T-Ph-Xa-VO-Ph3-Z, R-Ph3-Ph-2-Xa-VO-Ph-Z, R-Ph3-Ph-2-Xa-VO-Ph1-Z, R- Ph3-Ph-2-Xa-VO-Ph3-Z, R-Ph3-Ph-T-Xa-VO-Ph-Z, R-Ph3-Ph-T-Xa-VO-Ph1-Z, R-Ph3- Ph-T-Xa-VO-Ph3-Z, R-Ph3-Ph-Xa-VO-Ph-Z, R-Ph3-Ph-Xa-VO-Ph1-Z, R-Ph3-Ph-Xa-VO- Ph3-Z, R-Ph3-T-Ph-2-Xa-Cy-Z, R-Ph3-T-Ph-2-Xa-Ph-Z, R-Ph3-T-Ph-2-Xa-Ph1- Z, R-Ph3-T-Ph-2-Xa-Ph3-Z, R-Ph3-T-Ph-T-Xa-Cy-Z, R-Ph3-T-Ph-T-Xa-Ph-Z, R-Ph3-T-Ph-T-Xa-Ph1-Z, R-Ph3-T-Ph-T-Xa-Ph3-Z, R-Ph3-T-Ph-Xa-Cy-Z, R-Ph3- T-Ph-Xa-Ph-Z, R-Ph3-T-Ph-Xa-Ph1-Z, R-Ph3-T-Ph-Xa-Ph3-Z, R-Ph3-Ph-2-Xa-Cy- Z, R-Ph3-Ph-2-Xa-Ph-Z, R-Ph3-Ph-2-Xa-Ph1-Z, R-Ph3-Ph-2-Xa-Ph3-Z, R-Ph3-Ph- T-Xa-Cy-Z, R-Ph3-Ph-T-Xa-Ph-Z, R-Ph3-Ph-T-Xa-Ph1-Z, R-Ph3-Ph-T-Xa-Ph3-Z, R-Ph3-Ph-Xa-Cy-Z, R-Ph3-Ph-Xa-Ph-Z, R-Ph3-Ph-Xa-Ph1-Z, R-Ph3-Ph-Xa-Ph3-Z, R- Ph3-T-Ph1-2-Xa-T-Ph-Z, R-Ph3-T-Ph1-2-Xa-T-Ph1-Z, R-Ph3-T-Ph1-2-Xa-T-Ph3- Z, R-Ph3-T-Ph1-T-Xa-T-Ph-Z, R-Ph3-T-Ph1-T-Xa-T-Ph1-Z, R-Ph3-T-Ph1-T-Xa- T-Ph3-Z R-Ph3-T-Ph1-Xa-T-Ph-Z, R-Ph3-T-Ph1-Xa-T-Ph1-Z, R-Ph3-T-Ph1-Xa-T-Ph3-Z, R- Ph3-Ph1-2-Xa-T-Ph-Z, R-Ph3-Ph1-2-Xa-T-Ph1-Z, R-Ph3-Ph1-2-Xa-T-Ph3-Z, R-Ph3- Ph1-T-Xa-T-Ph-Z, R-Ph3-Ph1-T-Xa-T-Ph1-Z, R-Ph3-Ph1-T-Xa-T-Ph3-Z, R-Ph3-Ph1- Xa-T-Ph-Z, R-Ph3-Ph1-Xa-T-Ph1-Z, R-Ph3-Ph1-Xa-T-Ph3-Z, R-Ph3-T-Ph1-2-Xa-VO- Ph-Z, R-Ph3-T-Ph1-2-Xa-VO-Ph1-Z, R-Ph3-T-Ph1-2-Xa-VO-Ph3-Z, R-Ph3-T-Ph1-T- Xa-VO-Ph-Z, R-Ph3-T-Ph1-T-Xa-VO-Ph1-Z, R-Ph3-T-Ph1-T-Xa-VO-Ph3-Z, R-Ph3-T- Ph1-Xa-VO-Ph-Z, R-Ph3-T-Ph1-Xa-VO-Ph1-Z, R-Ph3-T-Ph1-Xa-VO-Ph3-Z, R-Ph3-Ph1-2- Xa-VO-Ph-Z, R-Ph3-Ph1-2-Xa-VO-Ph1-Z, R-Ph3-Ph1-2-Xa-VO-Ph3-Z, R-Ph3-Ph1-T-Xa- VO-Ph-Z, R-Ph3-Ph-Z,
[0038]
1-T-Xa-VO-Ph1-Z, R-Ph3-Ph1-T-Xa-VO-Ph3-Z, R-Ph3-Ph1-Xa-VO-Ph-Z, R-Ph3-Ph1-Xa- VO-Ph1-Z, R-Ph3-Ph1-Xa-VO-Ph3-Z, R-Ph3-T-Ph1-2-Xa-Cy-Z, R-Ph3-T-Ph1-2-Xa-Ph- Z, R-Ph3-T-Ph1-2-Xa-Ph1-Z, R-Ph3-T-Ph1-2-Xa-Ph3-Z, R-Ph3-T-Ph1-T-Xa-Cy-Z, R-Ph3-T-Ph1-T-Xa-Ph-Z, R-Ph3-T-Ph1-T-Xa-Ph1-Z, R-Ph3-T-Ph1-T-Xa-Ph3-Z, R- Ph3-T-Ph1-Xa-Cy-Z, R-Ph3-T-Ph1-Xa-Ph-Z, R-Ph3-T-Ph1-Xa-Ph1-Z, R-Ph3-T-Ph1-Xa- Ph3-Z, R-Ph3-Ph1-2-Xa-Cy-Z, R-Ph3-Ph1-2-Xa-Ph-Z, R-Ph3-Ph1-2-Xa-Ph1-Z, R-Ph3- Ph1-2-Xa-Ph3-Z, R-Ph3-Ph1-T-Xa-Cy-Z, R-Ph3-Ph1-T-Xa-Ph-Z, R-Ph3-Ph1-T-Xa-Ph1- Z, R-Ph3-Ph1-T-Xa-Ph3-Z, R-Ph3-Ph1-Xa-Cy-Z, R-Ph3-Ph1-Xa-Ph-Z, R-Ph3-Ph1-Xa-Ph1- Z, R-Ph3-Ph1-Xa-Ph3-Z, R-Ph3-T-Ph3-2-Xa-T-Ph-Z, R-Ph3-T-Ph3-2-Xa-T-Ph1-Z, R-Ph3-T-Ph3-2-Xa-T-Ph3-Z, R-Ph3-T-Ph3-T-Xa-T-Ph-Z, R-Ph3-T-Ph3-T-Xa-T- Ph1-Z, R-Ph3-T-Ph3-T-Xa-T-Ph3-Z, R-Ph3-T-Ph3-Xa-T-Ph-Z, R-Ph3-T-Ph3-Xa-T- Ph1-Z, R-Ph3-T-Ph3-Xa-T-Ph3-Z, R-Ph3-Ph3-2-Xa-T-Ph-Z, R-Ph3-Ph3-2-Xa-T-Ph1- Z, R-Ph3-Ph3-2-Xa-T-Ph3-Z, R-Ph3-Ph3-T-Xa-T-Ph-Z, R-Ph3 -Ph3-T-Xa-T-Ph1-Z, R-Ph3-Ph3-T-Xa-T-Ph3-Z, R-Ph3-Ph3-Xa-T-Ph-Z, R-Ph3-Ph3-Xa -T-Ph1-Z, R-Ph3-Ph3-Xa-T-Ph3-Z, R-Ph3-T-Ph3-2-Xa-VO-Ph-Z, R-Ph3-T-Ph3-2-Xa -VO-Ph1-Z, R-Ph3-T-Ph3-2-Xa-VO-Ph3-Z, R-Ph3-T-Ph3-T-Xa-VO-Ph-Z, R-Ph3-T-Ph3 -T-Xa-VO-Ph1-Z, R-Ph3-T-Ph3-T-Xa-VO-Ph3-Z, R-Ph3-T-Ph3-Xa-VO-Ph-Z, R-Ph3-T -Ph3-Xa-VO-Ph1-Z, R-Ph3-T-Ph3-Xa-VO-Ph3-Z, R-Ph3-Ph3-2-Xa-VO-Ph-Z, R-Ph3-Ph3-2 -Xa-VO-Ph1-Z, R-Ph3-Ph3-2-Xa-VO-Ph3-Z, R-Ph3-Ph3-T-Xa-VO-Ph-Z, R-Ph3-Ph3-T-Xa -VO-Ph1-Z, R-Ph3-Ph3-T-Xa-VO-Ph3-Z, R-Ph3-Ph3-Xa-VO-Ph-Z, R-Ph3-Ph3-Xa-VO-Ph1-Z , R-Ph3-Ph3-Xa-VO-Ph3-Z, R-Ph3-T-Ph3-2-Xa-Cy-Z, R-Ph3-T-Ph3-2-Xa-Ph-Z, R-Ph3 -T-Ph3-2-Xa-Ph1-Z, R-Ph3-T-Ph3-2-Xa-Ph3-Z, R-Ph3-T-Ph3-T-Xa-Cy-Z, R-Ph3-T -Ph3-T-Xa-Ph-Z, R-Ph3-T-Ph3-T-Xa-Ph1-Z, R-Ph3-T-Ph3-T-Xa-Ph3-Z, R-Ph3-T-Ph3 -Xa-Cy-Z, R-Ph3-T-Ph3-Xa-Ph-Z, R-Ph3-T-Ph3-Xa-Ph1-Z, R-Ph3-T-Ph3-Xa-Ph3-Z, R -Ph3-Ph3-2-Xa-Cy-Z, R-Ph3-Ph3-2-Xa-Ph-Z, R-Ph3-Ph3-2-Xa-Ph1-Z, R-Ph3-Ph3-2-Xa -Ph3-Z, R-Ph3-Ph3-T-Xa-Cy-Z, R-Ph3-Ph3-T-Xa-Ph-Z R-Ph3-Ph3-T-Xa-Ph1-Z, R-Ph3-Ph3-T-Xa-Ph3-Z, R-Ph3-Ph3-Xa-Cy-Z, R-Ph3-Ph3-Xa-Ph- Z, R-Ph3-Ph3-Xa-Ph1-Z, R-Ph3-Ph3-Xa-Ph3-Z
[0039]
R-Xa-2-Ph-G-Ph-Z, R-Xa-2-Ph-G-Ph1-Z, R-Xa-2-Ph-G-Ph3-Z, R-Xa-2-Ph- T-Ph-Z, R-Xa-2-Ph-T-Ph1-Z, R-Xa-2-Ph-T-Ph3-Z, R-Xa-2-Ph-VO-Ph-Z, R- Xa-2-Ph-VO-Ph1-Z, R-Xa-2-Ph-VO-Ph3-Z, R-Xa-2-Ph-Cy-Z, R-Xa-2-Ph-Ph-Z, R-Xa-2-Ph-Ph1-Z, R-Xa-2-Ph-Ph3-Z, R-Xa-2-Ph1-G-Ph-Z, R-Xa-2-Ph1-G-Ph1- Z, R-Xa-2-Ph1-G-Ph3-Z, R-Xa-2-Ph1-T-Ph-Z, R-Xa-2-Ph1-T-Ph1-Z, R-Xa-2- Ph1-T-Ph3-Z, R-Xa-2-Ph1-VO-Ph-Z, R-Xa-2-Ph1-VO-Ph1-Z, R-Xa-2-Ph1-VO-Ph3-Z, R-Xa-2-Ph1-Cy-Z, R-Xa-2-Ph1-Ph-Z, R-Xa-2-Ph1-Ph1-Z, R-Xa-2-Ph1-Ph3-Z, R- Xa-2-Ph3-G-Ph-Z, R-Xa-2-Ph3-G-Ph1-Z, R-Xa-2-Ph3-G-Ph3-Z, R-Xa-2-Ph3-T- Ph-Z, R-Xa-2-Ph3-T-Ph1-Z, R-Xa-2-Ph3-T-Ph3-Z, R-Xa-2-Ph3-VO-Ph-Z, R-Xa- 2-Ph3-VO-Ph1-Z, R-Xa-2-Ph3-VO-Ph3-Z, R-Xa-2-Ph3-Cy-Z, R-Xa-2-Ph3-Ph-Z, R- Xa-2-Ph3-Ph1-Z, R-Xa-2-Ph3-Ph3-Z, R-Xa-G-Ph-G-Ph-Z, R-Xa-G-Ph-G-Ph1-Z, R-Xa-G-Ph-G-Ph3-Z, R-Xa-G-Ph-T-Ph-Z, R-Xa-G-Ph-T-Ph1-Z, R-Xa-G-Ph- T-Ph3-Z, R-Xa-G-Ph-VO-Ph-Z, R-Xa-G-Ph-VO-Ph1-Z, R-Xa-G-Ph-VO-Ph3-Z, R- Xa-G-Ph-Cy-Z, R-Xa-G-Ph-Ph-Z, R-Xa-G-Ph- Ph1-Z, R-Xa-G-Ph-Ph3-Z, R-Xa-G-Ph1-G-Ph-Z, R-Xa-G-Ph1-G-Ph1-Z, R-Xa-G- Ph1-G-Ph3-Z, R-Xa-G-Ph1-T-Ph-Z, R-Xa-G-Ph1-T-Ph1-Z, R-Xa-G-Ph1-T-Ph3-Z, R-Xa-G-Ph1-VO-Ph-Z, R-Xa-G-Ph1-VO-Ph1-Z, R-Xa-G-Ph1-VO-Ph3-Z, R-Xa-G-Ph1- Cy-Z, R-Xa-G-Ph1-Ph-Z, R-Xa-G-Ph1-Ph1-Z, R-Xa-G-Ph1-Ph3-Z, R-Xa-G-Ph3-G- Ph-Z, R-Xa-G-Ph3-G-Ph1-Z, R-Xa-G-Ph3-G-Ph3-Z, R-Xa-G-Ph3-T-Ph-Z, R-Xa- G-Ph3-T-Ph1-Z, R-Xa-G-Ph3-T-Ph3-Z, R-Xa-G-Ph3-VO-Ph-Z, R-Xa-G-Ph3-VO-Ph1- Z, R-Xa-G-Ph3-VO-Ph3-Z, R-Xa-G-Ph3-Cy-Z, R-Xa-G-Ph3-Ph-Z, R-Xa-G-Ph3-Ph1- Z, R-Xa-G-Ph3-Ph3-Z, R-Xa-T-Ph-G-Ph-Z, R-Xa-T-Ph-G-Ph1-Z, R-Xa-T-Ph- G-Ph3-Z, R-Xa-T-Ph-T-Ph-Z, R-Xa-T-Ph-T-Ph1-Z, R-Xa-T-Ph-T-Ph3-Z, R- Xa-T-Ph-VO-Ph-Z,
[0040]
R-Xa-T-Ph-VO-Ph1-Z, R-Xa-T-Ph-VO-Ph3-Z, R-Xa-T-Ph-Cy-Z, R-Xa-T-Ph-Ph- Z, R-Xa-T-Ph-Ph1-Z, R-Xa-T-Ph-Ph3-Z, R-Xa-T-Ph1-G-Ph-Z, R-Xa-T-Ph1-G- Ph1-Z, R-Xa-T-Ph1-G-Ph3-Z, R-Xa-T-Ph1-T-Ph-Z, R-Xa-T-Ph1-T-Ph1-Z, R-Xa- T-Ph1-T-Ph3-Z, R-Xa-T-Ph1-VO-Ph-Z, R-Xa-T-Ph1-VO-Ph1-Z, R-Xa-T-Ph1-VO-Ph3- Z, R-Xa-T-Ph1-Cy-Z, R-Xa-T-Ph1-Ph-Z, R-Xa-T-Ph1-Ph1-Z, R-Xa-T-Ph1-Ph3-Z, R-Xa-T-Ph3-G-Ph-Z, R-Xa-T-Ph3-G-Ph1-Z, R-Xa-T-Ph3-G-Ph3-Z, R-Xa-T-Ph3- T-Ph-Z, R-Xa-T-Ph3-T-Ph1-Z, R-Xa-T-Ph3-T-Ph3-Z, R-Xa-T-Ph3-VO-Ph-Z, R- Xa-T-Ph3-VO-Ph1-Z, R-Xa-T-Ph3-VO-Ph3-Z, R-Xa-T-Ph3-Cy-Z, R-Xa-T-Ph3-Ph-Z, R-Xa-T-Ph3-Ph1-Z, R-Xa-T-Ph3-Ph3-Z, R-Xa-VO-Ph-G-Ph-Z, R-Xa-VO-Ph-G-Ph1- Z, R-Xa-VO-Ph-G-Ph3-Z, R-Xa-VO-Ph-T-Ph-Z, R-Xa-VO-Ph-T-Ph1-Z, R-Xa-VO- Ph-T-Ph3-Z, R-Xa-VO-Ph-VO-Ph-Z, R-Xa-VO-Ph-VO-Ph1-Z, R-Xa-VO-Ph-VO-Ph3-Z, R-Xa-VO-Ph-Cy-Z, R-Xa-VO-Ph-Ph-Z, R-Xa-VO-Ph-Ph1-Z, R-Xa-VO-Ph-Ph3-Z, R- Xa-VO-Ph1-G-Ph-Z, R-Xa-VO-Ph1-G-Ph1-Z, R-Xa-VO-Ph1-G-Ph3-Z, R-Xa-VO-Ph1-T- Ph-Z, R-Xa-VO-Ph1-T -Ph1-Z, R-Xa-VO-Ph1-T-Ph3-Z, R-Xa-VO-Ph1-VO-Ph-Z, R-Xa-VO-Ph1-VO-Ph1-Z, R-Xa -VO-Ph1-VO-Ph3-Z, R-Xa-VO-Ph1-Cy-Z, R-Xa-VO-Ph1-Ph-Z, R-Xa-VO-Ph1-Ph1-Z, R-Xa -VO-Ph1-Ph3-Z, R-Xa-VO-Ph3-G-Ph-Z, R-Xa-VO-Ph3-G-Ph1-Z, R-Xa-VO-Ph3-G-Ph3-Z , R-Xa-VO-Ph3-T-Ph-Z, R-Xa-VO-Ph3-T-Ph1-Z, R-Xa-VO-Ph3-T-Ph3-Z, R-Xa-VO-Ph3 -VO-Ph-Z, R-Xa-VO-Ph3-VO-Ph1-Z, R-Xa-VO-Ph3-VO-Ph3-Z, R-Xa-VO-Ph3-Cy-Z, R-Xa -VO-Ph3-Ph-Z, R-Xa-VO-Ph3-Ph1-Z, R-Xa-VO-Ph3-Ph3-Z, R-Xa-Cy-2-Cy-Z, R-Xa-Cy -Cy-Z, R-Xa-Ph-G-Ph-Z, R-Xa-Ph-G-Ph1-Z, R-Xa-Ph-G-Ph3-Z, R-Xa-Ph-T-Ph -Z, R-Xa-Ph-T-Ph1-Z, R-Xa-Ph-T-Ph3-Z, R-Xa-Ph-VO-Ph-Z, R-Xa-Ph-VO-Ph1-Z , R-Xa-Ph-VO-Ph3-Z, R-Xa-Ph-Cy-Z, R-Xa-Ph-Ph-Z, R-Xa-Ph-Ph1-Z, R-Xa-Ph-Ph3 -Z, R-Xa-Ph1-G-Ph-Z, R-Xa-Ph1-G-Ph1-Z, R-Xa-Ph1-G-Ph3-Z, R-Xa-Ph1-T-Ph-Z , R-Xa-Ph1-T-Ph1-Z, R-Xa-Ph1-T-Ph3-Z, R-Xa-Ph1-VO-Ph-Z, R-Xa-Ph1-VO-Ph1-Z, R -Xa-Ph1-VO-Ph3-Z, R-Xa-Ph1-Cy-Z, R-Xa-Ph1-Ph-Z, R-Xa-Ph1-Ph1-Z, R-Xa-Ph1-Ph3-Z , R-Xa-Ph3-G-Ph-Z, R-Xa-Ph3-G-Ph1-Z, R-Xa-Ph3-G-Ph3-Z R-Xa-Ph3-T-Ph-Z, R-Xa-Ph3-T-Ph1-Z, R-Xa-Ph3-T-Ph3-Z, R-Xa-Ph3-VO-Ph-Z, R- Xa-Ph3-VO-Ph1-Z, R-Xa-Ph3-VO-Ph3-Z, R-Xa-Ph3-Cy-Z, R-Xa-Ph3-Ph-Z, R-Xa-Ph3-Ph1- Z, R-Xa-Ph3-Ph3-Z
R-Xb-Cy-2-Cy-Z, R-Xb-Cy-Cy-Z, R-Xb-Ph-G-Ph-Z, R-Xb-Ph-G-Ph1-Z, R-Xb- Ph-G-Ph3-Z, R-Xb-Ph-T-Ph-Z, R-Xb-Ph-T-Ph1-Z, R-Xb-Ph-T-Ph3-Z, R-Xb-Ph- VO-Ph-Z, R-Xb-Ph-VO-Ph1-Z, R-Xb-Ph-VO-Ph3-Z, R-Xb-Ph-Cy-Z, R-Xb-Ph-Ph-Z, R-Xb-Ph-Ph1-Z, R-Xb-Ph-Ph3-Z, R-Xb-Ph1-G-Ph-Z, R-Xb-Ph1-G-Ph1-Z, R-Xb-Ph1- G-Ph3-Z, R-Xb-Ph1-T-Ph-Z, R-Xb-Ph1-T-Ph1-Z, R-Xb-Ph1-T-Ph3-Z, R-Xb-Ph1-VO- Ph-Z, R-Xb-Ph1-VO-Ph1-Z, R-Xb-Ph1-VO-Ph3-Z, R-Xb-Ph1-Cy-Z, R-Xb-Ph1-Ph-Z, R- Xb-Ph1-Ph1-Z, R-Xb-Ph1-Ph3-Z, R-Xb-Ph3-G-Ph-Z, R-Xb-Ph3-G-Ph1-Z, R-Xb-Ph3-G- Ph3-Z, R-Xb-Ph3-T-Ph-Z, R-Xb-Ph3-T-Ph1-Z, R-Xb-Ph3-T-Ph3-Z, R-Xb-Ph3-VO-Ph- Z, R-Xb-Ph3-VO-Ph1-Z, R-Xb-Ph3-VO-Ph3-Z, R-Xb-Ph3-Cy-Z, R-Xb-Ph3-Ph-Z, R-Xb- Ph3-Ph1-Z, R-Xb-Ph3-Ph3-Z, R-Cy-2-Xa-T-Ph-T-Cy-Z, R-Cy-2-Xa-T-Ph-Cy-Z, R-Cy-2-Xa-VO-Ph-2-Cy-Z, R-Cy-2-Xa-VO-Ph-T-Cy-Z, R-Cy-2-Xa-Ph1-2-Ph3- Z, R-Cy-2-Xa-Ph1-T-Ph3-Z, R-Cy-2-Xa-Ph1-Ph3-Z, R-Cy-J-Xa-T-Ph-2-Cy-Z, R-Cy-J-Xa-Ph1-T-Cy-Z, R-Cy-J-Xa-Ph1-Cy-Z, R-Cy-VO-Xa-VO-Ph-Cy-Z, R-Cy- VO-Xb-P h-2-Cy-Z, R-Cy-VO-Xa-Ph-T-Cy-Z, R-Cy-VO-Xb-Ph-Cy-Z, R-Cy-Xa-T-Cy-2- Cy-Z, R-Cy-Xa-T-Cy-T-Cy-Z, R-Cy-Xa-T-Cy-Cy-Z, R-Cy-Xa-VO-Cy-2-Cy-Z, R-Cy-Xa-VO-Cy-T-Cy-Z, R-Cy-Xa-VO-Cy-Cy-Z, R-Cy-Xa-Cy-2-Cy-Z, R-Cy-Xa- Cy-Cy-Z, R-Ph-2-Xa-Cy-2-Ph-Z, R-Ph-2-Xa-Cy-Ph-Z, R-Ph-2-Xa-T-Ph1-2- Cy-Z, R-Ph-2-Xa-T-Ph1-T-Cy-Z, R-Ph-J-Xa-Cy-2-Ph-Z, R-Ph-J-Xa-Cy-T- Ph-Z, R-Ph-J-Xa-Cy-Ph-Z, R-Ph-T-Xa-Cy-2-Ph-Z, R-Ph-T-Xa-Cy-T-Ph-Z, R-Ph-T-Xa-Ph-T-Ph-Z, R-Ph-T-Xa-Ph-Ph-Z, R-Ph-VO-Xa-Ph-2-Ph-Z, R-Ph- VO-Xa-Ph-T-Ph-Z, R-Ph-VO-Xa-Ph-Ph-Z, R-Ph-Xa-T-Ph1-Cy-Z, R-Ph-Xa-VO-Ph1- 2-Cy-Z, R-Ph-Xa-VO-Ph1-T-Cy-Z, R-Ph-Xa-VO-Ph1-Cy-Z, R-Ph1-2-Xa-Ph1-2-Ph- Z, R-Ph1-2-Xa-Ph1-T-Ph-Z, R-Ph1-2-Xa-Ph1-Ph-Z, R-Ph1-J-Xa-Ph1-2-Ph-Z, R- Ph1-J-Xa-Ph1-T-Ph-Z, R-Ph1-J-Xa-Ph1-Ph-Z, R-Ph1-T-Xa-Cy-Ph3-Z, R-Ph1-T-Xa- Ph1-2-Ph-Z, R-Ph1-T-Xa-Ph1-T-Ph-Z, R-Ph1-VO-Xa-Cy-2-Ph3-Z, R-Ph1-VO-Xa-Cy- T-Ph3-Z, R-Ph1-VO-Xa-Cy-Ph3-Z, R-Ph1-Xa-Ph-2-Ph-Z, R-Ph1-Xa-Ph-T-Ph-Z, R- Ph1-Xa-Ph-Ph-Z, R-Ph1-Xa-Ph1-Ph-Z, R-Ph3-2-Xa-C y-2-Ph3-Z, R-Ph3-2-Xa-Ph-T-Ph3-Z, R-Ph3-2-Xa-Ph-Ph3-Z, R-Ph3-J-Xa-Ph-2- Ph3-Z, R-Ph3-J-Xa-Ph-T-Ph3-Z, R-Ph3-J-Xa-Ph-Ph3-Z, R-Ph3-T-Xa-Ph-2-Ph3-Z, R-Ph3-T-Xa-Ph-T-Ph3-Z, R-Ph3-T-Xa-Ph-Ph3-Z, R-Ph3-VO-Xa-Ph-2-Ph3-Z, R-Ph3- VO-Xa-Ph1-T-Ph3-Z, R-Ph3-VO-Xa-Ph1-Ph3-Z, R-Ph3-Xa-Cy-2-Ph3-Z, R-Ph3-Xa-Cy-T- Ph3-Z, R-Ph3-Xa-Cy-Ph3-Z,
[0041]
5Xa-F, 7Xa-CN, 7-Ca-OV-Ca-D2-Xc-3a-Ca-4-Ca-F, 9-Cb-D-Cb-3-Xd-3b-Cb-Cb-OCF3, 2O-Oc-2D-Oc-3a-Xb-4-Oc-1O-Oc-CN, 5O-Od-D2-Od-3b-Xc-Od-O1-Od-Cl, 7O-Bc-3-Bc- Xd-1O-Bc-OV-Bc-OCHF2, 1O-3-Dc-3a-Dc-4-Xb-O1-Dc-D-Dc-H, 1d2-Ph2-3b-Ph2-1O-Xc-OV- Ph2-2D-Ph2-3, d (3) 1O-Ph4-4-Ph4-O1-Xd-D-Ph4-D2-Ph4-4, 6-Ph5-1O-Ph5-OV-Xb-2D-Ph5- 3-Ph5-5, 7-Ph6-O1-Ph6-D-Xc-D2-Ph6-3a-Ph6-0d1, 9-Ph7-Ph7-2D-Xd-3-Ph7-3b-Ph7-0d3, 2O- Ph8-OV-Ph8-D2-Xb-3a-Ph8-4-Ph8-1d3, 5O-Ya-D-Ya-3-Xc-3b-Ya-Ya-1d1, 7O-Yb-2D-Yb-3a- Xd-4-Yb-1O-Yb-3O, 1O-3-Ma-D2-Ma-3b-Xb-Ma-O1-Ma-, 1d2-Mb-3-Mb-Xc-1O-Mb-OV-Mb -F, d (3) 1O-Pr-3a-Pr-4-Xd-O1-Pr-D-Pr-OCF3, 6-Pr2-3b-Pr2-1O-Xb-OV-Pr2-2D-Pr2-CN , 7-Te-4-Te-O1-Xc-D-Te-D2-Te-Cl, 9-Te1-1O-Te1-OV-Xd-2D-Te1-3-Te1-OCHF2, 2O-Te2-O1 -Te2-D-Xb-D2-Te2-3a-Te2-H, 5O-Te3-Te3-2D-Xc-3-Te3-3b-Te3-3, 7O-Tb-OV-Tb-D2-Xd-3a -Tb-4-Tb-4, 1O-3-Tb1-D-Tb1-3-Xb-3b-Tb1-Tb1-5, 1d2-Tb2-2D-Tb2-3a-Xc-4-Tb2-1O-Tb2 -0d1, d (3) 1O-Tb3-D2-Tb3-3b-Xd-Tb3-O1-Tb3-0d3, 6-Np-3-Np-Xb-1O-Np-OV-Np-1d3, 7-Np1 -3a-Np1-4-Xc-O1-Np1-D-Np1- 1d1, 9-Np2-3b-Np2-1O-Xd-OV-Np2-2D-Np2-3O, 2O-Np3-4-Np3-O1-Xb-D-Np3-D2-Np3-, 5O-Np4-1O -Np4-OV-Xc-2D-Np4-3-Np4-F, 7O-Np5-O1-Np5-D-Xd-D2-Np5-3a-Np5-OCF3, 1O-3-Np6-Np6-2D-Xb -3-Np6-3b-Np6-CN, 1d2-Na1-OV-Na1-D2-Xc-3a-Na1-4-Na1-Cl, d (3) 1O-Na2-D-Na2-3-Xd-3b -Na2-Na2-OCHF2, 6-Na3-2D-Na3-3a-Xb-4-Na3-1O-Na3-H, 7-Na4-D2-Na4-3b-Xc-Na4-O1-Na4-3, 9 -Na5-3-Na5-Xd-1O-Na5-OV-Na5-4, 2O-Na6-3a-Na6-4-Xb-O1-Na6-D-Na6-5, 5O-Nd1-3b-Nd1-1O -Xc-OV-Nd1-2D-Nd1-0d1, 7O-Nd2-4-Nd2-O1-Xd-D-Nd2-D2-Nd2-0d3, 1O-3-Nd3-1O-Nd3-OV-Xb-2D -Nd3-3-Nd3-1d3, 1d2-Nd4-O1-Nd4-D-Xc-D2-Nd4-3a-Nd4-1d1, d (3) 1O-Nd5-2-Nd5-3-Xd-3-Nd5 -2-Nd5-3O
However, in each of the above exemplary formulas, R and Z have the same meaning as in the general formula (1).
[0042]
Compounds of general formula (1) are R, A, B, C, D, L, M, Q, T, m, n, q, t, X1, X2And according to Z, it can manufacture as follows.
[0043]
General formula (2)
[Chemical 6]
Figure 0004844785
(Where X1, X2Is synonymous with the general formula (1), and XThreeIs an optionally protected hydroxyl group, sulfonyloxy group, or general formula (3)
[0044]
[Chemical 7]
Figure 0004844785
(Wherein q, t, Q, T, C, D and Z are as defined in general formula (1))
From the compound represented by the general formula (4), in the same manner as described in JP-T-9-512269 or JP-A-13-19648 (hereinafter referred to as literature (a)), etc.
[0045]
[Chemical 8]
Figure 0004844785
(Where X1, X2And XThreeRepresents a compound represented by the general formula (2).
[0046]
Next, from the compound represented by (4), from the reaction described in the literature (a), or a reaction with a nucleophile such as an organometallic compound such as a Grignard reagent, an organic zinc compound, an organic lithium reagent, etc. (Five)
[Chemical 9]
Figure 0004844785
(Where R1Represents the organic residue of the nucleophile and X1, X2And XThreeRepresents a compound represented by the general formula (2).
[0047]
Next, from the compound represented by (5), the general formula (6a) and the general formula (6b)
[Chemical Formula 10]
Figure 0004844785
(Where R1Represents the organic residue of the nucleophile and X1, X2And XThreeObtains a mixture of compounds represented by the general formula (2). From the mixture, (6b) is obtained using separation and purification such as column chromatography, recrystallization, and distillation.
[0048]
In particular, R in the general formula (5)1Is represented by the general formula (7) from the compound represented by the general formula (6b)
Embedded image
Figure 0004844785
(Where R, m, n, A, B, L, X1, X2And M have the same meaning as in general formula (1), and XThreeMay be selected in a timely manner so that the general formula (2) can be obtained.
[0049]
A compound represented by the general formula (4) and the general formula (8)
Embedded image
Figure 0004844785
[0050]
(In the formula, X represents a chlorine atom, a bromine atom or an iodine atom, and R2Represents the same meaning as R in the general formula (1), and m, n, A, B and L represent the same meaning as in the general formula (1). However, when n = 0 and m = 1, L represents a single bond, and when n = 0 and m = 0, R is R2Represents R with 2 fewer carbon atoms) and the general formula (5-1)
Embedded image
Figure 0004844785
(Where R2, M, n, A, B, and L have the same meaning as in general formula (8), and X1, X2And XThreeRepresents the same as the general formula (2)), and then according to the general formula (7-1)
Embedded image
Figure 0004844785
(Where R2, M, n, A, B, and L have the same meaning as in general formula (8), and X1, X2And XThreeRepresents the same meaning as in general formula (2).
[0051]
Further, catalytic reduction of the compound of the general formula (5-1), the general formula (5-2)
Embedded image
Figure 0004844785
(Where R2, M, n, A, B, and L have the same meaning as in general formula (8), and X1, X2And XThreeRepresents the same as the general formula (2)), and then according to the general formula (7-2)
Embedded image
Figure 0004844785
(Where R2, M, n, A, B, and L have the same meaning as in general formula (8), and X1, X2And XThreeIs synonymous with the general formula (2). ) Can be obtained.
[0052]
Or a compound represented by the general formula (4) and the general formula (9)
Embedded image
Figure 0004844785
(In the formula, X represents a chlorine atom, a bromine atom or an iodine atom, and R2, M, n, A, B, and L have the same meaning as in general formula (8)), from general formula (5-3)
[0053]
Embedded image
Figure 0004844785
(Where R2, M, n, A, B, and L have the same meaning as in general formula (8), and X1, X2And XThreeRepresents the same as the general formula (2)), and then according to the general formula (7-4)
Embedded image
Figure 0004844785
(Where R2, M, n, A, B, and L have the same meaning as in general formula (8), and X1, X2And XThreeIs synonymous with the general formula (2). ) Can be obtained.
[0054]
Or a compound represented by general formula (4) and general formula (10a) or general formula (10b)
Embedded image
Figure 0004844785
(Where RThreeRepresents an alkyl group or alkenyl group having 1 to 17 carbon atoms, which may be substituted by an alkoxyl group having 1 to 7 carbon atoms or 1 to 7 halogen atoms, and Met represents a zinc or magnesium atom. X represents a chlorine atom, a bromine atom or an iodine atom), from the general formula (5-4)
[0055]
Embedded image
Figure 0004844785
(Where RThreeIs synonymous with the general formula (10a), and X1, X2And XThreeRepresents the same as in general formula (2)), then catalytic reduction to obtain general formula (5-5)
[0056]
Embedded image
Figure 0004844785
(Where RThreeIs synonymous with the general formula (10a), and X1, X2And XThreeRepresents the same as the general formula (2)), and then according to the general formula (7-5)
[0057]
Embedded image
Figure 0004844785
(Where RThreeIs synonymous with the general formula (10a), and X1, X2And XThreeRepresents the same meaning as in general formula (2).
[0058]
When the compound of the general formula (6b) or the general formula (7) thus obtained corresponds to the compound of the general formula (1), it can be used as it is for the present invention. In this way, it can be used for the production of other derivatives.
[0059]
X in general formula (6b) or general formula (7)ThreeWhen is a hydrogen atom or a halogen atom, an organic lithium compound such as n-butyllithium is used, or X in general formula (6b) or general formula (7)ThreeWhen is a halogen atom, using magnesium, the general formula (11)
[0060]
Embedded image
Figure 0004844785
(Where RFourIs R in the general formula (6b)1Or the general formula (12)
Embedded image
Figure 0004844785
Wherein R, m, n, A, B, L and M have the same meaning as in general formula (1), and Met1Is a lithium atom or general formula (13)
Figure 0004844785
(Wherein X represents a halogen atom), X1And X2Represents the same meaning as in the general formula (2)), and then using this, the compound represented by the general formula (1) can be obtained.
[0061]
Compounds of general formula (11) and general formula (14)
Embedded image
Figure 0004844785
(Wherein t, D, T and Z have the same meaning as in general formula (1)), from general formula (15)
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents the same as in the general formula (11), and t, D, T and Z represent the same as in the general formula (1)). Next, after tosylation or mesylation of the hydroxyl group, a metal hydride such as lithium aluminum hydride is used, and the general formula (7-6) according to the method described in the literature (a), etc.
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents the same as in the general formula (11), and t, D, T and Z represent the same as in the general formula (1)).
[0062]
Alternatively, from the compound of the general formula (11) and iodine, the general formula (16)
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents the same as the general formula (11)), and then the general formula (17)
Embedded image
Figure 0004844785
(Where RFour, X1And X2Is synonymous with the general formula (11), t, C, D, T and Z are synonymous with the general formula (1)), etc., or by the method described in the literature (a), etc. Formula (7-7)
Embedded image
Figure 0004844785
(Where RFour, X1And X2Is synonymous with the general formula (11), and t, C, D, T and Z are synonymous with the general formula (1).
[0063]
Alternatively, from the compound of the general formula (11) by the method described in the literature (a), etc.
Embedded image
Figure 0004844785
(Where RFour, X1And X2Is represented by the general formula (11)), and then reacted with an appropriate oxidizing agent such as hydrogen peroxide, tertiary amine oxide, etc.
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents a compound represented by the general formula (11). The compound of the general formula (19) is represented by the general formula (2)ThreeWhen represents a protected hydroxyl group, it can be obtained by deprotecting the hydroxyl group from the compound of the general formula (6b) or the like. Then, according to the method described in the literature (a), etc., the general formula (7-8)
Embedded image
Figure 0004844785
(Where RFour, X1And X2Can have the same meaning as in general formula (11).
[0064]
Alternatively, from the compound of the general formula (11) and carbon dioxide, the general formula (20)
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents the same as the general formula (11)), then the general formula (7-9) by the method described in the literature (a)
Embedded image
Figure 0004844785
(Where RFour, X1And X2Can have the same meaning as in general formula (11). The compound of the general formula (7-9) is represented by the general formula (2)ThreeWhen represents a halogen atom, it can be obtained from the compound of the general formula (6b) and the like by the method described in the literature (a).
[0065]
Or a compound of general formula (16), or XThreeA compound of the general formula (6b) in which is a halogen atom or a sulfonyloxy group, or a triflate derived from a compound of the general formula (19) by a method similar to that described in the literature (a), and the general formula (21)
Embedded image
Figure 0004844785
(Wherein t, C, D, T and Z have the same meanings as in general formula (1)), and a general formula (7-10)
Embedded image
Figure 0004844785
(Where RFour, X1And X2Is synonymous with the general formula (11), and t, C, D, T and Z are synonymous with the general formula (1).
[0066]
Or a compound of general formula (20) and general formula (22)
Embedded image
Figure 0004844785
(Wherein t, C, D, T and Z have the same meanings as those in the general formula (1)), in the presence of a condensing agent such as a carbodiimide compound, the general formula (7-11 )
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents the same as in the general formula (11), and t, C, D, T and Z represent the same as in the general formula (1)).
[0067]
Alternatively, the compound of the general formula (19) and the general formula (23)
Embedded image
Figure 0004844785
[0068]
(Wherein t, C, D, T and Z have the same meanings as those in the general formula (1)), in the presence of a condensing agent such as a carbodiimide compound, the general formula (7-12 )
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents the same as in the general formula (11), and t, C, D, T and Z represent the same as in the general formula (1)).
[0069]
Further, from the compounds of the general formula (7-11) and general formula (7-12), by the method described in JP-A-10-204016, etc., the general formula (7-13) and the general formula (7-14)
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents the same as in the general formula (11), and t, C, D, T, and Z represent the same as in the general formula (1)), respectively.
[0070]
Alternatively, from the compound of the general formula (11) and dimethylformamide, the general formula (24)
[0071]
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents the same as the general formula (11)), then the general formula (7-15) by a method similar to that described in the literature (a)
[0072]
Embedded image
Figure 0004844785
(Where RFour, X1And X2Represents the same as in the general formula (11), and t, C, D, T and Z represent the same as in the general formula (1)).
[0073]
These production methods can be used by changing the order or changing the order in a timely manner when obtaining the target compound, and a conventionally known method can be additionally used. Moreover, when obtaining the target compound, protection / deprotection can be used in a timely manner according to the functional group in each compound.
[0074]
The compound represented by the general formula (1) is easy to obtain a high specific resistance and voltage holding ratio, is excellent in compatibility with other liquid crystal compositions, and is in a mixture state with other liquid crystal compounds. And can be suitably used as a liquid crystal display cell material. Two or more compounds represented by the general formula (1) can be used suitably as a liquid crystal display cell material in a mixture with other liquid crystal compounds. The compound (1) can be used in any of the various display systems described above, but is suitable for use in a TN display element and a STN display element driven by simple matrix or active matrix.
[0075]
The composition provided by the present invention contains at least one compound represented by the general formula (1) as the first component, and at least one of the following components from the following second to fourth components as other components. It is preferable to contain.
[0076]
That is, the second component is a so-called fluorine-based (halogen-based) p-type liquid crystal compound, and is composed of compounds represented by the following general formulas (A1) to (A3).
Embedded image
Figure 0004844785
[0077]
In the above formula, RbRepresents an alkyl group having 1 to 12 carbon atoms, these may be linear or may have a methyl or ethyl branch, may have a 3 to 6 membered ring structure, Any -CH present in the group2-May be replaced by -O-, -CH = CH-, -CH = CF-, -CF = CH-, -CF = CF-, or -C≡C-, and any group present in the group The hydrogen atom may be substituted by a fluorine atom or a trifluoromethoxy group, but a linear alkyl group having 2 to 7 carbon atoms, a linear 1-alkenyl group having 2 to 7 carbon atoms, the number of carbon atoms A linear 3-alkenyl group having 4 to 7 carbon atoms and an alkyl group having 1 to 5 carbon atoms substituted with an alkoxyl group having 1 to 3 carbon atoms at the end are preferable. Further, when asymmetric carbon is generated by branching, the compound may be optically active or racemic.
[0078]
A, B and C may each independently be substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, or one or more fluorine atoms. -Phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, fluorine 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5-diyl group optionally substituted by atoms A trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by a fluorine atom, or 1 to 2 1,4-phenylene optionally substituted by fluorine atoms It is preferred. In particular, when B represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, A preferably represents a trans-1,4-cyclohexylene group, and C represents When it represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, B and A preferably represent a trans-1,4-cyclohexylene group. In (A3), A preferably represents a trans-1,4-cyclohexylene group.
[0079]
La, LbAnd LcAre linking groups, each independently a single bond, ethylene group (-CH2CH2-), 1,2-propylene group (-CH (CHThree) CH2-And-CH2CH (CHThree)-), 1,4-butylene group, -COO-, -OCO-, -OCF2-, -CF2O—, —CH═CH—, —CH═CF—, —CF═CH—, —CF═CF—, —C≡C— or —CH═NN═CH—, each represents a single bond, an ethylene group, 1,4-butylene group, -COO-, -OCF2-, -CF2O—, —CF═CF— or —C≡C— is preferred, and a single bond or an ethylene group is particularly preferred. In addition, it is preferable that at least one of (A2) represents a single bond and at least two of (A3) represent a single bond.
[0080]
Ring Z represents an aromatic ring and can be represented by the following general formulas (IXa) to (IXc).
Embedded image
Figure 0004844785
[0081]
Where Ya~ YjEach independently represents a hydrogen atom or a fluorine atom, but in (IXa), YaAnd YbPreferably, at least one of represents a fluorine atom, and in (IXb), Yd~ YfPreferably at least one of represents a fluorine atom, in particular YdMore preferably represents a fluorine atom.
[0082]
Terminal group PaIs a fluorine atom, a chlorine atom, a trifluoromethoxy group, a difluoromethoxy group, a trifluoromethyl group or a difluoromethyl group, or an alkoxyl group having 2 or 3 carbon atoms substituted by two or more fluorine atoms, an alkyl group or an alkenyl group Or an alkenyloxy group, preferably a fluorine atom, a trifluoromethoxy group or a difluoromethoxy group, and particularly preferably a fluorine atom.
[0083]
The third component is a so-called cyano p-type liquid crystal compound, which is composed of compounds represented by the following general formulas (B1) to (B3).
Embedded image
Figure 0004844785
[0084]
In the above formula, RcRepresents an alkyl group having 1 to 12 carbon atoms, these may be linear or may have a methyl or ethyl branch, may have a 3 to 6 membered ring structure, Any -CH present in the group2-May be replaced by -O-, -CH = CH-, -CH = CF-, -CF = CH-, -CF = CF-, or -C≡C-, and any group present in the group The hydrogen atom may be substituted by a fluorine atom or a trifluoromethoxy group, but a linear alkyl group having 2 to 7 carbon atoms, a linear 1-alkenyl group having 2 to 7 carbon atoms, the number of carbon atoms A linear 3-alkenyl group having 4 to 7 carbon atoms and an alkyl group having 1 to 5 carbon atoms substituted with an alkoxyl group having 1 to 3 carbon atoms at the end are preferable. Further, when asymmetric carbon is generated by branching, the compound may be optically active or racemic.
[0085]
D, E and F may each independently be substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, or one or more fluorine atoms. -Phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, fluorine 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5-diyl group optionally substituted by atoms A trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by a fluorine atom, or 1 to 2 1,4-phenylene optionally substituted by fluorine atoms It is preferred. In particular, when E represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, D preferably represents a trans-1,4-cyclohexylene group, and F represents When it represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, D and E preferably represent a trans-1,4-cyclohexylene group. In (B3), D preferably represents a trans-1,4-cyclohexylene group.
[0086]
Ld, LeAnd LfAre linking groups, each independently a single bond, ethylene group (-CH2CH2-), 1,2-propylene group (-CH (CHThree) CH2-And-CH2CH (CHThree)-), 1,4-butylene group, -COO-, -OCO-, -OCF2-, -CF2O-, -CH = CH-, -CH = CF-, -CF = CH-, -CF = CF-, -C≡C-, -OCH2-, -CH2O- or -CH = NN = CH- represents a single bond, ethylene group, -COO-, -OCF2-, -CF2O—, —CF═CF— or —C≡C— is preferred, and a single bond, ethylene group or —COO— is particularly preferred. In addition, it is preferable that at least one of them in (B2) represents a single bond in (B3).
[0087]
Ring Y represents an aromatic ring and can be represented by the following general formulas (IXd) to (IXf).
Embedded image
Figure 0004844785
Where Yk~ YqEach independently represents a hydrogen atom or a fluorine atom, but in (IXe), YnAnd YoPreferably represents a hydrogen atom.
Terminal group PaRepresents a cyano group (—CN), a cyanato group (—OCN), or —C≡CCN, with a cyano group being preferred.
[0088]
The fourth component is a so-called n-type liquid crystal having a dielectric anisotropy of about 0, and is composed of compounds represented by the following general formulas (C1) to (C3).
Embedded image
Figure 0004844785
[0089]
In the above formula, RdAnd ReEach independently represents an alkyl group having 1 to 12 carbon atoms, which may be linear or have a methyl or ethyl branch, and have a 3- to 6-membered cyclic structure. Any --CH present in the group2-May be replaced by -O-, -CH = CH-, -CH = CF-, -CF = CH-, -CF = CF-, or -C≡C-, and any group present in the group The hydrogen atom may be substituted by a fluorine atom or a trifluoromethoxy group, but a linear alkyl group having 1 to 7 carbon atoms, a linear 1-alkenyl group having 2 to 7 carbon atoms, and the number of carbon atoms A linear alkyl group having 1 to 5 carbon atoms, a linear 3-alkenyl group having 4 to 7 carbon atoms, a linear alkoxyl group having 1 to 3 carbon atoms, or a terminal substituted with an alkoxyl group having 1 to 3 carbon atoms Group is preferred, and at least one of them is a linear alkyl group having 1 to 7 carbon atoms, a linear 1-alkenyl group having 2 to 7 carbon atoms, or a linear 3-alkenyl group having 4 to 7 carbon atoms. Is particularly preferred.
[0090]
G, H, I and J are each independently substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms or a methyl group. 1,4-phenylene group optionally substituted, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene optionally substituted by 1 to 2 fluorine atoms 2,6-diyl group, 1,4-cyclohexenylene group optionally substituted by 1 to 2 fluorine atoms, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5 -Diyl group or pyridine-2,5-diyl group, but in each compound, transdecahydronaphthalene-trans-2,6-diyl group, naphthalene-2 optionally substituted by one or more fluorine atoms , 6-diyl group, substituted by 1 to 2 fluorine atoms Good tetrahydronaphthalene-2,6-diyl group, 1,4-cyclohexenylene group optionally substituted by fluorine atom, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5- The number of diyl groups or pyridine-2,5-diyl groups is preferably 1 or less, and the other ring is substituted with a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or a methyl group. It is preferable to represent a good 1,4-phenylene group.
[0091]
Lg, LhAnd LiAre linking groups, each independently a single bond, ethylene group (-CH2CH2-), 1,2-propylene group (-CH (CHThree) CH2-And-CH2CH (CHThree)-), 1,4-butylene group, -COO-, -OCO-, -OCF2-, -CF2O—, —CH═CH—, —CH═CF—, —CF═CH—, —CF═CF—, —C≡C— or —CH═NN═CH—, each represents a single bond, an ethylene group, 1,4-butylene group, -COO-, -OCO-, -OCF2-, -CF2O-, -CF = CF-, -C≡C- or -CH = NN = CH- are preferred, at least one of them represents a single bond in (C2) and at least two of them in (C3) It is preferable.
[0092]
More preferable forms in (C1) can be represented by the following general formulas (C1a) to (C1h).
Embedded image
Figure 0004844785
[0093]
In each of the above formulas, RfAnd RgAre each independently a linear alkyl group having 1 to 7 carbon atoms, a linear 1-alkenyl group having 2 to 7 carbon atoms, a linear 3-alkenyl group having 4 to 7 carbon atoms, or a carbon atom. A linear alkoxyl group having 1 to 3 carbon atoms or a linear alkyl group having 1 to 5 carbon atoms substituted at the terminal with an alkoxyl group having 1 to 3 carbon atoms, at least one of which has 1 to 3 carbon atoms 7 represents a linear alkyl group, a linear 1-alkenyl group having 2 to 7 carbon atoms, or a linear 3-alkenyl group having 4 to 7 carbon atoms. However, when G1 to G3 are aromatic rings, the corresponding RfExcept for 1-alkenyl group and alkoxyl group, when H1 to H3 are aromatic rings, the corresponding RgExcludes 1-alkenyl and alkoxyl groups.
[0094]
G1 and H1 may each independently be substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms, or a methyl group. , 4-phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by 1 to 2 fluorine atoms 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine optionally substituted by 1 to 2 fluorine atoms -2,5-diyl group, but in each compound, trans-decahydronaphthalene-trans-2,6-diyl group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms , May be substituted by 1 to 2 fluorine atoms Trahydronaphthalene-2,6-diyl group, 1,4-cyclohexenylene group optionally substituted by a fluorine atom, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5- The number of diyl groups or pyridine-2,5-diyl groups is preferably within one, and the other ring in that case is substituted with a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or a methyl group Represents an optionally substituted 1,4-phenylene group. G2 and H2 may each independently be substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms, or a methyl group. , 4-phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by 1 to 2 fluorine atoms In each compound, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, 1 to 2 The tetrahydronaphthalene-2,6-diyl group which may be substituted by a fluorine atom preferably represents no more than one, in which case the other ring is a trans-1,4-cyclohexylene group or 1 to 2 Fluorine atom or methyl group Represents a 1,4-phenylene group which may be substituted by G3 and H3 are each independently 1,4-phenylene group optionally substituted by 1 to 2 fluorine atoms or methyl groups, naphthalene-2,6 optionally substituted by one or more fluorine atoms -Diyl group represents a tetrahydronaphthalene-2,6-diyl group optionally substituted by 1 to 2 fluorine atoms, but naphthalene-2 optionally substituted by one or more fluorine atoms in each compound , 6-diyl group, and tetrahydronaphthalene-2,6-diyl group which may be substituted by 1 to 2 fluorine atoms are preferably within one.
[0095]
More preferable forms in (C2) can be represented by the following general formulas (C2a) to (C2m).
Embedded image
Figure 0004844785
[0096]
In the above formula, G1, G2, G3, H1, H2, and H3 represent the above-mentioned meanings, I1 represents G1, I2 represents G2, and I3 represents G3. In each of the above compounds, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, and 1 to 2 fluorine atoms A tetrahydronaphthalene-2,6-diyl group optionally substituted by a 1,4-cyclohexenylene group optionally substituted by a fluorine atom, a 1,3-dioxane-trans-2,5-diyl group, The number of pyrimidine-2,5-diyl groups or pyridine-2,5-diyl groups is preferably one or less, and in this case, the other ring is a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms. It represents a 1,4-phenylene group which may be substituted with an atom or a methyl group.
[0097]
Next, more preferable forms in (C3) can be represented by the following general formulas (C3a) to (C3f).
Embedded image
Figure 0004844785
[0098]
In the above formula, G1, G2, H1, H2, I1 and I2 represent the above-mentioned meanings, J1 represents G1 and J2 represents the same meaning as G2. In each of the above compounds, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, and 1 to 2 fluorine atoms A tetrahydronaphthalene-2,6-diyl group optionally substituted by a 1,4-cyclohexenylene group optionally substituted by a fluorine atom, a 1,3-dioxane-trans-2,5-diyl group, The number of pyrimidine-2,5-diyl groups or pyridine-2,5-diyl groups is preferably one or less, and in this case, the other ring is a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms. It represents a 1,4-phenylene group which may be substituted with an atom or a methyl group.
[0099]
As will be apparent from Examples described later, the compound of the present invention is excellent in response and suitable as a liquid crystal material for a high-speed display liquid crystal display. The same applies to the liquid crystal composition of the present invention, and the display element of the present invention exhibits excellent characteristics of being responsive at high speed. The compound of the present invention has excellent liquid crystallinity and excellent compatibility with currently used liquid crystal compounds and liquid crystal compositions. In addition, it can be seen that the liquid crystal composition has an effect superior to conventional compounds in preparing a liquid crystal composition having a wide temperature range showing a liquid crystal phase, a low threshold voltage, and capable of high-speed response. The effect of reducing the threshold voltage is large, and it is extremely excellent as a liquid crystal material that can be driven at a low voltage.
[0100]
Therefore, the compound of the general formula (1) is a liquid crystal that can be driven at a low voltage with a wide temperature range, particularly for a field effect display cell such as a TN type or STN type in a mixture with other nematic liquid crystal compounds. It can be suitably used as a material. Among the compounds of (1), those that do not have a strong polar group in the molecule can easily obtain a large specific resistance and a high voltage holding ratio, and should be used as a component of liquid crystal materials for active matrix driving. Is also possible. The present invention also provides a compound represented by the general formula (1) and a liquid crystal composition containing at least one of them as a constituent component.
[0101]
【Example】
EXAMPLES Hereinafter, although an Example is given and this invention is further explained in full detail, this invention is not limited to these Examples.
[0102]
Example 1 Synthesis of 5,7-difluoro-2-propyl-1,4-dihydronaphthalene
Embedded image
Figure 0004844785
(1-a) Synthesis of 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one
A catalytic amount of pyridine was added to a solution of 200 g of 5,7-difluorophenylacetic acid and 300 g of thionyl chloride in 400 mL of 1,2-dichloroethane, and the mixture was heated to reflux for 5 hours under a nitrogen atmosphere. Left. The obtained residue is added dropwise to 1000 mL of dichloromethane and 320 g of aluminum chloride under cooling at −20 ° C. After stirring for 30 minutes, ethylene gas was blown in, and after further stirring for 5 hours, diluted hydrochloric acid was added to separate the organic layer, and the aqueous layer was extracted with toluene. The organic layers were combined, washed successively with water, saturated aqueous sodium hydrogen carbonate, water and saturated brine, dried over anhydrous sodium sulfate, distilled off the solvent, distilled under reduced pressure, and recrystallized from hexane. 170 g of -difluoro-1,2,3,4-tetrahydronaphthalen-2-one were obtained.
[0103]
Synthesis of (1-b) 5,7-difluoro-2-propyl-1,4-dihydronaphthalene
Dissolve 10.0 g of 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in (1-a) in 50 mL of tetrahydrofuran (THF), then add 5.4 g of zinc dust and stir with stirring. Suspend. After adding 0.3 mL of trimethylsilyl chloride at room temperature, 10.0 g of allyl bromide was added dropwise over 30 minutes (at this time, the system temperature had reached 50 ° C.), and the mixture was further stirred for 1 hour. After adding 20 mL of 10% hydrochloric acid, the mixture was extracted with toluene, washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain 12.3 g of a crude product of 5,7-difluoro-2- (2-propenyl) -1,2,3,4-tetrahydronaphthalen-2-ol.
[0104]
The crude product was dissolved in 48 mL of ethyl acetate, stirred with 0.6 g of 5% palladium carbon in a 0.5 MPa hydrogen atmosphere for 2 hours, filtered and concentrated to 5,7-difluoro-2-propyl-1,2, 12 g of a crude product of 3,4-tetrahydronaphthalen-2-ol was obtained. The crude product was heated to reflux with 0.6 g of p-toluenesulfonic acid monohydrate in 50 mL of toluene for 2 hours, cooled to room temperature, washed with water and then saturated brine, dried over anhydrous magnesium sulfate and concentrated. A mixture of 5,7-difluoro-2-propyl-3,4-dihydronaphthalene and 5,7-difluoro-2-propyl-1,4-dihydronaphthalene was obtained. Subsequently, the residue was purified by distillation under reduced pressure and column chromatography to obtain 3.2 g of 5,7-difluoro-2-propyl-1,4-dihydronaphthalene. This was a liquid at room temperature.
[0105]
Similarly, the following compounds were obtained.
6-Fluoro-2-propyl-1,4-dihydronaphthalene
5,7-dichloro-2-propyl-1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2-propyl-1,4-dihydronaphthalene
5,7-Dichloro-6-trifluoromethoxy-2-propyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-propyl-1,4-dihydronaphthalene
[0106]
Example 2 Synthesis of 2-propyl-6-iodo-5,7-difluoro-1,4-dihydronaphthalene
Embedded image
Figure 0004844785
10.0 g of 5,7-difluoro-2-propyl-1,4-dihydronaphthalene obtained in Example 1 was dissolved in 50 mL of THF, and cooled to -50 ° C, 32 mL of a 1.51 M hexane solution of n-butyllithium was added dropwise, 5,7-Difluoro-6-lithio-2-propyl-1,4-dihydronaphthalene was prepared. Next, 13.4 g of iodine dissolved in 42 mL of THF was added dropwise, and after stirring for 2 hours, 20 mL of water was added to stop the reaction. After returning to room temperature, the organic layer was washed with an aqueous sodium hydrogen sulfite solution and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography to obtain 16 g of 2-propyl-6-iodo-5,7-difluoro-1,4-dihydronaphthalene.
[0107]
Example 3 Synthesis of 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
Embedded image
Figure 0004844785
6.3 g of 3,4,5-trifluorophenylboric acid obtained from the reaction of trimethylborate with a Grignard reagent prepared from 3,4,5-trifluorobromobenzene and magnesium, and 2 obtained in Example 2. -Propyl-6-iodo-5,7-difluoro-1,4-dihydronaphthalene (10 g) in the presence of tetrakis (triphenylphosphino) palladium (0) 0.86 g in 40 mL of toluene and 40 mL of 2M aqueous potassium carbonate solution for 10 hours After refluxing and returning to room temperature, the organic layer was washed with water and then saturated brine and dried over anhydrous magnesium sulfate. Distill off the solvent, purify by column chromatography, recrystallize from ethanol, 5.0 g of 2-propyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene Got.
[0108]
Similarly, the following compounds were obtained.
5,7-Difluoro-2-propyl-6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2-propyl-6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2-propyl-6- {4- (trifluoromethoxy) phenyl} -3,4, -dihydronaphthalene
5,7-Difluoro-2-propyl-6- {4- (trifluoromethoxy) -3-fluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2-propyl-6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -1,4-dihydronaphthalene
[0109]
Example 4 Synthesis of 2-propyl-6- {2- (3,4,5-trifluorophenyl) ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
Embedded image
Figure 0004844785
2-propyl-6-iodo-5,7-difluoro-1,4-dihydronaphthalene (10 g) obtained in Example 2 and 5.5 g of (3,4,5-trifluorophenyl) acetylene were mixed with 60 mL of dimethylformamide (DMF). In 90 mL of triethylamine, in the presence of 0.11 g of copper iodide and 0.69 g of tetrakis (triphenylphosphino) palladium (0), the mixture was stirred at 90 ° C. for 8 hours, returned to room temperature, added to water, and extracted with hexane. did. The organic layer was washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off, purified by column chromatography, recrystallized from ethanol and 2-propyl-6- {2- (3,4,5-trifluorophenyl) ethynyl} -5,7-difluoro-1,4 -7.0 g of dihydronaphthalene was obtained.
[0110]
Similarly, the following compounds were obtained.
2-propyl-6- {2- (4-fluorophenyl) ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {2- (3,4-difluorophenyl) ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {2- {4- (trifluoromethoxy) phenyl} ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {2- {4- (trifluoromethoxy) -3-fluorophenyl} ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {2- {4- (trifluoromethoxy) -3,5-difluorophenyl} ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
[0111]
Example 5 2-Propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid
Synthesis of 3,4,5-trifluorophenyl
Embedded image
Figure 0004844785
From 5,7-difluoro-6-lithio-2-propyl-1,4-dihydronaphthalene prepared in Example 2, it was reacted with carbon dioxide (dry ice) to give 5,7-difluoro-6-carboxyl-2- Propyl-1,4-dihydronaphthalene was obtained. Next, 5.0 g of the mixture, 2.9 g of 3,4,5-trifluorophenol and 4.2 g of 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride were stirred in 30 mL of methylene chloride at room temperature for 8 hours, The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. Distill off the solvent, purify by column chromatography, recrystallize from ethanol, 5.1g 2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3,4,5-trifluorophenyl Got.
[0112]
Similarly, the following compounds were obtained.
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 4-fluorophenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3,4-difluorophenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 4-trifluoromethoxyphenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3-fluoro-4-trifluoromethoxyphenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3,5-difluoro-4-trifluoromethoxyphenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 4-cyanophenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3-fluoro-4-cyanophenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3,5-difluoro-4-cyanophenyl
[0113]
Example 6 Synthesis of 2-propyl-6- (trans-4-propylcyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
Embedded image
Figure 0004844785
To 0.87 g of shaved magnesium, 10 g of 2-propyl-6-iodo-5,7-difluoro-1,4-dihydronaphthalene obtained in Example 2 was dissolved in 40 mL of THF and added dropwise at a rate to reflux, Grignard A reactant was prepared. After returning to room temperature, 4.3 g of 4-propylcyclohexanone was dissolved in 16 mL of THF and added dropwise. 10% Hydrochloric acid was added, extracted with toluene, and the organic layers were combined, washed with water and then saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain 10.5 g of a crude product of 2-propyl-6- (4-propyl-1-hydroxycyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene. This is dissolved in 50 mL of methylene chloride, 2.4 g of pyridine is added, and 3.5 g of methanesulfonic acid chloride is added dropwise under ice cooling. After stirring for 1 hour, water was added, the organic layer was separated, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a crude product. This was dissolved in 50 mL of THF and added dropwise to a suspension of 1.2 g of lithium aluminum hydride in 30 mL of THF. Under ice-cooling, 10% hydrochloric acid was added and extracted with toluene. The organic layers were combined, washed with water and then saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a crude product. This was dissolved in 50 mL of DMF, 2.0 g of potassium t-butoxy was added, and the mixture was stirred at 90 ° C. for 6 hours. The mixture was poured into water, extracted with hexane, the organic layers were combined, washed with water and then saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain 10.0 g of a crude product. After column chromatography, recrystallization from ethanol gave 4.9 g of 2-propyl-6- (trans-4-propylcyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene.
[0114]
Similarly, the following compounds were obtained.
2-propyl-6- (trans-4-butylcyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans-4-pentylcyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans-4-vinylcyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {trans-4- (3-butenyl) cyclohexyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {trans-4- (3-pentenyl) cyclohexyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-propylbicyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-butylbicyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-pentylbicyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-vinylbicyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {trans, trans-4 '-(3-butenyl) bicyclohexyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {trans, trans-4 '-(3-pentenyl) bicyclohexyl} -5,7-difluoro-1,4-dihydronaphthalene
[0115]
Example 7 Synthesis of 5,7-difluoro-2-pentyl-1,4-dihydronaphthalene
Embedded image
Figure 0004844785
To a mixture of 60 mL of toluene and 15.0 g of 1-pentyne, 69.0 mL of a 1.4M THF / toluene (25/75) solution of methylmagnesium bromide was added, refluxed for 2.5 hours, and then cooled to 25 ° C. To this, 8.0 g of 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 1 was dissolved in 24 mL of toluene and added dropwise over 10 minutes. The mixture was further stirred for 1 hour, added with 60 mL of 10% hydrochloric acid, extracted with toluene, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain 11 g of a crude product of 5,7-difluoro-2- (1-pentynyl) -1,2,3,4-tetrahydronaphthalen-2-ol. Subsequently, 10 g of 5,7-difluoro-2-pentyl-1,4-dihydronaphthalene was obtained in the same manner as in Example 1.
[0116]
Similarly, the following compounds were obtained.
5,7-Difluoro-2-butyl-1,4-dihydronaphthalene
5,7-Difluoro-2-hexyl-1,4-dihydronaphthalene
5,7-Difluoro-2-heptyl-1,4-dihydronaphthalene
5,7-dichloro-2-butyl-1,4-dihydronaphthalene
5,7-dichloro-2-pentyl-1,4-dihydronaphthalene
5,7-Dichloro-2-hexyl-1,4-dihydronaphthalene
5,7-Dichloro-2-heptyl-1,4-dihydronaphthalene
6-Fluoro-2-butyl-1,4-dihydronaphthalene
6-Fluoro-2-pentyl-1,4-dihydronaphthalene
6-Fluoro-2-hexyl-1,4-dihydronaphthalene
6-Fluoro-2-heptyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-butyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-pentyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-hexyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-heptyl-1,4-dihydronaphthalene
3,4,5-trifluoro-2-butyl-1,4-dihydronaphthalene
3,4,5-trifluoro-2-pentyl-1,4-dihydronaphthalene
3,4,5-trifluoro-2-hexyl-1,4-dihydronaphthalene
3,4,5-trifluoro-2-heptyl-1,4-dihydronaphthalene
[0117]
Example 8 Synthesis of 2-pentyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
From 5,7-difluoro-2-pentyl-1,4-dihydronaphthalene obtained in Example 7, in the same manner as in Example 3, 2-pentyl-6- (3,4,5-trifluorophenyl)- 5,7-difluoro-1,4-dihydronaphthalene was obtained.
[0118]
Similarly, the following compounds were obtained.
2-Butyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-hexyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Hexyl-6- (4-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-hexyl-6- (4,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Hexyl-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Hexyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Hexyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
[0119]
Example 9 Synthesis of 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
Embedded image
Figure 0004844785
From the 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 1 and (trans-4-propylcyclohexyl) acetylene, 5,7- Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene was obtained.
[0120]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
[0121]
Example 10 Synthesis of 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
Embedded image
Figure 0004844785
From the 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene obtained in Example 9, in the same manner as in Example 3, 5,7-difluoro- 2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was obtained.
[0122]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
[0123]
Example 11 Synthesis of 5,6,7-trifluoro-2-propyl-1,4-dihydronaphthalene
Synthesis of (11-a) 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one
In the same manner as in Example 1, 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one was obtained from 5,6,7-trifluorophenylacetic acid.
(11-b) Synthesis of 5,6,7-trifluoro-2-propyl-1,4-dihydronaphthalene
From the 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in (11-a) above, 5,6,7-trifluoro- 2-Propyl-1,4-dihydronaphthalene was obtained.
[0124]
Example 12 Synthesis of 5,6,7-trifluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
From 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 11, in the same manner as in Example 9, 5,6,7-trifluoro-2- { 2- (Trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene was obtained.
[0125]
Example 13 Synthesis of 5,7-difluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene
Embedded image
Figure 0004844785
2.5 g of magnesium was suspended in 5 mL of THF, and 20 g of 4-propylbromobenzene dissolved in 60 mL of THF was added dropwise under reflux. The mixture was further stirred for 1 hour, cooled to 25 ° C., and 60 mL of toluene was added. Next, 60 mL of the solvent was distilled off under reduced pressure using an aspirator so that most of the solvent in the system was composed of toluene. The system was kept at 25 ° C., 14.3 g of 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 1 was dissolved in 50 mL of toluene and added dropwise. After further stirring for 1 hour, 10% hydrochloric acid was added. The mixture was extracted with ethyl acetate, washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain 15 g of 5,7-difluoro-2- (4-propylphenyl) -1,2,3,4-tetrahydronaphthalen-2-ol crude product. Next, in the same manner as in Example 1, 5,7-difluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene was obtained.
[0126]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- (4-ethylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-ethylphenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-butylphenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-pentylphenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-ethylphenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-butylphenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-pentylphenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-ethylphenyl) -1,4-dihydronaphthalene
6-Trifluoromethoxy-2- (4-propylphenyl) -1,4-dihydronaphthalene
6-Trifluoromethoxy-2- (4-butylphenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-pentylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-ethylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-propylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-butylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-pentylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
[0127]
Example 14 Synthesis of 5,7-difluoro-2- (4-propylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
From the 5,7-difluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene obtained in Example 13, 5,7-difluoro-2- (4-propylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was obtained.
[0128]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- (4-ethylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
[0129]
Example 15 Synthesis of 5,7-difluoro-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
Substituting trans-4-propyl-1-bromocyclohexane in place of 4-propylbromobenzene, the same as in Example 13, 5,7-difluoro-2- (trans-4-propylcyclohexyl) -1,4- Dihydronaphthalene was obtained.
[0130]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
6-Trifluoromethoxy-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
6-Trifluoromethoxy-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
[0131]
Example 16 Synthesis of 5,7-difluoro-2- (trans-4-propylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
From the 5,7-difluoro-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene obtained in Example 15, 5,7-difluoro-2- (trans-4) was prepared in the same manner as in Example 3. -Propylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was obtained.
[0132]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
[0133]
Example 17 Synthesis of 5,7-difluoro-6-cyano-2- (4-propylphenyl) -1,4-dihydronaphthalene
From 5,7-difluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene obtained in Example 13, 5,7-difluoro-2- (4-propylphenyl) was obtained in the same manner as in Example 5. After obtaining 1,4-dihydronaphthalene-6-carboxylic acid, 5,7-difluoro-6-cyano-2- (4-propylphenyl) -1,4-dihydronaphthalene was obtained as follows. It was.
Embedded image
Figure 0004844785
[0134]
Similarly, the following compounds were obtained.
5,7-Difluoro-6-cyano-2- (4-ethylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-pentylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-pentylcyclohexyl) -2-fluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-ethylcyclohexyl) -2,6-difluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-propylcyclohexyl) -2,6-difluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-pentylcyclohexyl) -2,6-difluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
[0135]
(Example 18) Preparation of liquid crystal composition
General-purpose host liquid crystal (H) with wide temperature range and low viscosity that can be used for active matrix drive
Embedded image
Figure 0004844785
Was prepared. This (H) shows a nematic phase at 116.7 ° C. or lower and its melting point is + 11 ° C. The physical properties of this composition and the measured values of the electro-optical properties at 20 ° C. of the TN cell (cell thickness 6 μm) prepared using the composition were as follows.
Threshold voltage (Vth): 2.14V
Dielectric anisotropy (Δε): 4.8
Response (τr = τd): 25.3msec
Refractive index anisotropy (Δn): 0.090
Here, the response is a measured value when a voltage is applied so that the rise time (τr) and the fall time (τd) are equal.
[0136]
Next, 80% of the host liquid crystal (H) and the following 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydro compound obtained in Example 3 were used. Naphthalene
Embedded image
Figure 0004844785
When a liquid crystal composition (M-1) comprising 20% was prepared, the nematic phase upper limit temperature (TNI) Was 77.4 ° C.
[0137]
Next, (M-1) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and the electro-optical characteristics thereof were measured.
Threshold voltage (Vth): 1.30V
Dielectric Anisotropy (Δε): 7.5
Response (τr = τd): 41.4ms
Refractive index anisotropy (Δn): 0.094
Therefore, by adding 20% of 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene, the response is suppressed to an increase of 16.1 ms. As a result, the dielectric anisotropy was increased and the threshold voltage (Vth) was reduced by 0.84V.
[0138]
(Comparative Example 1)
In Example 18, instead of 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene, the following 5,7-difluoro-6- ( 3,4,5-trifluorophenyl) -2-propyl-1,2,3,4-tetrahydronaphthalene
Embedded image
Figure 0004844785
Was added to (H) in the same amount (20%) to prepare a liquid crystal composition (M-2). The nematic phase upper limit temperature (TN-I) was 76.4 ° C.
[0139]
Next, (M-2) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and the electro-optical characteristics thereof were measured.
Threshold voltage (Vth): 1.36V
Dielectric Anisotropy (Δε): 7.4
Response (τr = τd): 44.4msec
Refractive index anisotropy (Δn): 0.089
Compared with the compound shown in Example 18, the response is poor, the dielectric anisotropy is small, and the effect of reducing the threshold voltage is also small. Furthermore, the nematic phase upper limit temperature is also low, and it can be seen that the liquid crystallinity is inferior.
[0140]
(Example 19) Preparation of liquid crystal composition
Host liquid crystal composition (H ') having the following composition
[0141]
Embedded image
Figure 0004844785
[0142]
Was prepared. Here, the physical properties of (H ′) are as follows.
Nematic phase upper limit temperature (TN-I) 75.0 ℃
Solid phase or smectic phase-nematic phase transition temperature (T → N) -70 ℃
Threshold voltage (Vth) 1.49V
Dielectric Anisotropy (Δε) 10.3
Refractive index anisotropy (Δn) 0.142
[0143]
From 90% of the base liquid crystal (H ′) and 10% of 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene obtained in Example 3 A liquid crystal composition (M-3) was prepared. The physical properties of this composition are as follows.
Nematic phase upper limit temperature (TN-I) 69.5 ℃
Solid phase or smectic phase-nematic phase transition temperature (T → N) -70 ℃
Threshold voltage (Vth) 1.23V
Dielectric Anisotropy (Δε) 11.7
Refractive index anisotropy (Δn) 0.140
[0144]
【The invention's effect】
When used as a constituent material of a liquid crystal composition, the dihydronaphthalene compound of the present invention has the effect of lowering the threshold voltage without improving or deteriorating the response of the display element. Therefore, it is excellent as a material for a high-speed display liquid crystal display corresponding to a moving image, and further has an effect of lowering the threshold voltage, and thus has a great effect on power saving of the liquid crystal display.
[0145]
BACKGROUND OF THE INVENTION
The present invention relates to a novel liquid crystalline compound that is a dihydronaphthalene derivative, a liquid crystal composition containing the same, and a liquid crystal display device using the same, which are useful as an electro-optical liquid crystal display material.

Claims (18)

一般式(I)
Figure 0004844785
(式中、Rは炭素原子数1〜20のアルキル基、炭素原子数1〜20のアルコキシル基、炭素原子数2〜20のアルケニル基又は炭素原子数2〜20のアルケニルオキシ基を表しこれらは炭素原子数1〜7のアルコキシル基又は1〜7個のハロゲン原子によって置換されていてもよく、m、n、q、tはそれぞれ独立に0又は1を表し、A、B、C及びDはそれぞれ独立にトランス-1,4-シクロへキシレン基、トランス,トランス-ビシクロヘキサン-4,4'-ジイル基、ビシクロ[2.2.2]オクタン-1,4-ジイル基、又は1個以上のハロゲン原子により置換されていてもよい、1,4-フェニレン基、ピリジン-2,5-ジイル基、ピリミジン-2,5-ジイル基、ピラジン-2,5-ジイル基、ピリダジン-3,6-ジイル基、トランス-1,3-ジオキサン-2,5-ジイル基、トランスデカヒドロナフタレン-2,6-ジイル基、テトラヒドロナフタレン-2,6-ジイル基、ナフタレン-2,6-ジイル基を表し、L、M、Q、Tはそれぞれ独立に-CH2CH2-、-CH2CH2CH2CH2-、-CH=CH-、-CH=CHCH2CH2-、-CH2CH2CH=CH-、-CH(CH3)CH2-、-CH2CH(CH3)-、-CF=CF-、-CH2O-、-OCH2-、-CF2O-、-OCF2-、-COO-、-OCO-、-C≡C-又は単結合を表し、X1及びX2は塩素原子又はフッ素原子を表し、Zは、水素原子、ハロゲン原子、シアノ基、シアナト基、-SCN、又は、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜20のアルキル基、アルコキシル基、アルケニル基、アルケニルオキシ基を表す。)で表されるジヒドロナフタレン誘導体。
Formula (I)
Figure 0004844785
Wherein R represents an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an alkenyloxy group having 2 to 20 carbon atoms. May be substituted by an alkoxyl group having 1 to 7 carbon atoms or 1 to 7 halogen atoms, m, n, q and t each independently represent 0 or 1, and A, B, C and D are Each independently a trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4'-diyl group, bicyclo [2.2.2] octane-1,4-diyl group, or one or more halogens 1,4-phenylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, pyridazine-3,6-diyl optionally substituted by atoms Group, trans-1,3-dioxane-2,5-diyl group, transdecahydronaphthalene-2,6-diyl group, tetrahydronaphthalene- 2,6-diyl group, naphthalene-2,6-diyl group, L, M, Q and T are each independently -CH 2 CH 2- , -CH 2 CH 2 CH 2 CH 2- , -CH = CH-, -CH = CHCH 2 CH 2- , -CH 2 CH 2 CH = CH-, -CH (CH 3 ) CH 2- , -CH 2 CH (CH 3 )-, -CF = CF-, -CH 2 O-, -OCH 2- , -CF 2 O-, -OCF 2- , -COO-, -OCO-, -C≡C- or a single bond, X 1 and X 2 are chlorine atoms or fluorine atoms Z represents a hydrogen atom, a halogen atom, a cyano group, a cyanato group, -SCN, or an alkyl group having 1 to 20 carbon atoms which may be substituted with one or more fluorine atoms, an alkoxyl group, an alkenyl A dihydronaphthalene derivative represented by: an alkenyloxy group.
一般式(I)において、X1がフッ素原子を表す請求項1記載の化合物。2. The compound according to claim 1 , wherein in the general formula (I), X 1 represents a fluorine atom. 一般式(I)において、X2がフッ素原子を表す請求項1記載の化合物。 2. The compound according to claim 1, wherein in the general formula (I), X 2 represents a fluorine atom. 一般式(I)において、X1及びX2がフッ素原子を表す請求項1記載の化合物。 2. The compound according to claim 1, wherein in the general formula (I), X 1 and X 2 represent a fluorine atom. 一般式(I)において、Zがフッ素原子、炭素原子数2〜7のアルケニルオキシ基、一個以上のフッ素原子によって置換された炭素原子数1〜7のアルキル基、一個以上のフッ素原子によって置換された炭素原子数1〜7のアルコキシル基又は一個以上のフッ素原子によって置換された炭素原子数1〜7のアルケニル基を表す請求項1〜4の何れかに記載の化合物。In general formula (I), Z is substituted by a fluorine atom, an alkenyloxy group having 2 to 7 carbon atoms, an alkyl group having 1 to 7 carbon atoms substituted by one or more fluorine atoms, and one or more fluorine atoms. The compound according to any one of claims 1 to 4, which represents an alkoxyl group having 1 to 7 carbon atoms or an alkenyl group having 1 to 7 carbon atoms substituted by one or more fluorine atoms. 一般式(I)において、Zがフッ素原子、フルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメトキシ基、フルオロメチル基、ジフルオロメチル基、トリフルオロメチル基又はシアノ基を表す請求項1〜4の何れかに記載の化合物。In the general formula (I), Z represents a fluorine atom, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group or a cyano group. Compound described in 1. 一般式(I)において、Dが1個以上のハロゲン原子により置換されていてもよい1,4-フェニレン基を表す請求項1〜6の何れかに記載の化合物。The compound according to any one of claims 1 to 6, wherein in the general formula (I), D represents a 1,4-phenylene group which may be substituted with one or more halogen atoms. 一般式(I)において、Dが一個以上のフッ素原子によって置換された1,4-フェニレン基を表す請求項1〜6の何れかに記載の化合物。The compound according to any one of claims 1 to 6, wherein in the general formula (I), D represents a 1,4-phenylene group substituted by one or more fluorine atoms. 一般式(I)において、Tが-CH2CH2-、-CF=CF-、-CF2O-、-OCF2-、-C≡C-又は単結合を表す請求項1〜8の何れかに記載の化合物。In the general formula (I), T represents -CH 2 CH 2- , -CF = CF-, -CF 2 O-, -OCF 2- , -C≡C-, or a single bond. A compound according to claim 1. 一般式(I)において、Lが-CH2CH2-、-CF=CF-、-CF2O-、-OCF2-、-C≡C-又は単結合を表す請求項1〜9の何れかに記載の化合物。In the general formula (I), L represents -CH 2 CH 2- , -CF = CF-, -CF 2 O-, -OCF 2- , -C≡C-, or a single bond. A compound according to claim 1. 一般式(I)において、Rが炭素原子数1〜7の直鎖アルキル基又は炭素原子数1〜7の直鎖アルコキシル基を表す請求項1〜9の何れかに記載の化合物。The compound according to any one of claims 1 to 9, wherein, in the general formula (I), R represents a linear alkyl group having 1 to 7 carbon atoms or a linear alkoxyl group having 1 to 7 carbon atoms. 一般式(I)において、Rが炭素原子数1〜7の直鎖アルキル基又は炭素原子数1〜7の直鎖アルコキシル基を表し、m = n = q = 0かつt = 1を表し、X1及びX2の少なくとも一つがフッ素原子を表し、Tが単結合又は-C≡C-を表し、Dが一個以上のフッ素原子によって置換されていてもよい1,4-フェニレン基を表す請求項1記載の化合物。In the general formula (I), R represents a linear alkyl group having 1 to 7 carbon atoms or a linear alkoxyl group having 1 to 7 carbon atoms, m = n = q = 0 and t = 1, and X 2. At least one of 1 and X 2 represents a fluorine atom, T represents a single bond or —C≡C—, and D represents a 1,4-phenylene group optionally substituted by one or more fluorine atoms. 1. The compound according to 1. 一般式(I)において、Rが炭素原子数1〜7の直鎖アルキル基又は炭素原子数1〜7の直鎖アルコキシル基を表し、m = 1かつn = q = t = 0を表し、X1及びX2の少なくとも一つがフッ素原子を表し、Lが単結合又は-CH2CH2-を表し、Aがトランス-1,4-シクロヘキシレン基又はトランス,トランス-1,1'-ビシクロヘキサン-4,4'-ジイル基を表す請求項1記載の化合物。In the general formula (I), R represents a linear alkyl group having 1 to 7 carbon atoms or a linear alkoxyl group having 1 to 7 carbon atoms, m = 1 and n = q = t = 0, and X At least one of 1 and X 2 represents a fluorine atom, L represents a single bond or —CH 2 CH 2 —, and A represents a trans-1,4-cyclohexylene group or trans, trans-1,1′-bicyclohexane The compound according to claim 1, which represents a -4,4'-diyl group. 一般式(I)において、Rが炭素原子数1〜7の直鎖アルキル基又は炭素原子数1〜7の直鎖アルコキシル基を表し、m = t = 1かつn = q = 0を表し、X1及びX2の少なくとも一つがフッ素原子を表し、Lが単結合又は-CH2CH2-を表し、Tが単結合又は-C≡C-を表し、Aがトランス-1,4-シクロヘキシレン基又はトランス,トランス-1,1'-ビシクロヘキサン-4,4'-ジイル基を表し、Dが一個以上のフッ素原子によって置換されていてもよい1,4-フェニレン基を表す請求項1記載の化合物。In the general formula (I), R represents a linear alkyl group having 1 to 7 carbon atoms or a linear alkoxyl group having 1 to 7 carbon atoms, m = t = 1 and n = q = 0, X At least one of 1 and X 2 represents a fluorine atom, L represents a single bond or —CH 2 CH 2 —, T represents a single bond or —C≡C—, and A represents trans-1,4-cyclohexylene. 2. The group or trans, trans-1,1′-bicyclohexane-4,4′-diyl group, wherein D represents a 1,4-phenylene group optionally substituted by one or more fluorine atoms. Compound. 請求項1記載の一般式(I)で表される化合物を含有する液晶組成物。2. A liquid crystal composition containing the compound represented by the general formula (I) according to claim 1. アクティブマトリックス駆動用に用いられる請求項15記載の液晶組成物。16. The liquid crystal composition according to claim 15, which is used for active matrix driving. 請求項15記載の液晶組成物を構成要素とする液晶表示素子。16. A liquid crystal display element comprising the liquid crystal composition according to claim 15 as a constituent element. 請求項15記載の液晶組成物を用いたアクティブマトリックス駆動液晶表示素子。16. An active matrix driving liquid crystal display device using the liquid crystal composition according to claim 15.
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