JP4048411B2 - 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 PDFInfo
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- JP4048411B2 JP4048411B2 JP2001387536A JP2001387536A JP4048411B2 JP 4048411 B2 JP4048411 B2 JP 4048411B2 JP 2001387536 A JP2001387536 A JP 2001387536A JP 2001387536 A JP2001387536 A JP 2001387536A JP 4048411 B2 JP4048411 B2 JP 4048411B2
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- dihydronaphthalene
- fluoro
- trans
- carbon atoms
- Prior art date
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- 239000004973 liquid crystal related substance Substances 0.000 title claims description 69
- 239000000203 mixture Substances 0.000 title claims description 47
- KEIFWROAQVVDBN-UHFFFAOYSA-N 1,2-dihydronaphthalene Chemical class C1=CC=C2C=CCCC2=C1 KEIFWROAQVVDBN-UHFFFAOYSA-N 0.000 title claims description 4
- -1 bicyclo [2.2.2 ] Octane-1,4-diyl group Chemical group 0.000 claims description 251
- 150000001875 compounds Chemical class 0.000 claims description 100
- 125000004432 carbon atom Chemical group C* 0.000 claims description 91
- 125000001153 fluoro group Chemical group F* 0.000 claims description 91
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 51
- 125000005407 trans-1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])[C@]([H])([*:2])C([H])([H])C([H])([H])[C@@]1([H])[*:1] 0.000 claims description 38
- 125000000217 alkyl group Chemical group 0.000 claims description 35
- 229910052731 fluorine Inorganic materials 0.000 claims description 34
- 125000003545 alkoxy group Chemical group 0.000 claims description 27
- 125000005843 halogen group Chemical group 0.000 claims description 27
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 23
- 125000003342 alkenyl group Chemical group 0.000 claims description 21
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 19
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 239000011159 matrix material Substances 0.000 claims description 6
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 5
- 239000000470 constituent Substances 0.000 claims description 3
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
- 125000004785 fluoromethoxy group Chemical group [H]C([H])(F)O* 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
- 101150065749 Churc1 gene Proteins 0.000 claims 1
- 102100038239 Protein Churchill Human genes 0.000 claims 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 39
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 22
- 230000015572 biosynthetic process Effects 0.000 description 21
- 238000003786 synthesis reaction Methods 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 238000000034 method Methods 0.000 description 15
- 239000000463 material Substances 0.000 description 13
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- 125000001309 chloro group Chemical group Cl* 0.000 description 12
- 239000012071 phase Substances 0.000 description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 11
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 11
- 239000012043 crude product Substances 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 239000012044 organic layer Substances 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 229910052801 chlorine Inorganic materials 0.000 description 8
- 238000004440 column chromatography Methods 0.000 description 8
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- DAHDFURQTOLYBB-UHFFFAOYSA-N 5-fluoro-3,4-dihydro-1h-naphthalen-2-one Chemical compound C1C(=O)CCC2=C1C=CC=C2F DAHDFURQTOLYBB-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 125000005653 3,5-difluoro-1,4-phenylene group Chemical group [H]C1=C(F)C([*:2])=C(F)C([H])=C1[*:1] 0.000 description 5
- 125000005451 3-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:1])C([H])=C(F)C([*:2])=C1[H] 0.000 description 5
- YUPZITAHRVJOMD-UHFFFAOYSA-N 8-fluoro-3-propyl-1,2-dihydronaphthalene Chemical compound C1=CC(F)=C2CCC(CCC)=CC2=C1 YUPZITAHRVJOMD-UHFFFAOYSA-N 0.000 description 5
- HFANJQAUXTWDOP-UHFFFAOYSA-N 8-fluoro-3-propyl-7-(3,4,5-trifluorophenyl)-1,2-dihydronaphthalene Chemical compound FC1=C2CCC(CCC)=CC2=CC=C1C1=CC(F)=C(F)C(F)=C1 HFANJQAUXTWDOP-UHFFFAOYSA-N 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical group [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 229910052749 magnesium Inorganic materials 0.000 description 5
- RZLCPMZOXHHYMJ-UHFFFAOYSA-N 5,6-difluoro-3,4-dihydro-1h-naphthalen-2-one Chemical compound C1C(=O)CCC2=C(F)C(F)=CC=C21 RZLCPMZOXHHYMJ-UHFFFAOYSA-N 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 4
- UCHYSLXFLAKPGE-UHFFFAOYSA-N 8-fluoro-3-(4-propylphenyl)-1,2-dihydronaphthalene Chemical compound C1=CC(CCC)=CC=C1C1=CC2=CC=CC(F)=C2CC1 UCHYSLXFLAKPGE-UHFFFAOYSA-N 0.000 description 4
- GKTVALFLJCMWGS-UHFFFAOYSA-N C(CC)C1=CC2=CC=C(C(=C2CC1)F)I Chemical compound C(CC)C1=CC2=CC=C(C(=C2CC1)F)I GKTVALFLJCMWGS-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 229910052740 iodine Inorganic materials 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 4
- 238000001953 recrystallisation Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- 125000005449 2-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C([H])=C(F)C([*:1])=C1[H] 0.000 description 3
- VWUCREQMADIMGK-UHFFFAOYSA-N 7,8-difluoro-3-propyl-1,2-dihydronaphthalene Chemical compound C1=C(F)C(F)=C2CCC(CCC)=CC2=C1 VWUCREQMADIMGK-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- FOTYZVNLFFKGAC-QAQDUYKDSA-N CCC[C@H]1CC[C@H](CCC2=CC3=CC=CC(F)=C3CC2)CC1 Chemical compound CCC[C@H]1CC[C@H](CCC2=CC3=CC=CC(F)=C3CC2)CC1 FOTYZVNLFFKGAC-QAQDUYKDSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 125000005647 linker group Chemical group 0.000 description 3
- 239000012038 nucleophile Substances 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- NUPWGLKBGVNSJX-UHFFFAOYSA-N 1-bromo-4-propylbenzene Chemical compound CCCC1=CC=C(Br)C=C1 NUPWGLKBGVNSJX-UHFFFAOYSA-N 0.000 description 2
- GDHJVPXTTZHNQU-UHFFFAOYSA-N 1-fluoro-6-(4-propylphenyl)-7,8-dihydronaphthalene-2-carbonitrile Chemical compound C1=CC(CCC)=CC=C1C1=CC2=CC=C(C#N)C(F)=C2CC1 GDHJVPXTTZHNQU-UHFFFAOYSA-N 0.000 description 2
- RAPFZMPBQGYKGI-UHFFFAOYSA-N 8-fluoro-3-pentyl-7-(3,4,5-trifluorophenyl)-1,2-dihydronaphthalene Chemical compound FC1=C2CCC(CCCCC)=CC2=CC=C1C1=CC(F)=C(F)C(F)=C1 RAPFZMPBQGYKGI-UHFFFAOYSA-N 0.000 description 2
- FAWTXLDMYWOASD-UHFFFAOYSA-N C(CC)C1=CC2=CC=C(C(=C2CC1)F)C#CC1=C(C(=C(C=C1)CC)F)F Chemical compound C(CC)C1=CC2=CC=C(C(=C2CC1)F)C#CC1=C(C(=C(C=C1)CC)F)F FAWTXLDMYWOASD-UHFFFAOYSA-N 0.000 description 2
- KWMSYUZMAPNGFX-SAABIXHNSA-N C(CC)C1=CC2=CC=C(C(=C2CC1)F)[C@@H]1CC[C@H](CC1)CCC Chemical compound C(CC)C1=CC2=CC=C(C(=C2CC1)F)[C@@H]1CC[C@H](CC1)CCC KWMSYUZMAPNGFX-SAABIXHNSA-N 0.000 description 2
- VLNGKEIGMKXKBZ-UHFFFAOYSA-N C(CCCC)C1=C(C(=C(C=C1)C1=CC2=CC=C(C(=C2CC1)F)C1=C(C(=C(C=C1)CC)F)F)F)F Chemical compound C(CCCC)C1=C(C(=C(C=C1)C1=CC2=CC=C(C(=C2CC1)F)C1=C(C(=C(C=C1)CC)F)F)F)F VLNGKEIGMKXKBZ-UHFFFAOYSA-N 0.000 description 2
- IPIKCJKUCRSAHQ-XUTJKUGGSA-N C(CCCC)[C@@H]1CC[C@H](CC1)C1=C(C(=C(C=C1)C1=CC2=CC=C(C(=C2CC1)F)CC)F)F Chemical compound C(CCCC)[C@@H]1CC[C@H](CC1)C1=C(C(=C(C=C1)C1=CC2=CC=C(C(=C2CC1)F)CC)F)F IPIKCJKUCRSAHQ-XUTJKUGGSA-N 0.000 description 2
- JRGIVXJGUGRXOX-UHFFFAOYSA-N CCCC1=CC2=C(CC1)C(=C(C=C2)C#CC3=CC(=C(C(=C3)F)F)F)F Chemical compound CCCC1=CC2=C(CC1)C(=C(C=C2)C#CC3=CC(=C(C(=C3)F)F)F)F JRGIVXJGUGRXOX-UHFFFAOYSA-N 0.000 description 2
- DSGAWMOUGRCIQR-UHFFFAOYSA-N CCCC1=CC=C(C=C1)C2=CC3=C(CC2)C(=C(C=C3)C4=CC(=C(C(=C4)F)F)F)F Chemical compound CCCC1=CC=C(C=C1)C2=CC3=C(CC2)C(=C(C=C3)C4=CC(=C(C(=C4)F)F)F)F DSGAWMOUGRCIQR-UHFFFAOYSA-N 0.000 description 2
- BIEPETFOCHAQCH-WKILWMFISA-N CCC[C@H]1CC[C@H](CCC(CCC2=C3F)=CC2=CC=C3F)CC1 Chemical compound CCC[C@H]1CC[C@H](CCC(CCC2=C3F)=CC2=CC=C3F)CC1 BIEPETFOCHAQCH-WKILWMFISA-N 0.000 description 2
- CANZDSWKUYHAIX-IYARVYRRSA-N CCC[C@H]1CC[C@H](CCC2=CC3=CC=C(C(C=C4F)=CC(F)=C4F)C(F)=C3CC2)CC1 Chemical compound CCC[C@H]1CC[C@H](CCC2=CC3=CC=C(C(C=C4F)=CC(F)=C4F)C(F)=C3CC2)CC1 CANZDSWKUYHAIX-IYARVYRRSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 239000004990 Smectic liquid crystal Substances 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical group [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- WVIIMZNLDWSIRH-UHFFFAOYSA-N cyclohexylcyclohexane Chemical group C1CCCCC1C1CCCCC1 WVIIMZNLDWSIRH-UHFFFAOYSA-N 0.000 description 2
- 238000002296 dynamic light scattering Methods 0.000 description 2
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 2
- 150000004678 hydrides Chemical class 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000012280 lithium aluminium hydride Substances 0.000 description 2
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 2
- KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 125000005651 substituted 1,4-phenylene group Chemical group 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- FWUHUNUOUDQTFG-UHFFFAOYSA-N (3,4,5-trifluorophenoxy)boronic acid Chemical compound OB(O)OC1=CC(F)=C(F)C(F)=C1 FWUHUNUOUDQTFG-UHFFFAOYSA-N 0.000 description 1
- IBXNCJKFFQIKKY-UHFFFAOYSA-N 1-pentyne Chemical compound CCCC#C IBXNCJKFFQIKKY-UHFFFAOYSA-N 0.000 description 1
- 125000005450 2,3-difluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C(F)=C(F)C([*:1])=C1[H] 0.000 description 1
- 125000005714 2,5- (1,3-dioxanylene) group Chemical group [H]C1([H])OC([H])([*:1])OC([H])([H])C1([H])[*:2] 0.000 description 1
- YCAKYFIYUHHCKW-UHFFFAOYSA-N 2-(3,4-difluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=C(F)C(F)=C1 YCAKYFIYUHHCKW-UHFFFAOYSA-N 0.000 description 1
- YEAUYVGUXSZCFI-UHFFFAOYSA-N 2-(3-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(F)=C1 YEAUYVGUXSZCFI-UHFFFAOYSA-N 0.000 description 1
- ZRTWIJKGTUGZJY-UHFFFAOYSA-N 3,4,5-trifluorophenol Chemical compound OC1=CC(F)=C(F)C(F)=C1 ZRTWIJKGTUGZJY-UHFFFAOYSA-N 0.000 description 1
- 125000004361 3,4,5-trifluorophenyl group Chemical group [H]C1=C(F)C(F)=C(F)C([H])=C1* 0.000 description 1
- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 1
- NQEDLIZOPMNZMC-UHFFFAOYSA-N 4-propylcyclohexan-1-one Chemical compound CCCC1CCC(=O)CC1 NQEDLIZOPMNZMC-UHFFFAOYSA-N 0.000 description 1
- 125000004863 4-trifluoromethoxyphenyl group Chemical group [H]C1=C([H])C(OC(F)(F)F)=C([H])C([H])=C1* 0.000 description 1
- HKJCELUUIFFSIN-UHFFFAOYSA-N 5-bromo-1,2,3-trifluorobenzene Chemical compound FC1=CC(Br)=CC(F)=C1F HKJCELUUIFFSIN-UHFFFAOYSA-N 0.000 description 1
- BZXWRVPVZZZAKB-UHFFFAOYSA-N 5-ethynyl-1,2,3-trifluorobenzene Chemical group FC1=CC(C#C)=CC(F)=C1F BZXWRVPVZZZAKB-UHFFFAOYSA-N 0.000 description 1
- MIUGAKSSFACOPK-UHFFFAOYSA-N 5-fluoro-2-pent-1-ynyl-3,4-dihydro-1H-naphthalen-2-ol Chemical compound C1=CC=C2CC(C#CCCC)(O)CCC2=C1F MIUGAKSSFACOPK-UHFFFAOYSA-N 0.000 description 1
- BTDMZKYFLHCIQN-UHFFFAOYSA-N 5-fluoro-2-propyl-1,4-dihydronaphthalene Chemical compound C1=CC=C2CC(CCC)=CCC2=C1F BTDMZKYFLHCIQN-UHFFFAOYSA-N 0.000 description 1
- GOYKGBBRZPFDLD-UHFFFAOYSA-N 5-fluoro-2-propyl-6-(3,4,5-trifluorophenyl)-1,2,3,4-tetrahydronaphthalene Chemical compound C=1C=C2CC(CCC)CCC2=C(F)C=1C1=CC(F)=C(F)C(F)=C1 GOYKGBBRZPFDLD-UHFFFAOYSA-N 0.000 description 1
- NQMQVBHBOBSOSZ-UHFFFAOYSA-N 7-fluoro-3,4-dihydro-1h-naphthalen-2-one Chemical compound C1CC(=O)CC2=CC(F)=CC=C21 NQMQVBHBOBSOSZ-UHFFFAOYSA-N 0.000 description 1
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- SAHGLFXPBDBVPZ-IYARVYRRSA-N FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CC Chemical compound FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CC SAHGLFXPBDBVPZ-IYARVYRRSA-N 0.000 description 1
- ADNIPQUAMTYKHF-WGSAOQKQSA-N FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CCC Chemical compound FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CCC ADNIPQUAMTYKHF-WGSAOQKQSA-N 0.000 description 1
- YLGSISNNZMFJQA-MXVIHJGJSA-N FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CCCC Chemical compound FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CCCC YLGSISNNZMFJQA-MXVIHJGJSA-N 0.000 description 1
- BSFJKXIIBPDGPV-MEMLXQNLSA-N FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CCCCC Chemical compound FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CCCCC BSFJKXIIBPDGPV-MEMLXQNLSA-N 0.000 description 1
- KGVPKSLAOFJTQM-HZCBDIJESA-N FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CCCCCC Chemical compound FC1=C2CCC(=CC2=CC=C1C1=CC(=C(C=C1)OC(F)(F)F)F)CC[C@@H]1CC[C@H](CC1)CCCCCC KGVPKSLAOFJTQM-HZCBDIJESA-N 0.000 description 1
- DPLIGMUMCSHMJQ-WGSAOQKQSA-N FC1=C2CCC(=CC2=CC=C1C1=CC=C(C=C1)OC(F)(F)F)CC[C@@H]1CC[C@H](CC1)CC Chemical compound FC1=C2CCC(=CC2=CC=C1C1=CC=C(C=C1)OC(F)(F)F)CC[C@@H]1CC[C@H](CC1)CC DPLIGMUMCSHMJQ-WGSAOQKQSA-N 0.000 description 1
- KDQUUQFVENGWQD-MXVIHJGJSA-N FC1=C2CCC(=CC2=CC=C1C1=CC=C(C=C1)OC(F)(F)F)CC[C@@H]1CC[C@H](CC1)CCC Chemical compound FC1=C2CCC(=CC2=CC=C1C1=CC=C(C=C1)OC(F)(F)F)CC[C@@H]1CC[C@H](CC1)CCC KDQUUQFVENGWQD-MXVIHJGJSA-N 0.000 description 1
- HTOURERNIADJNH-MEMLXQNLSA-N FC1=C2CCC(=CC2=CC=C1C1=CC=C(C=C1)OC(F)(F)F)CC[C@@H]1CC[C@H](CC1)CCCC Chemical compound FC1=C2CCC(=CC2=CC=C1C1=CC=C(C=C1)OC(F)(F)F)CC[C@@H]1CC[C@H](CC1)CCCC HTOURERNIADJNH-MEMLXQNLSA-N 0.000 description 1
- KESBBNZCBXJHLQ-HZCBDIJESA-N FC1=C2CCC(=CC2=CC=C1C1=CC=C(C=C1)OC(F)(F)F)CC[C@@H]1CC[C@H](CC1)CCCCC Chemical compound FC1=C2CCC(=CC2=CC=C1C1=CC=C(C=C1)OC(F)(F)F)CC[C@@H]1CC[C@H](CC1)CCCCC KESBBNZCBXJHLQ-HZCBDIJESA-N 0.000 description 1
- XJPFGDDSZHDWRC-UHFFFAOYSA-N FC1=C2CCC(=CC2=CC=C1[Li])CCC Chemical compound FC1=C2CCC(=CC2=CC=C1[Li])CCC XJPFGDDSZHDWRC-UHFFFAOYSA-N 0.000 description 1
- ABMANHOTKPNGGW-UHFFFAOYSA-N FC1=C2CCC(CC2=CC=C1)(O)C1=CC=C(C=C1)CCC Chemical compound FC1=C2CCC(CC2=CC=C1)(O)C1=CC=C(C=C1)CCC ABMANHOTKPNGGW-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000007818 Grignard reagent Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 125000001651 cyanato group Chemical group [*]OC#N 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000010511 deprotection reaction Methods 0.000 description 1
- 230000005669 field effect Effects 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000004795 grignard reagents Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 150000002641 lithium Chemical group 0.000 description 1
- 150000002642 lithium compounds Chemical class 0.000 description 1
- NXPHGHWWQRMDIA-UHFFFAOYSA-M magnesium;carbanide;bromide Chemical compound [CH3-].[Mg+2].[Br-] NXPHGHWWQRMDIA-UHFFFAOYSA-M 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000003328 mesylation reaction Methods 0.000 description 1
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 125000001979 organolithium group Chemical group 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000007070 tosylation reaction Methods 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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、高速応答が可能なFLC(強誘電性液晶)、あるいは広視野角化が可能なVA(垂直配向液晶表示)、IPS(インプレーンスイッチング)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) 広い液晶相温度範囲
(2) 低い閾値電圧
(3) 速いレスポンス
(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速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、液晶相温度範囲拡大し、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)
【０００８】
【化２】
【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。
本発明は、一般式(1)において、X、m、n、q、t、R、A、B、C、D、L、M、Q、T及びZの選択により非常に多種の化合物を包含し得る。
【００１０】
Xとしては、塩素原子又はフッ素原子を表すが、フッ素原子であることが好ましい。
【００１１】
m、n、q及びtとしては、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。
【００１２】
A、B、C及びDとしては、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-フェニレン基がより好ましく、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、1,4-フェニレン基、2-フルオロ-1,4-フェニレン基、3-フルオロ-1,4-フェニレン基、2,3-ジフルオロ-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。
【００１３】
特にAとしてはトランス-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、1,4-フェニレン基、3-フルオロ-1,4-フェニレン基、2-フルオロ-1,4-フェニレン基又は3,5-ジフルオロ-1,4-フェニレン基が好ましく、トランス-1,4-シクロへキシレン基又はトランス,トランス-ビシクロヘキサン-4,4'-ジイル基が更に好ましく、トランス-1,4-シクロへキシレン基が特に好ましい。
【００１４】
また、特にDとしてはトランス-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、1,4-フェニレン基、3-フルオロ-1,4-フェニレン基、2-フルオロ-1,4-フェニレン基又は3,5-ジフルオロ-1,4-フェニレン基が好ましく、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、2-フルオロ-1,4-フェニレン基又は3,5-ジフルオロ-1,4-フェニレン基が更に好ましく、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-フェニレン基が特に好ましい。
【００１５】
Rとしては、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が更に好ましく、炭素原子数1〜7の直鎖アルキル基、炭素原子数1〜7の直鎖アルコキシル基、炭素原子数2〜7の直鎖アルケニル基又は炭素原子数2〜7の直鎖アルケニルオキシ基が特に好ましい。また、m = n = 0の場合、Rはアルキル基又はアルケニル基が好ましく、直鎖アルキル基又は直鎖アルケニル基が更に好ましく、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が特に好ましい。
【００１６】
L、M、Q及びTとしては、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-又は単結合が好ましく、-CH2CH2-、-CF=CF-、-CH2O-、-OCH2-、-CF2O-、-OCF2-、-COO-、-OCO-、-C≡C-又は単結合が更に好ましく、-CH2CH2-、-CF=CF-、-CF2O-、-OCF2-、-C≡C-又は単結合が特に好ましい。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。
【００１７】
Zとしては、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1〜7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1〜7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2〜7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2〜7のアルケニルオキシ基がより好ましく、フッ素原子、シアノ基、炭素原子数1〜5の直鎖アルキル基、炭素原子数1〜5の直鎖アルコキシル基、炭素原子数2〜5の直鎖アルケニル基、炭素原子数2〜5の直鎖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1〜5の直鎖アルキル基、一個以上のフッ素原子によって置換された炭素原子数1〜5の直鎖アルコキシル基、一個以上のフッ素原子によって置換された炭素原子数2〜5の直鎖アルケニ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2〜5の直鎖アルケニルオキシ基が更に好ましく、フッ素原子、シアノ基、メチル基、エチル基、メトキシ基、エトキシ基、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が特に好ましい。また、q = t = 0を表すときにZは水素原子以外を表すことが好ましい。
【００１８】
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
【００１９】
【化３】
【化４】
例えば
【化５】
【００２２】
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-Ph2-Z、R-Xa-Ph3-Z、R-Xa-Ph5-Z、R-Xb-Ph-Z、R-By-Xa-Z、R-Cy-Xa-Z、R-Cy-Xb-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-Ph2-Xa-Z、R-Ph3-Xa-Z、R-Ph4-Xa-Z、R-Ph5-Xa-Z、Cy-Xa-Ph-Z、Cy-Xa-Ph1-Z、Cy-Xa-Ph2-Z、Cy-Xa-Ph3-Z、Cy-Xa-Ph5-Z、Cy-Xa-VO-Ph-Z、Cy-Xa-VO-Ph1-Z、Cy-Xa-VO-Ph3-Z、Cy-Xa-T-Ph-Z、Cy-Xa-T-Ph1-Z、Cy-Xa-T-Ph3-Z、Cy-Xa-G-Ph-Z、Cy-Xa-G-Ph1-Z、Cy-Xa-G-Ph3-Z、Cy-Xa-J-Ph-Z、Cy-Xa-J-Ph1-Z、Cy-Xa-J-Ph3-Z、Cy-VO-Xa-Ph-Z、Cy-VO-Xa-Ph1-Z、Cy-VO-Xa-Ph3-Z、Cy-VO-Xa-VO-Ph-Z、Cy-VO-Xa-VO-Ph1-Z、Cy-VO-Xa-VO-Ph3-Z、Cy-VO-Xa-T-Ph-Z、Cy-VO-Xa-T-Ph1-Z、Cy-VO-Xa-T-Ph3-Z、Cy-VO-Xa-G-Ph-Z、Cy-VO-Xa-G-Ph1-Z、Cy-VO-Xa-G-Ph3-Z、Cy-VO-Xa-J-Ph-Z、Cy-VO-Xa-J-Ph1-Z、Cy-VO-Xa-J-Ph3-Z、Cy-2-Xa-Ph-Z、Cy-2-Xa-Ph1-Z、Cy-2-Xa-Ph2-Z、Cy-2-Xa-Ph3-Z、Cy-2-Xa-Ph5-Z、Cy-2-Xa-VO-Ph-Z、Cy-2-Xa-VO-Ph1-Z、Cy-2-Xa-VO-Ph3-Z、Cy-2-Xa-T-Ph-Z、Cy-2-Xa-T-Ph1-Z、Cy-2-Xa-T-Ph3-Z、Cy-2-Xa-G-Ph-Z、Cy-2-Xa-G-Ph1-Z、Cy-2-Xa-G-Ph3-Z、Cy-2-Xa-J-Ph-Z、Cy-2-Xa-J-Ph1-Z、Cy-2-Xa-J-Ph3-Z、Cy-G-Xa-Ph-Z、Cy-G-Xa-Ph1-Z、Cy-G-Xa-Ph3-Z、Cy-G-Xa-VO-Ph-Z、Cy-G-Xa-VO-Ph1-Z、Cy-G-Xa-VO-Ph3-Z、Cy-G-Xa-T-Ph-Z、Cy-G-Xa-T-Ph1-Z、Cy-G-Xa-T-Ph3-Z、Cy-G-Xa-G-Ph-Z、Cy-G-Xa-G-Ph1-Z、Cy-G-Xa-G-Ph3-Z、Cy-G-Xa-J-Ph-Z、Cy-G-Xa-J-Ph1-Z、Cy-G-Xa-J-Ph3-Z、Cy-J-Xa-Ph-Z、Cy-J-Xa-Ph1-Z、Cy-J-Xa-Ph3-Z、Cy-J-Xa-VO-Ph-Z、Cy-J-Xa-VO-Ph1-Z、Cy-J-Xa-VO-Ph3-Z、Cy-J-Xa-T-Ph-Z、Cy-J-Xa-T-Ph1-Z、Cy-J-Xa-T-Ph3-Z、Cy-J-Xa-G-Ph-Z、Cy-J-Xa-G-Ph1-Z、Cy-J-Xa-G-Ph3-Z、Cy-J-Xa-J-Ph-Z、Cy-J-Xa-J-Ph1-Z、Cy-J-Xa-J-Ph3-Z、Cy-Xb-Ph1-Z、Cy-Xb-Ph3-Z、Cy-Xb-VO-Ph-Z、Cy-Xb-VO-Ph1-Z、Cy-Xb-T-Ph1-Z、Cy-Xb-G-Ph1-Z、Cy-Xb-G-Ph3-Z、Cy-Xb-J-Ph-Z、Cy-Xb-J-Ph1-Z、Cy-VO-Xb-Ph-Z、Cy-VO-Xb-J-Ph3-Z、Cy-2-Xb-Ph-Z、Cy-J-Xb-J-Ph3-Z、Ph-Xa-Ph-Z、Ph-Xa-Ph1-Z、Ph-Xa-Ph3-Z、Ph-Xa-VO-Ph-Z、Ph-Xa-VO-Ph1-Z、Ph-Xa-VO-Ph3-Z、Ph-Xa-T-Ph-Z、Ph-Xa-T-Ph1-Z、Ph-Xa-T-Ph3-Z、Ph-Xa-G-Ph-Z、Ph-Xa-G-Ph1-Z、Ph-Xa-G-Ph3-Z、Ph-Xa-J-Ph-Z、Ph-Xa-J-Ph1-Z、Ph-Xa-J-Ph3-Z、Ph-VO-Xa-Ph-Z、Ph-VO-Xa-Ph1-Z、Ph-VO-Xa-Ph3-Z、Ph-VO-Xa-VO-Ph-Z、Ph-VO-Xa-VO-Ph1-Z、Ph-VO-Xa-VO-Ph3-Z、Ph-VO-Xa-T-Ph-Z、Ph-VO-Xa-T-Ph1-Z、Ph-VO-Xa-T-Ph3-Z、Ph-VO-Xa-G-Ph-Z、Ph-VO-Xa-G-Ph1-Z、Ph-VO-Xa-G-Ph3-Z、Ph-VO-Xa-J-Ph-Z、Ph-VO-Xa-J-Ph1-Z、Ph-VO-Xa-J-Ph3-Z、Ph-2-Xa-Ph-Z、Ph-2-Xa-Ph1-Z、Ph-2-Xa-Ph3-Z、Ph-2-Xa-VO-Ph-Z、Ph-2-Xa-VO-Ph1-Z、Ph-2-Xa-VO-Ph3-Z、Ph-2-Xa-T-Ph-Z、Ph-2-Xa-T-Ph1-Z、Ph-2-Xa-T-Ph3-Z、Ph-2-Xa-G-Ph-Z、Ph-2-Xa-G-Ph1-Z、Ph-2-Xa-G-Ph3-Z、Ph-2-Xa-J-Ph-Z、Ph-2-Xa-J-Ph1-Z、Ph-2-Xa-J-Ph3-Z、Ph-G-Xa-Ph-Z、Ph-G-Xa-Ph1-Z、Ph-G-Xa-Ph3-Z、Ph-G-Xa-VO-Ph-Z、Ph-G-Xa-VO-Ph1-Z、Ph-G-Xa-VO-Ph3-Z、Ph-G-Xa-T-Ph-Z、Ph-G-Xa-T-Ph1-Z、Ph-G-Xa-T-Ph3-Z、Ph-G-Xa-G-Ph-Z、Ph-G-Xa-G-Ph1-Z、Ph-G-Xa-G-Ph3-Z、Ph-G-Xa-J-Ph-Z、Ph-G-Xa-J-Ph1-Z、Ph-G-Xa-J-Ph3-Z、Ph-J-Xa-Ph-Z、Ph-J-Xa-Ph1-Z、Ph-J-Xa-Ph3-Z、Ph-J-Xa-VO-Ph-Z、Ph-J-Xa-VO-Ph1-Z、Ph-J-Xa-VO-Ph3-Z、
【００２３】
Ph-J-Xa-T-Ph-Z、Ph-J-Xa-T-Ph1-Z、Ph-J-Xa-T-Ph3-Z、Ph-J-Xa-G-Ph-Z、Ph-J-Xa-G-Ph1-Z、Ph-J-Xa-G-Ph3-Z、Ph-J-Xa-J-Ph-Z、Ph-J-Xa-J-Ph1-Z、Ph-J-Xa-J-Ph3-Z、Ph-Xb-Ph-Z、Ph-Xb-Ph1-Z、Ph-Xb-Ph3-Z、Ph-J-Xb-J-Ph1-Z、Ph-J-Xb-J-Ph3-Z、Ph1-Xa-Ph-Z、Ph1-Xa-Ph1-Z、Ph1-Xa-Ph3-Z、Ph1-Xa-Ph5-Z、Ph1-Xa-VO-Ph-Z、Ph1-Xa-VO-Ph1-Z、Ph1-Xa-VO-Ph3-Z、Ph1-Xa-T-Ph-Z、Ph1-Xa-T-Ph1-Z、Ph1-Xa-T-Ph3-Z、Ph1-Xa-G-Ph-Z、Ph1-Xa-G-Ph1-Z、Ph1-Xa-G-Ph3-Z、Ph1-Xa-J-Ph-Z、Ph1-Xa-J-Ph1-Z、Ph1-Xa-J-Ph3-Z、Ph1-VO-Xa-Ph-Z、Ph1-VO-Xa-Ph1-Z、Ph1-VO-Xa-Ph3-Z、Ph1-VO-Xa-VO-Ph-Z、Ph1-VO-Xa-VO-Ph1-Z、Ph1-VO-Xa-VO-Ph3-Z、Ph1-VO-Xa-T-Ph-Z、Ph1-VO-Xa-T-Ph1-Z、Ph1-VO-Xa-T-Ph3-Z、Ph1-VO-Xa-G-Ph-Z、Ph1-VO-Xa-G-Ph1-Z、Ph1-VO-Xa-G-Ph3-Z、Ph1-VO-Xa-J-Ph-Z、Ph1-VO-Xa-J-Ph1-Z、Ph1-VO-Xa-J-Ph3-Z、Ph1-2-Xa-Ph-Z、Ph1-2-Xa-Ph1-Z、Ph1-2-Xa-Ph3-Z、Ph1-2-Xa-VO-Ph-Z、Ph1-2-Xa-VO-Ph1-Z、Ph1-2-Xa-VO-Ph3-Z、Ph1-2-Xa-T-Ph-Z、Ph1-2-Xa-T-Ph1-Z、Ph1-2-Xa-T-Ph3-Z、Ph1-2-Xa-G-Ph-Z、Ph1-2-Xa-G-Ph1-Z、Ph1-2-Xa-G-Ph3-Z、Ph1-2-Xa-J-Ph-Z、Ph1-2-Xa-J-Ph1-Z、Ph1-2-Xa-J-Ph3-Z、Ph1-G-Xa-Ph-Z、Ph1-G-Xa-Ph1-Z、Ph1-G-Xa-Ph3-Z、
【００２４】
Ph1-G-Xa-VO-Ph-Z、Ph1-G-Xa-VO-Ph1-Z、Ph1-G-Xa-VO-Ph3-Z、Ph1-G-Xa-T-Ph-Z、Ph1-G-Xa-T-Ph1-Z、Ph1-G-Xa-T-Ph3-Z、Ph1-G-Xa-G-Ph-Z、Ph1-G-Xa-G-Ph1-Z、Ph1-G-Xa-G-Ph3-Z、Ph1-G-Xa-J-Ph-Z、Ph1-G-Xa-J-Ph1-Z、Ph1-G-Xa-J-Ph3-Z、Ph1-J-Xa-Ph-Z、Ph1-J-Xa-Ph1-Z、Ph1-J-Xa-Ph3-Z、Ph1-J-Xa-VO-Ph-Z、Ph1-J-Xa-VO-Ph1-Z、Ph1-J-Xa-VO-Ph3-Z、Ph1-J-Xa-T-Ph-Z、Ph1-J-Xa-T-Ph1-Z、Ph1-J-Xa-T-Ph3-Z、Ph1-J-Xa-G-Ph-Z、Ph1-J-Xa-G-Ph1-Z、Ph1-J-Xa-G-Ph3-Z、Ph1-J-Xa-J-Ph-Z、Ph1-J-Xa-J-Ph1-Z、Ph1-J-Xa-J-Ph3-Z、Ph1-Xb-Ph3-Z、Ph1-Xb-VO-Ph-Z、Ph1-Xb-T-Ph-Z、Ph1-Xb-T-Ph3-Z、Ph1-Xb-G-Ph-Z、Ph1-Xb-G-Ph3-Z、Ph1-Xb-J-Ph-Z、Ph1-Xb-J-Ph1-Z、Ph1-J-Xb-VO-Ph-Z、Ph1-J-Xb-VO-Ph1-Z、Ph1-J-Xb-VO-Ph3-Z、Ph1-J-Xb-T-Ph-Z、Ph1-J-Xb-T-Ph1-Z、Ph1-J-Xb-T-Ph3-Z、Ph1-J-Xb-G-Ph-Z、Ph1-J-Xb-G-Ph1-Z、Ph1-J-Xb-G-Ph3-Z、Ph1-J-Xb-J-Ph-Z、Ph1-J-Xb-J-Ph1-Z、Ph1-J-Xb-J-Ph3-Z、Ph3-Xa-Ph-Z、Ph3-Xa-Ph1-Z、Ph3-Xa-Ph3-Z、Ph3-Xa-VO-Ph-Z、Ph3-Xa-VO-Ph1-Z、Ph3-Xa-VO-Ph3-Z、Ph3-Xa-T-Ph-Z、Ph3-Xa-T-Ph1-Z、Ph3-Xa-T-Ph3-Z、Ph3-Xa-G-Ph-Z、Ph3-Xa-G-Ph1-Z、Ph3-Xa-G-Ph3-Z、Ph3-Xa-J-Ph-Z、Ph3-Xa-J-Ph1-Z、Ph3-Xa-J-Ph3-Z、Ph3-VO-Xa-Ph-Z、Ph3-VO-Xa-Ph1-Z、Ph3-VO-Xa-Ph3-Z、Ph3-VO-Xa-VO-Ph-Z、Ph3-VO-Xa-VO-Ph1-Z、Ph3-VO-Xa-VO-Ph3-Z、Ph3-VO-Xa-T-Ph-Z、Ph3-VO-Xa-T-Ph1-Z、Ph3-VO-Xa-T-Ph3-Z、Ph3-VO-Xa-G-Ph-Z、Ph3-VO-Xa-G-Ph1-Z、Ph3-VO-Xa-G-Ph3-Z、Ph3-VO-Xa-J-Ph-Z、Ph3-VO-Xa-J-Ph1-Z、Ph3-VO-Xa-J-Ph3-Z、Ph3-2-Xa-Ph-Z、
【００２５】
Ph3-2-Xa-Ph1-Z、Ph3-2-Xa-Ph3-Z、Ph3-2-Xa-VO-Ph-Z、Ph3-2-Xa-VO-Ph1-Z、Ph3-2-Xa-VO-Ph3-Z、Ph3-2-Xa-T-Ph-Z、Ph3-2-Xa-T-Ph1-Z、Ph3-2-Xa-T-Ph3-Z、Ph3-2-Xa-G-Ph-Z、Ph3-2-Xa-G-Ph1-Z、Ph3-2-Xa-G-Ph3-Z、Ph3-2-Xa-J-Ph-Z、Ph3-2-Xa-J-Ph1-Z、Ph3-2-Xa-J-Ph3-Z、Ph3-G-Xa-Ph-Z、Ph3-G-Xa-Ph1-Z、Ph3-G-Xa-Ph3-Z、Ph3-G-Xa-VO-Ph-Z、Ph3-G-Xa-VO-Ph1-Z、Ph3-G-Xa-VO-Ph3-Z、Ph3-G-Xa-T-Ph-Z、Ph3-G-Xa-T-Ph1-Z、Ph3-G-Xa-T-Ph3-Z、Ph3-G-Xa-G-Ph-Z、Ph3-G-Xa-G-Ph1-Z、Ph3-G-Xa-G-Ph3-Z、Ph3-G-Xa-J-Ph-Z、Ph3-G-Xa-J-Ph1-Z、Ph3-G-Xa-J-Ph3-Z、Ph3-J-Xa-Ph-Z、Ph3-J-Xa-Ph1-Z、Ph3-J-Xa-Ph3-Z、Ph3-J-Xa-VO-Ph-Z、Ph3-J-Xa-VO-Ph1-Z、Ph3-J-Xa-VO-Ph3-Z、Ph3-J-Xa-T-Ph-Z、Ph3-J-Xa-T-Ph1-Z、Ph3-J-Xa-T-Ph3-Z、Ph3-J-Xa-G-Ph-Z、Ph3-J-Xa-G-Ph1-Z、Ph3-J-Xa-G-Ph3-Z、Ph3-J-Xa-J-Ph-Z、Ph3-J-Xa-J-Ph1-Z、Ph3-J-Xa-J-Ph3-Z、Ph3-Xb-Ph-Z、Ph3-Xb-Ph1-Z、Ph5-Xa-Ph5-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、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、
【００２６】
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、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、
【００２７】
R-Ph-2-Ph3-G-Xa-Z、R-Ph-2-Ph3-J-Xa-Z、R-Ph-2-Ph3-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、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、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、
【００２８】
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、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、
【００２９】
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、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-2-Xa-Ph5-Z、R-Cy-Cy-J-Xa-Cy-Z、R-Cy-Cy-J-Xa-Ph-Z、
【００３０】
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-Cy-Xa-Ph5-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、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、
【００３１】
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、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、R-Cy-Ph5-Xa-Ph5-Z、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、
【００３２】
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、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、
【００３３】
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、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、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、
【００３４】
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、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、
【００３５】
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、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、
【００３６】
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-Ph1-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、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、
【００３７】
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、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-Xa-Ph5-Ph5-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、
【００３８】
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、R-Ph5-Xa-Ph5-Ph5-Z、6-Xa-、5Xa-F、7Xa-CN、7-Ca-OV-Ca-D2-Xb-3a-Ca-4-Ca-F、9-Cb-D-Cb-3-Xa-3b-Cb-Cb-OCF3、2O-Oc-2D-Oc-3a-Xb-4-Oc-1O-Oc-CN、5O-Od-D2-Od-3b-Xa-Od-O1-Od-Cl、7O-Bc-3-Bc-Xb-1O-Bc-OV-Bc-OCHF2、1O-3-Dc-3a-Dc-4-Xa-O1-Dc-D-Dc-H、1d2-Ph2-3b-Ph2-1O-Xb-OV-Ph2-2D-Ph2-3、d(3)1O-Ph4-4-Ph4-O1-Xa-D-Ph4-D2-Ph4-4、6-Ph5-1O-Ph5-OV-Xb-2D-Ph5-3-Ph5-5、7-Ph6-O1-Ph6-D-Xa-D2-Ph6-3a-Ph6-0d1、9-Ph7-Ph7-2D-Xb-3-Ph7-3b-Ph7-0d3、2O-Ph8-OV-Ph8-D2-Xb-3a-Ph8-4-Ph8-1d3、5O-Ya-D-Ya-3-Xa-3b-Ya-Ya-1d1、7O-Yb-2D-Yb-3a-Xb-4-Yb-1O-Yb-3O、1O-3-Ma-D2-Ma-3b-Xb-Ma-O1-Ma-、1d2-Mb-3-Mb-Xa-1O-Mb-OV-Mb-F、d(3)1O-Pr-3a-Pr-4-Xb-O1-Pr-D-Pr-OCF3、6-Pr2-3b-Pr2-1O-Xa-OV-Pr2-2D-Pr2-CN、7-Te-4-Te-O1-Xb-D-Te-D2-Te-Cl、9-Te1-1O-Te1-OV-Xa-2D-Te1-3-Te1-OCHF2、2O-Te2-O1-Te2-D-Xb-D2-Te2-3a-Te2-H、5O-Te3-Te3-2D-Xa-3-Te3-3b-Te3-3、7O-Tb-OV-Tb-D2-Xb-3a-Tb-4-Tb-4、1O-3-Tb1-D-Tb1-3-Xa-3b-Tb1-Tb1-5、1d2-Tb2-2D-Tb2-3a-Xb-4-Tb2-1O-Tb2-0d1、d(3)1O-Tb3-D2-Tb3-3b-Xa-Tb3-O1-Tb3-0d3、6-Np-3-Np-Xb-1O-Np-OV-Np-1d3、7-Np1-3a-Np1-4-Xa-O1-Np1-D-Np1-1d1、9-Np2-3b-Np2-1O-Xb-OV-Np2-2D-Np2-3O、2O-Np3-4-Np3-O1-Xa-D-Np3-D2-Np3-、5O-Np4-1O-Np4-OV-Xb-2D-Np4-3-Np4-F、7O-Np5-O1-Np5-D-Xa-D2-Np5-3a-Np5-OCF3、1O-3-Np6-Np6-2D-Xb-3-Np6-3b-Np6-CN、1d2-Na1-OV-Na1-D2-Xa-3a-Na1-4-Na1-Cl、d(3)1O-Na2-D-Na2-3-Xb-3b-Na2-Na2-OCHF2、6-Na3-2D-Na3-3a-Xa-4-Na3-1O-Na3-H、7-Na4-D2-Na4-3b-Xb-Na4-O1-Na4-3、9-Na5-3-Na5-Xa-1O-Na5-OV-Na5-4、2O-Na6-3a-Na6-4-Xb-O1-Na6-D-Na6-5、5O-Nd1-3b-Nd1-1O-Xa-OV-Nd1-2D-Nd1-0d1、7O-Nd2-4-Nd2-O1-Xb-D-Nd2-D2-Nd2-0d3、1O-3-Nd3-1O-Nd3-OV-Xb-2D-Nd3-3-Nd3-1d3、1d2-Nd4-O1-Nd4-D-Xa-D2-Nd4-3a-Nd4-1d1、d(3)1O-Nd5-2-Nd5-3-Xb-3-Nd5-2-Nd5-3O
ただし、上記各例示式中、R及びZは式(1)と同義を表す。
【００３９】
本発明の一般式(1)の化合物は、そのR、A、B、C、D、L、M、Q、T、m、n、q、t、X及びZに応じ、以下の様に製造することができる。
【００４０】
式(2)
【化６】
【００４１】
【化７】
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、式(4)
【００４２】
【化８】
【００４３】
【化９】
【００４４】
次いで、(4)で表される化合物から、文献(a)に記載と類似の方法、あるいはグリニャール試剤、有機亜鉛試剤、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、式(5)
【化１０】
【００４５】
次いで(5)で表される化合物から、文献(a)記載の方法により式(6a)及び式(6b)
【化１１】
【００４６】
特に式(5)中のR1は、式(6a)で表される化合物から式(7)
【化１２】
【００４７】
例えば、式(4)で表される化合物と、式(8)
【化１３】
【００４８】
【化１４】
【００４９】
【化１５】
【００５０】
また、式(5-1)の化合物を接触還元し、式(5-2)
【化１６】
【００５１】
【化１７】
【００５２】
又は、例えば、式(4)で表される化合物と、式(9)
【化１８】
【００５３】
【化１９】
【００５４】
【化２０】
【００５５】
又は、例えば、式(4)で表される化合物と、式(10a)あるいは式(10b)
【化２１】
【００５６】
【化２２】
【００５７】
【化２３】
【００５８】
【化２４】
【００５９】
このようにして得られた式(6)あるいは式(7)の化合物は、本発明の特徴たる一般式(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。
【００６０】
式(6)あるいは式(7)においてX3が水素原子あるいはハロゲン原子の場合、sec-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、式(6)あるいは式(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、式(11)
【化２５】
【化２６】
【００６１】
式(11)の化合物と式(14)
【化２７】
【００６２】
【化２８】
【００６３】
【化２９】
【００６４】
あるいは、式(11)の化合物とヨウ素から式(16)
【化３０】
【００６５】
【化３１】
【化３２】
【００６６】
あるいは、式(11)の化合物から文献(a)に記載の方法により式(18)
【化３３】
【化３４】
【００６７】
【化３５】
【００６８】
あるいは、式(11)の化合物と二酸化炭素から式(20)
【化３６】
【００６９】
【化３７】
【００７０】
あるいは、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式(6a)の化合物、あるいは式(19)の化合物から文献(a)に記載と類似の方法で誘導されるトリフラートと、式(21)
【化３８】
【００７１】
【化３９】
【００７２】
あるいは、式(20)の化合物と式(22)
【化４０】
【００７３】
【化４１】
【００７４】
あるいは、式(19)の化合物と式(23)
【化４２】
【００７５】
【化４３】
【００７６】
更に、式(7-11)及び式(7-12)の化合物から、特開平10-204016に記載の方法により、式(7-13)及び式(7-14)
【化４４】
【００７７】
あるいは、式(11)の化合物とジメチルホルムアミドから式(24)
【化４５】
【００７８】
【化４６】
【００７９】
また、ドイツ特許19652247に記載と類似の方法により、式(25)
【化４７】
【００８０】
以上、紹介した製造方法は、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。
【００８１】
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。
【００８２】
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。
【００８３】
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４８】
【００８４】
環A、環B及び環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。特に環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、環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、環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環B及び環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)において環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。
【００８５】
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。
【００８６】
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４９】
【００８７】
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。
【００８８】
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５０】
【００８９】
環D、環e及び環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。特に環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、環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、環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環D及び環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)において環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。
【００９０】
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。
【００９１】
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５１】
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。
【００９２】
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５２】
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。
【００９４】
環G、環H、環I及び環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。
【００９５】
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。
【００９６】
(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５３】
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、環G1〜環G8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、環H1〜環H8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。
【００９８】
環G1及び環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。環G2及び環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。環G3及び環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。
【００９９】
(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５４】
上式中、環G1、環G2、環G3、環H1、環H2及び環H3は前述の意味を表し、環I1は環G1と、環I2は環G2と、環I3は環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。
【０１０１】
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５５】
上式中、環G1、環G2、環H1、環H2、環I1及び環I2は前述の意味を表し、環J1は環G1また環J2は環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。
【０１０３】
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。
【０１０４】
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。
【０１０５】
【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。
【０１０６】
(実施例1) 5-フルオロ-2-プロピル-3,4-ジヒドロナフタレンの合成
【化５６】
3-フルオロフェニル酢酸100g及び塩化チオニル120gの1,2-ジクロロエタン200mL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800mL、塩化アルミニウム156g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、減圧蒸留を行い、5-フルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンと7-フルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンの混合物を得た。次いで減圧下で精留し、更にヘキサンから再結晶させ5-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。
【０１０７】
(1-b)5-フルオロ-2-プロピル-3,4-ジヒドロナフタレンの合成
テトラヒドロフラン(THF)50mLへ(1-a)で得た5-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4.9gを加え、撹拌下、懸濁させる。室温下、トリメチルシリルクロリド0.1mLを加えた後、アリルブロミド9.0g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時間撹拌した。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11.1gの5-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。
【０１０８】
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-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11g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-フルオロ-2-プロピル-3,4-ジヒドロナフタレン及び5-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-フルオロ-2-プロピル-3,4-ジヒドロナフタレンを得た。このものは室温で液体であった。
【０１０９】
同様にして以下の化合物を得た。
5-クロロ-2-プロピル-3,4-ジヒドロナフタレン
5,6-ジフルオロ-2-プロピル-3,4-ジヒドロナフタレン
5-フルオロ-6-クロロ-2-プロピル-3,4-ジヒドロナフタレン
5-フルオロ-6-ブロモ-2-プロピル-3,4-ジヒドロナフタレン
5-フルオロ-6-トリフルオロメトキシ-2-プロピル-3,4-ジヒドロナフタレン
5-クロロ-6-トリフルオロメトキシ-2-プロピル-3,4-ジヒドロナフタレン
【０１１０】
(実施例2) 2-プロピル-6-ヨード-5-フルオロ-3,4-ジヒドロナフタレンの合成
【化５７】
【０１１１】
(実施例3) 5-フルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-3,4-ジヒドロナフタレンの合成
【化５８】
【０１１２】
同様にして以下の化合物を得た。
5-フルオロ-2-プロピル-6-(4-フルオロフェニル)-3,4,-ジヒドロナフタレン
5-フルオロ-2-プロピル-6-(3,4-ジフルオロフェニル)-3,4,-ジヒドロナフタレン
5-フルオロ-2-プロピル-6-(2,3-ジフルオロ-4-メトキシフェニル)-3,4,-ジヒドロナフタレン
5-フルオロ-2-プロピル-6-(2,3-ジフルオロ-4-エチルフェニル)-3,4,-ジヒドロナフタレン
5-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-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}-3,4,-ジヒドロナフタレン
5-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}-3,4,-ジヒドロナフタレン
【０１１３】
(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-フルオロ-3,4-ジヒドロナフタレンの合成
【化５９】
【０１１４】
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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-ジヒドロナフタレン
2-プロピル-6-｛2-(4-メトキシ-2,3-ジフルオロフェニル)エチニル｝-5-フルオロ-3,4-ジヒドロナフタレン
2-プロピル-6-｛2-(4-エチル-2,3-ジフルオロフェニル)エチニル｝-5-フルオロ-3,4-ジヒドロナフタレン
【０１１５】
(実施例5) 2-プロピル-5-フルオロ-3,4-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６０】
【０１１６】
同様にして以下の化合物を得た。
2-プロピル-5-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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
【０１１７】
(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-フルオロ-3,4-ジヒドロナフタレンの合成
【化６１】
【０１１８】
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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-ジヒドロナフタレン
【０１１９】
(実施例7) 5-フルオロ-2-ペンチル-3,4-ジヒドロナフタレンの合成
【化６２】
【０１２０】
同様にして以下の化合物を得た。
5-フルオロ-2-ブチル-3,4-ジヒドロナフタレン
5-フルオロ-2-ヘキシル-3,4-ジヒドロナフタレン
5-フルオロ-2-ヘプチル-3,4-ジヒドロナフタレン
5-クロロ-2-ブチル-3,4-ジヒドロナフタレン
5-クロロ-2-ペンチル-3,4-ジヒドロナフタレン
5-クロロ-2-ヘキシル-3,4-ジヒドロナフタレン
5-クロロ-2-ヘプチル-3,4-ジヒドロナフタレン
5,6-ジフルオロ-2-ブチル-3,4-ジヒドロナフタレン
5,6-ジフルオロ-2-ペンチル-3,4-ジヒドロナフタレン
5,6-ジフルオロ-2-ヘキシル-3,4-ジヒドロナフタレン
5,6-ジフルオロ-2-ヘプチル-3,4-ジヒドロナフタレン
5-フルオロ-6-トリフルオロメトキシ-2-ブチル-3,4-ジヒドロナフタレン
5-フルオロ-6-トリフルオロメトキシ-2-ペンチル-3,4-ジヒドロナフタレン
5-フルオロ-6-トリフルオロメトキシ-2-ヘキシル-3,4-ジヒドロナフタレン
5-フルオロ-6-トリフルオロメトキシ-2-ヘプチル-3,4-ジヒドロナフタレン
【０１２１】
(実施例8) 2-ペンチル-6-(3,4,5-トリフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレンの合成
実施例7で得た、5-フルオロ-2-ペンチル-3,4-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-フルオロ-3,4-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。
2-ブチル-6-(3,4,5-トリフルオロフェニル)-5-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-ジヒドロナフタレン
2-ブチル-6-(4-フルオロフェニル)-5-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-ジヒドロナフタレン
2-ブチル-6-(2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ペンチル-6-(2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ヘキシル-6-(2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ヘプチル-6-(2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ブチル-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ペンチル-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ヘキシル-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ヘプチル-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ブチル-6-(2,3-ジフルオロ-4-エチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ペンチル-6-(2,3-ジフルオロ-4-エチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ヘキシル-6-(2,3-ジフルオロ-4-エチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-ヘプチル-6-(2,3-ジフルオロ-4-エチルフェニル)-5-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-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-フルオロ-3,4-ジヒドロナフタレン
【０１２３】
(実施例9) 5-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}-3,4-ジヒドロナフタレンの合成
【化６３】
【０１２４】
同様にして以下の化合物を得た。
5-フルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-3,4-ジヒドロナフタレン
5-フルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5,6-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
5-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}-3,4-ジヒドロナフタレン
【０１２５】
(実施例10) 5-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)-3,4-ジヒドロナフタレンの合成
【化６４】
【０１２６】
同様にして以下の化合物を得た。
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-メトキシフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-メトキシフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-メトキシフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-メトキシフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-メトキシフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-エチルフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-エチルフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-エチルフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-エチルフェニル)-3,4-ジヒドロナフタレン
5-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-(2,3-ジフルオロ-4-エチルフェニル)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
5-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)-3,4-ジヒドロナフタレン
【０１２７】
(実施例11) 5,6-ジフルオロ-2-プロピル-3,4-ジヒドロナフタレンの合成
(11-a)5,6-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
3,4-ジフルオロフェニル酢酸から、実施例1と同様にして5,6-ジフルオロ-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-ジフルオロ-2-プロピル-3,4-ジヒドロナフタレンの合成
上記(11-a)で得た5,6-ジフルオロ-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-ジフルオロ-2-プロピル-3,4-ジヒドロナフタレンを得た。
【０１２８】
(実施例12) 5,6-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}-3,4-ジヒドロナフタレンの合成
実施例11で得た5,6-ジフルオロ-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-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}-3,4-ジヒドロナフタレンを得た。
【０１２９】
(実施例13) 5-フルオロ-2-(4-プロピルフェニル)-3,4-ジヒドロナフタレンの合成
【化６５】
【０１３０】
同様にして以下の化合物を得た。
2-(4-エチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチルフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-プロピルフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-エチルフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-プロピルフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-エチルフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-プロピルフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-エチルフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-プロピルフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2-フルオロフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2-フルオロフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2-フルオロフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-プロピル-2-フルオロフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-ブチル-2-フルオロフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2-フルオロフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-プロピル-2-フルオロフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-ブチル-2-フルオロフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2-フルオロフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-プロピル-2-フルオロフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-ブチル-2-フルオロフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-ペンチル-2-フルオロフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-エチル-2,6-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,6-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2,6-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,6-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2,6-ジフルオロフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,6-ジフルオロフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2,6-ジフルオロフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,6-ジフルオロフェニル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2,6-ジフルオロフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,6-ジフルオロフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-ブチル-2,6-ジフルオロフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,6-ジフルオロフェニル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,3-ジフルオロフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-ブチル-2,3-ジフルオロフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,3-ジフルオロフェニル)-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-プロピル-2,3-ジフルオロフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-ブチル-2,3-ジフルオロフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,3-ジフルオロフェニル)-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2-フルオロフェニル}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
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}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2-フルオロフェニル}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
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}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2-フルオロフェニル}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2-フルオロフェニル}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2-フルオロフェニル}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2,6-ジフルオロフェニル}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
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}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2,6-ジフルオロフェニル}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
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}-5,6-ジフルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2,6-ジフルオロフェニル}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-エチルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-プロピルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ペンチルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-エチルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-プロピルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ペンチルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-6-メトキシ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-エチルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-{4-(トランス-4-プロピルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ブチルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ペンチルシクロヘキシル)-2,3-ジフルオロフェニル}-5-フルオロ-6-エチル-3,4-ジヒドロナフタレン
【０１３１】
(実施例14) 5-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)-3,4-ジヒドロナフタレンの合成
実施例13で得た5-フルオロ-2-(4-プロピルフェニル)-3,4-ジヒドロナフタレンから、実施例3と同様にして5-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)-3,4-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。
2-(4-エチルフェニル)-6-(3,4,5-トリフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-6-(3,4,5-トリフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-6-(3,4,5-トリフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチルフェニル)-6-(4-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピルフェニル)-6-(4-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-6-(4-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-6-(4-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチルフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピルフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチルフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピルフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチルフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピルフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチルフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-6-(4-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2-フルオロフェニル)-6-(4-フルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2-フルオロフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2-フルオロフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2-フルオロフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
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)フェニル}-5-フルオロ-3,4-ジヒドロナフタレン
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)フェニル}-5-フルオロ-3,4-ジヒドロナフタレン
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)フェニル}-5-フルオロ-3,4-ジヒドロナフタレン
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)フェニル}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2-フルオロフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2-フルオロフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2-フルオロフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2-フルオロフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2-フルオロフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2-フルオロフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2,6-ジフルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,6-ジフルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2,6-ジフルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2,6-ジフルオロフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,6-ジフルオロフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2,6-ジフルオロフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(4,5-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
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}-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2,3-ジフルオロフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,3-ジフルオロフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2,3-ジフルオロフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,3-ジフルオロフェニル)-6-(4-メトキシ-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-エチル-2,3-ジフルオロフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,3-ジフルオロフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ブチル-2,3-ジフルオロフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,3-ジフルオロフェニル)-6-(4-エチル-2,3-ジフルオロフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
【０１３３】
(実施例15) 5-フルオロ-2-(トランス-4-プロピルシクロヘキシル)-3,4-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-フルオロ-2-(トランス-4-プロピルシクロヘキシル)-3,4-ジヒドロナフタレンを得た。
【０１３４】
同様にして以下の化合物を得た。
2-(トランス-4-エチルシクロヘキシル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-ペンチルシクロヘキシル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-エチルビシクロヘキシル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-プロピルビシクロヘキシル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-エチルシクロヘキシル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-プロピルシクロヘキシル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-ペンチルシクロヘキシル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-エチルビシクロヘキシル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-プロピルビシクロヘキシル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-5,6-ジフルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-エチルシクロヘキシル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(トランス-4-プロピルシクロヘキシル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(トランス-4-ペンチルシクロヘキシル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-エチルビシクロヘキシル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-プロピルビシクロヘキシル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-5-フルオロ-6-トリフルオロメトキシ-3,4-ジヒドロナフタレン
【０１３５】
(実施例16) 5-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)-3,4-ジヒドロナフタレンの合成
実施例15で得た5-フルオロ-2-(トランス-4-プロピルシクロヘキシル)-3,4-ジヒドロナフタレンから、実施例3と同様にして5-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)-3,4-ジヒドロナフタレンを得た。
【０１３６】
同様にして以下の化合物を得た。
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
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)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-エチルシクロヘキシル)-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-プロピルシクロヘキシル)-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-ペンチルシクロヘキシル)-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-エチルシクロヘキシル)-6-(2,3-ジフルオロ-4-メトキシフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-プロピルシクロヘキシル)-6-(2,3-ジフルオロ-4-エチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス-4-ペンチルシクロヘキシル)-6-(2,3-ジフルオロ-4-エチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(2,3-ジフルオロ-4-エチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(2,3-ジフルオロ-4-エチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(2,3-ジフルオロ-4-エチルフェニル)-5-フルオロ-3,4-ジヒドロナフタレン
【０１３７】
(実施例17) 5-フルオロ-6-シアノ-2-(4-プロピルフェニル)-3,4-ジヒドロナフタレンの合成
実施例13で得た5-フルオロ-2-(4-プロピルフェニル)-3,4-ジヒドロナフタレンから、実施例5と同様にして5-フルオロ-2-(4-プロピルフェニル)-3,4-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-フルオロ-6-シアノ-2-(4-プロピルフェニル)-3,4-ジヒドロナフタレンを得た。
【化６６】
同様にして以下の化合物を得た。
2-(4-エチルフェニル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(4-ペンチルフェニル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(4-エチル-2-フルオロフェニル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(4-プロピル-2-フルオロフェニル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2-フルオロフェニル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(4-エチル-2,6-ジフルオロフェニル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(4-プロピル-2,6-ジフルオロフェニル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(4-ペンチル-2,6-ジフルオロフェニル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
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}-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(トランス-4-エチルシクロヘキシル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(トランス-4-プロピルシクロヘキシル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(トランス-4-ペンチルシクロヘキシル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-エチルビシクロヘキシル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-プロピルビシクロヘキシル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-5-フルオロ-6-シアノ-3,4-ジヒドロナフタレン
【０１３９】
(実施例18) 液晶組成物の調製
汎用のホスト液晶(H)
【化６７】
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。
【０１４１】
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-フルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-3,4-ジヒドロナフタレン
【化６８】
【０１４２】
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)： 1.38V
誘電率異方性(Δε)： 6.6
レスポンス(τr=τd)： 37.7m秒
屈折率異方性(Δn)： 0.099
従って、5-フルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-3,4-ジヒドロナフタレンを20％添加することにより、レスポンスの増加をも12m秒程度に抑えながら、誘電率異方性を増大させ閾値電圧(Vth)を0.76Vも低減することができた。
【０１４３】
(比較例1)
実施例18において、5-フルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-3,4-ジヒドロナフタレンに換えて、下記の5-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６９】
【０１４４】
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)： 1.46V
誘電率異方性(Δε)： 6.3
レスポンス(τr=τd)： 38.9m秒
屈折率異方性(Δn)： 0.092
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。
【０１４５】
(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')
【化７０】
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
この母体液晶(H')90％と実施例3で得られた5-フルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-3,4-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。
【０１４７】
ネマチック相上限温度(TN-I) 72.5℃
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) 1.38V
誘電率異方性(Δε) 11.0
屈折率異方性(Δn) 0.142
【０１４８】
【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、液晶組成物の液晶相温度範囲を拡大し、この組成物を用いた液晶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、この液晶材料はSTN及びAM-LCDとして非常に実用的である。[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), and FLC capable of high-speed response. (Ferroelectric liquid crystal), VA (vertical alignment liquid crystal display) capable of widening the viewing angle, IPS (in-plane switching), and the like. 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
(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 portion 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 properties, 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 at the same time for larger and finer liquid crystal displays that will be required in the future, and excellent liquid crystal materials and liquid crystal compositions using the same for next-generation liquid crystal televisions. 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 to provide a liquid crystal compound capable of expanding the liquid crystal phase temperature range and effectively reducing the response and the threshold voltage. 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)
[0008]
[Chemical formula 2]
[0009]
DETAILED DESCRIPTION OF THE INVENTION
The present invention is described in detail below.
The present invention encompasses a very wide variety of compounds in the general formula (1) by selecting X, m, n, q, t, R, A, B, C, D, L, M, Q, T, and Z. Can do.
[0010]
X represents a chlorine atom or a fluorine atom, and is preferably a fluorine atom.
[0011]
As m, n, q and t, m = 1 and n = q = t = 0, m = n = q = 0 and t = 1, m = n = 1 and q = t = 0, m = t = 1 and n = q = 0, m = n = 0 and q = t = 1, m = n = t = 1, and q = 0 or m = q = t = 1 and n = 0 are preferable.
[0012]
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 1,3-dioxane-2,5-diyl group, transdecahydronaphthalene-2,6-diyl group, tetrahydronaphthalene-2,6-diyl group or naphthalene-2,6-diyl group are preferred, but trans-1, 4-cyclohexylene group, trans, trans-bicyclohexane-4,4′-diyl group or 1,4-phenylene group optionally substituted by one or more halogen atoms is more preferred, trans-1,4 -Cyclohexylene group, trans, trans-bicyclohexane-4,4'-diyl group, 1,4-pheny Group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group Is more preferable.
[0013]
In particular, A includes trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4'-diyl group, 1,4-phenylene group, 3-fluoro-1,4-phenylene group, 2- A fluoro-1,4-phenylene group or 3,5-difluoro-1,4-phenylene group is preferred, and a trans-1,4-cyclohexylene group or trans, trans-bicyclohexane-4,4′-diyl group is preferred. More preferred is a trans-1,4-cyclohexylene group.
[0014]
In particular, as D, trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4′-diyl group, 1,4-phenylene group, 3-fluoro-1,4-phenylene group, 2-fluoro-1,4-phenylene group or 3,5-difluoro-1,4-phenylene group is preferred, trans-1,4-cyclohexylene group, 1,4-phenylene group, 3-fluoro-1, 4-phenylene group, 2-fluoro-1,4-phenylene group or 3,5-difluoro-1,4-phenylene group is more preferable, 1,4-phenylene group, 3-fluoro-1,4-phenylene group or A 3,5-difluoro-1,4-phenylene group is particularly preferred.
[0015]
R is preferably 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 straight chain alkyl group having 1 to 12 carbon atoms, a straight chain alkoxyl group having 1 to 12 carbon atoms, a straight chain alkenyl group having 2 to 12 carbon atoms, or a straight chain alkenyloxy group having 2 to 12 carbon atoms is more preferable. A straight chain alkyl group having 1 to 7 atoms, a straight chain alkoxyl group having 1 to 7 carbon atoms, a straight chain alkenyl group having 2 to 7 carbon atoms or a straight chain alkenyloxy group having 2 to 7 carbon atoms is particularly preferable. . When m = n = 0, R is preferably an alkyl group or an alkenyl group, more preferably a linear alkyl group or a linear alkenyl group, and a linear alkyl group or a linear alkenyl group having 1 to 7 carbon atoms. Particularly preferred.
[0016]
L, M, Q and T are each independently -CH2CH2-, -CH = CH-, -CH (CHThree) CH2-, -CH2CH (CHThree)-, -CF = CF-, -CH2O-, -OCH2-, -CF2O-, -OCF2-, -COO-, -OCO-, -C≡C- or a single bond is preferred, and -CH2CH2-, -CF = CF-, -CH2O-, -OCH2-, -CF2O-, -OCF2-, -COO-, -OCO-, -C≡C- or a single bond is more preferred, -CH2CH2-, -CF = CF-, -CF2O-, -OCF2-, -C≡C- or a single bond is particularly preferred. 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-.
[0017]
Z is a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 9 carbon atoms which may be substituted by one or more fluorine atoms, and a substituent substituted by one or more fluorine atoms. An alkoxyl group having 1 to 9 carbon atoms, an alkenyl group having 2 to 9 carbon atoms which may be substituted by one or more fluorine atoms, or a carbon atom which may be substituted by one or more fluorine atoms An alkenyloxy group having a number of 2 to 9 is preferred, and a fluorine atom, a cyano group, an alkyl group having 1 to 7 carbon atoms which may be substituted with one or more fluorine atoms, and a substituent with one or more fluorine atoms. Optionally substituted by an alkoxyl group having 1 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms which may be substituted by one or more fluorine atoms, or one or more fluorine atoms More preferably an alkenyloxy group having 2 to 7 carbon atoms, a fluorine atom, a cyano group, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxyl group having 1 to 5 carbon atoms, or 2 carbon atoms. A linear alkenyl group of -5, a linear alkenyloxy group of 2-5 carbon atoms, a linear alkyl group of 1-5 carbon atoms substituted by one or more fluorine atoms, substituted by one or more fluorine atoms A straight-chain alkoxyl group having 1 to 5 carbon atoms, a straight-chain alkenyl group having 2 to 5 carbon atoms substituted by one or more fluorine atoms or 2 to 5 carbon atoms substituted by one or more fluorine atoms A straight chain alkenyloxy group is more preferable, and a fluorine atom, a cyano group, a methyl group, an ethyl group, a methoxy group, an ethoxy group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, A til group, difluoromethyl group or trifluoromethyl group is particularly preferred. Further, when q = t = 0, Z preferably represents other than a hydrogen atom.
[0018]
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
[0019]
[Chemical Formula 3]
[Formula 4]
For example
[Chemical formula 5]
[0022]
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-Ph2-Z, R-Xa-Ph3-Z, R-Xa-Ph5-Z, R-Xb-Ph-Z, R-By-Xa-Z, R-Cy-Xa-Z, R-Cy-Xb-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-Ph2-Xa-Z, R-Ph3-Xa-Z, R-Ph4-Xa-Z, R-Ph5-Xa-Z, Cy-Xa-Ph-Z, Cy-Xa- Ph1-Z, Cy-Xa-Ph2-Z, Cy-Xa-Ph3-Z, Cy-Xa-Ph5-Z, Cy-Xa-VO-Ph-Z, Cy-Xa-VO-Ph1-Z, Cy- Xa-VO-Ph3-Z, Cy-Xa-T-Ph-Z, Cy-Xa-T-Ph1-Z, Cy-Xa-T-Ph3-Z, Cy-Xa-G-Ph-Z, Cy- Xa-G-Ph1-Z, Cy-Xa-G-Ph3-Z, Cy-Xa-J-Ph-Z, Cy-Xa-J-Ph1-Z, Cy-Xa-J-Ph3-Z, Cy- VO-Xa-Ph-Z, Cy-VO-Xa-Ph1-Z, Cy-VO-Xa-Ph3-Z, Cy-VO-Xa-VO-Ph-Z, Cy-VO-Xa-VO-Ph1- Z, Cy-VO-Xa-VO-Ph3-Z, Cy-VO-Xa-T-Ph-Z, Cy-VO-Xa-T-Ph1-Z, Cy-VO-Xa-T-Ph3-Z, Cy-VO-Xa-G-Ph-Z, Cy-VO-Xa-G-Ph1-Z, Cy-VO-Xa-G-Ph3-Z, Cy-VO-Xa-J-Ph-Z, Cy- VO-Xa-J-Ph1-Z, Cy-VO-Xa-J-Ph3-Z, Cy-2-Xa-Ph-Z, Cy-2-Xa-Ph1-Z, Cy-2-Xa-Ph2- Z, Cy-2-Xa-Ph3-Z, Cy-2-Xa-Ph5-Z, Cy-2-Xa-VO-Ph-Z, Cy-2-Xa- VO-Ph1-Z, Cy-2-Xa-VO-Ph3-Z, Cy-2-Xa-T-Ph-Z, Cy-2-Xa-T-Ph1-Z, Cy-2-Xa-T- Ph3-Z, Cy-2-Xa-G-Ph-Z, Cy-2-Xa-G-Ph1-Z, Cy-2-Xa-G-Ph3-Z, Cy-2-Xa-J-Ph- Z, Cy-2-Xa-J-Ph1-Z, Cy-2-Xa-J-Ph3-Z, Cy-G-Xa-Ph-Z, Cy-G-Xa-Ph1-Z, Cy-G- Xa-Ph3-Z, Cy-G-Xa-VO-Ph-Z, Cy-G-Xa-VO-Ph1-Z, Cy-G-Xa-VO-Ph3-Z, Cy-G-Xa-T- Ph-Z, Cy-G-Xa-T-Ph1-Z, Cy-G-Xa-T-Ph3-Z, Cy-G-Xa-G-Ph-Z, Cy-G-Xa-G-Ph1-Z Z, Cy-G-Xa-G-Ph3-Z, Cy-G-Xa-J-Ph-Z, Cy-G-Xa-J-Ph1-Z, Cy-G-Xa-J-Ph3-Z, Cy-J-Xa-Ph-Z, Cy-J-Xa-Ph1-Z, Cy-J-Xa-Ph3-Z, Cy-J-Xa-VO-Ph-Z, Cy-J-Xa-VO- Ph1-Z, Cy-J-Xa-VO-Ph3-Z, Cy-J-Xa-T-Ph-Z, Cy-J-Xa-T-Ph1-Z, Cy-J-Xa-T-Ph3- Z, Cy-J-Xa-G-Ph-Z, Cy-J-Xa-G-Ph1-Z, Cy-J-Xa-G-Ph3-Z, Cy-J-Xa-J-Ph-Z, Cy-J-Xa-J-Ph1-Z, Cy-J-Xa-J-Ph3-Z, Cy-Xb-Ph1-Z, Cy-Xb-Ph3-Z, Cy-Xb-VO-Ph-Z, Cy-Xb-VO-Ph1-Z, Cy-Xb-T-Ph1-Z, Cy-Xb-G-Ph1-Z, Cy-Xb-G-Ph3-Z, Cy-Xb-J-Ph-Z, Cy-Xb-J-Ph1-Z, Cy-VO-Xb-Ph-Z, Cy-VO-Xb-J-Ph3-Z, Cy-2-Xb-Ph-Z, Cy-J-Xb-J- Ph3-Z, Ph-Xa-Ph-Z, Ph-Xa-Ph1-Z, Ph-Xa-Ph3-Z, Ph-Xa-VO-Ph-Z, Ph-Xa-VO-Ph1-Z, Ph- Xa -VO-Ph3-Z, Ph-Xa-T-Ph-Z, Ph-Xa-T-Ph1-Z, Ph-Xa-T-Ph3-Z, Ph-Xa-G-Ph-Z, Ph-Xa -G-Ph1-Z, Ph-Xa-G-Ph3-Z, Ph-Xa-J-Ph-Z, Ph-Xa-J-Ph1-Z, Ph-Xa-J-Ph3-Z, Ph-VO -Xa-Ph-Z, Ph-VO-Xa-Ph1-Z, Ph-VO-Xa-Ph3-Z, Ph-VO-Xa-VO-Ph-Z, Ph-VO-Xa-VO-Ph1-Z , Ph-VO-Xa-VO-Ph3-Z, Ph-VO-Xa-T-Ph-Z, Ph-VO-Xa-T-Ph1-Z, Ph-VO-Xa-T-Ph3-Z, Ph -VO-Xa-G-Ph-Z, Ph-VO-Xa-G-Ph1-Z, Ph-VO-Xa-G-Ph3-Z, Ph-VO-Xa-J-Ph-Z, Ph-VO -Xa-J-Ph1-Z, Ph-VO-Xa-J-Ph3-Z, Ph-2-Xa-Ph-Z, Ph-2-Xa-Ph1-Z, Ph-2-Xa-Ph3-Z , Ph-2-Xa-VO-Ph-Z, Ph-2-Xa-VO-Ph1-Z, Ph-2-Xa-VO-Ph3-Z, Ph-2-Xa-T-Ph-Z, Ph -2-Xa-T-Ph1-Z, Ph-2-Xa-T-Ph3-Z, Ph-2-Xa-G-Ph-Z, Ph-2-Xa-G-Ph1-Z, Ph-2 -Xa-G-Ph3-Z, Ph-2-Xa-J-Ph-Z, Ph-2-Xa-J-Ph1-Z, Ph-2-Xa-J-Ph3-Z, Ph-G-Xa -Ph-Z, Ph-G-Xa-Ph1-Z, Ph-G-Xa-Ph3-Z, Ph-G-Xa-VO-Ph-Z, Ph-G-Xa-VO-Ph1-Z, Ph -G-Xa-VO-Ph3-Z, Ph-G-Xa-T-Ph-Z, Ph-G-Xa-T-Ph1-Z, Ph-G-Xa-T-Ph3-Z, Ph-G -Xa-G-Ph-Z, Ph-G-Xa-G-Ph1-Z, Ph-G-Xa-G-Ph3-Z, Ph-G-Xa-J-Ph-Z, Ph-G-Xa -J-Ph1-Z, Ph-G-Xa-J-Ph3-Z, Ph-J-Xa-Ph-Z, Ph-J-Xa-Ph1-Z, Ph-J-Xa-Ph3-Z Ph-J-Xa-VO-Ph-Z, Ph-J-Xa-VO-Ph1-Z, Ph-J-Xa-VO-Ph3-Z,
[0023]
Ph-J-Xa-T-Ph-Z, Ph-J-Xa-T-Ph1-Z, Ph-J-Xa-T-Ph3-Z, Ph-J-Xa-G-Ph-Z, Ph- J-Xa-G-Ph1-Z, Ph-J-Xa-G-Ph3-Z, Ph-J-Xa-J-Ph-Z, Ph-J-Xa-J-Ph1-Z, Ph-J- Xa-J-Ph3-Z, Ph-Xb-Ph-Z, Ph-Xb-Ph1-Z, Ph-Xb-Ph3-Z, Ph-J-Xb-J-Ph1-Z, Ph-J-Xb- J-Ph3-Z, Ph1-Xa-Ph-Z, Ph1-Xa-Ph1-Z, Ph1-Xa-Ph3-Z, Ph1-Xa-Ph5-Z, Ph1-Xa-VO-Ph-Z, Ph1- Xa-VO-Ph1-Z, Ph1-Xa-VO-Ph3-Z, Ph1-Xa-T-Ph-Z, Ph1-Xa-T-Ph1-Z, Ph1-Xa-T-Ph3-Z, Ph1- Xa-G-Ph-Z, Ph1-Xa-G-Ph1-Z, Ph1-Xa-G-Ph3-Z, Ph1-Xa-J-Ph-Z, Ph1-Xa-J-Ph1-Z, Ph1- Xa-J-Ph3-Z, Ph1-VO-Xa-Ph-Z, Ph1-VO-Xa-Ph1-Z, Ph1-VO-Xa-Ph3-Z, Ph1-VO-Xa-VO-Ph-Z, Ph1-VO-Xa-VO-Ph1-Z, Ph1-VO-Xa-VO-Ph3-Z, Ph1-VO-Xa-T-Ph-Z, Ph1-VO-Xa-T-Ph1-Z, Ph1- VO-Xa-T-Ph3-Z, Ph1-VO-Xa-G-Ph-Z, Ph1-VO-Xa-G-Ph1-Z, Ph1-VO-Xa-G-Ph3-Z, Ph1-VO- Xa-J-Ph-Z, Ph1-VO-Xa-J-Ph1-Z, Ph1-VO-Xa-J-Ph3-Z, Ph1-2-Xa-Ph-Z, Ph1-2-Xa-Ph1- Z, Ph1-2-Xa-Ph3-Z, Ph1-2-Xa-VO-Ph-Z, Ph1-2-Xa-VO-Ph1-Z, Ph1-2-Xa-VO-Ph3-Z, Ph1- 2-Xa-T-Ph-Z, Ph1-2-Xa-T-Ph1-Z, Ph1-2-Xa-T-Ph3-Z, Ph1-2-Xa-G-Ph-Z, Ph1-2- Xa-G-Ph1-Z, Ph1-2-Xa -G-Ph3-Z, Ph1-2-Xa-J-Ph-Z, Ph1-2-Xa-J-Ph1-Z, Ph1-2-Xa-J-Ph3-Z, Ph1-G-Xa-Ph -Z, Ph1-G-Xa-Ph1-Z, Ph1-G-Xa-Ph3-Z,
[0024]
Ph1-G-Xa-VO-Ph-Z, Ph1-G-Xa-VO-Ph1-Z, Ph1-G-Xa-VO-Ph3-Z, Ph1-G-Xa-T-Ph-Z, Ph1- G-Xa-T-Ph1-Z, Ph1-G-Xa-T-Ph3-Z, Ph1-G-Xa-G-Ph-Z, Ph1-G-Xa-G-Ph1-Z, Ph1-G- Xa-G-Ph3-Z, Ph1-G-Xa-J-Ph-Z, Ph1-G-Xa-J-Ph1-Z, Ph1-G-Xa-J-Ph3-Z, Ph1-J-Xa- Ph-Z, Ph1-J-Xa-Ph1-Z, Ph1-J-Xa-Ph3-Z, Ph1-J-Xa-VO-Ph-Z, Ph1-J-Xa-VO-Ph1-Z, Ph1- J-Xa-VO-Ph3-Z, Ph1-J-Xa-T-Ph-Z, Ph1-J-Xa-T-Ph1-Z, Ph1-J-Xa-T-Ph3-Z, Ph1-J- Xa-G-Ph-Z, Ph1-J-Xa-G-Ph1-Z, Ph1-J-Xa-G-Ph3-Z, Ph1-J-Xa-J-Ph-Z, Ph1-J-Xa- J-Ph1-Z, Ph1-J-Xa-J-Ph3-Z, Ph1-Xb-Ph3-Z, Ph1-Xb-VO-Ph-Z, Ph1-Xb-T-Ph-Z, Ph1-Xb- T-Ph3-Z, Ph1-Xb-G-Ph-Z, Ph1-Xb-G-Ph3-Z, Ph1-Xb-J-Ph-Z, Ph1-Xb-J-Ph1-Z, Ph1-J- Xb-VO-Ph-Z, Ph1-J-Xb-VO-Ph1-Z, Ph1-J-Xb-VO-Ph3-Z, Ph1-J-Xb-T-Ph-Z, Ph1-J-Xb- T-Ph1-Z, Ph1-J-Xb-T-Ph3-Z, Ph1-J-Xb-G-Ph-Z, Ph1-J-Xb-G-Ph1-Z, Ph1-J-Xb-G- Ph3-Z, Ph1-J-Xb-J-Ph-Z, Ph1-J-Xb-J-Ph1-Z, Ph1-J-Xb-J-Ph3-Z, Ph3-Xa-Ph-Z, Ph3- Xa-Ph1-Z, Ph3-Xa-Ph3-Z, Ph3-Xa-VO-Ph-Z, Ph3-Xa-VO-Ph1-Z, Ph3-Xa-VO-Ph3-Z, Ph3-Xa-T- Ph-Z, Ph3-Xa-T-Ph1-Z, Ph3-Xa-T -Ph3-Z, Ph3-Xa-G-Ph-Z, Ph3-Xa-G-Ph1-Z, Ph3-Xa-G-Ph3-Z, Ph3-Xa-J-Ph-Z, Ph3-Xa-J -Ph1-Z, Ph3-Xa-J-Ph3-Z, Ph3-VO-Xa-Ph-Z, Ph3-VO-Xa-Ph1-Z, Ph3-VO-Xa-Ph3-Z, Ph3-VO-Xa -VO-Ph-Z, Ph3-VO-Xa-VO-Ph1-Z, Ph3-VO-Xa-VO-Ph3-Z, Ph3-VO-Xa-T-Ph-Z, Ph3-VO-Xa-T -Ph1-Z, Ph3-VO-Xa-T-Ph3-Z, Ph3-VO-Xa-G-Ph-Z, Ph3-VO-Xa-G-Ph1-Z, Ph3-VO-Xa-G-Ph3 -Z, Ph3-VO-Xa-J-Ph-Z, Ph3-VO-Xa-J-Ph1-Z, Ph3-VO-Xa-J-Ph3-Z, Ph3-2-Xa-Ph-Z,
[0025]
Ph3-2-Xa-Ph1-Z, Ph3-2-Xa-Ph3-Z, Ph3-2-Xa-VO-Ph-Z, Ph3-2-Xa-VO-Ph1-Z, Ph3-2-Xa- VO-Ph3-Z, Ph3-2-Xa-T-Ph-Z, Ph3-2-Xa-T-Ph1-Z, Ph3-2-Xa-T-Ph3-Z, Ph3-2-Xa-G- Ph-Z, Ph3-2-Xa-G-Ph1-Z, Ph3-2-Xa-G-Ph3-Z, Ph3-2-Xa-J-Ph-Z, Ph3-2-Xa-J-Ph1- Z, Ph3-2-Xa-J-Ph3-Z, Ph3-G-Xa-Ph-Z, Ph3-G-Xa-Ph1-Z, Ph3-G-Xa-Ph3-Z, Ph3-G-Xa- VO-Ph-Z, Ph3-G-Xa-VO-Ph1-Z, Ph3-G-Xa-VO-Ph3-Z, Ph3-G-Xa-T-Ph-Z, Ph3-G-Xa-T- Ph1-Z, Ph3-G-Xa-T-Ph3-Z, Ph3-G-Xa-G-Ph-Z, Ph3-G-Xa-G-Ph1-Z, Ph3-G-Xa-G-Ph3- Z, Ph3-G-Xa-J-Ph-Z, Ph3-G-Xa-J-Ph1-Z, Ph3-G-Xa-J-Ph3-Z, Ph3-J-Xa-Ph-Z, Ph3- J-Xa-Ph1-Z, Ph3-J-Xa-Ph3-Z, Ph3-J-Xa-VO-Ph-Z, Ph3-J-Xa-VO-Ph1-Z, Ph3-J-Xa-VO- Ph3-Z, Ph3-J-Xa-T-Ph-Z, Ph3-J-Xa-T-Ph1-Z, Ph3-J-Xa-T-Ph3-Z, Ph3-J-Xa-G-Ph- Z, Ph3-J-Xa-G-Ph1-Z, Ph3-J-Xa-G-Ph3-Z, Ph3-J-Xa-J-Ph-Z, Ph3-J-Xa-J-Ph1-Z, Ph3-J-Xa-J-Ph3-Z, Ph3-Xb-Ph-Z, Ph3-Xb-Ph1-Z, Ph5-Xa-Ph5-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, 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,
[0026]
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, 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-P h1-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,
[0027]
R-Ph-2-Ph3-G-Xa-Z, R-Ph-2-Ph3-J-Xa-Z, R-Ph-2-Ph3-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, 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, 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,
[0028]
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, 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,
[0029]
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, 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-2-Xa-Ph5-Z, R-Cy-Cy-J- Xa-Cy-Z, R-Cy-Cy-J-Xa-Ph-Z,
[0030]
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-Cy-Xa-Ph5-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-P h1-Z, R-Cy-Ph-2-Xa-Ph3-Z, 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,
[0031]
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, 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, R-Cy-Ph5- Xa-Ph5-Z, 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,
[0032]
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, 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,
[0033]
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, 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, 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,
[0034]
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, 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-TX aT-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,
[0035]
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, 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,
[0036]
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-Ph1-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, 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,
[0037]
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, 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-Xa-Ph5-Ph5-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,
[0038]
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, R-Ph5-Xa-Ph5-Ph5-Z, 6-Xa-, 5Xa-F, 7Xa-CN , 7-Ca-OV-Ca-D2-Xb-3a-Ca-4-Ca-F, 9-Cb-D-Cb-3-Xa-3b-Cb-Cb-OCF3, 2O-Oc-2D-Oc -3a-Xb-4-Oc-1O-Oc-CN, 5O-Od-D2-Od-3b-Xa-Od-O1-Od-Cl, 7O-Bc-3-Bc-Xb-1O-Bc-OV -Bc-OCHF2, 1O-3-Dc-3a-Dc-4-Xa-O1-Dc-D-Dc-H, 1d2-Ph2-3b-Ph2-1O-Xb-OV-Ph2-2D-Ph2-3 , D (3) 1O-Ph4-4-Ph4-O1-Xa-D-Ph4-D2-Ph4-4, 6-Ph5-1O-Ph5-OV-Xb-2D-Ph5-3-Ph5-5, 7 -Ph6-O1-Ph6-D-Xa-D2-Ph6-3a-Ph6-0d1, 9-Ph7-Ph7-2D-Xb-3-Ph7-3b-Ph7-0d3, 2O-Ph8-OV-Ph8-D2 -Xb-3a-Ph8-4-Ph8-1d3, 5O-Ya-D-Ya-3-Xa-3b-Ya-Ya-1d1, 7O-Yb-2D-Yb-3a-Xb-4-Yb-1O -Yb-3O, 1O-3-Ma-D2-Ma-3b-Xb-Ma-O1-Ma-, 1d2-Mb-3-Mb-Xa-1O-Mb-OV-Mb-F, d (3) 1O-Pr-3a-Pr-4-Xb-O1-Pr-D-Pr-OCF3, 6-Pr2-3b-Pr2-1O-Xa-OV-Pr2-2D-Pr2-CN, 7-Te-4- Te-O1-Xb-D-Te-D2-Te-Cl, 9-Te1-1O-Te1-OV-Xa-2D-Te1-3-Te1-OCHF2, 2O-Te2-O1-Te2-D-Xb- D2-Te2-3a-Te2-H, 5O-Te3-Te3-2D-Xa-3-Te3-3b-Te3-3, 7O-Tb-OV-Tb-D2-Xb-3a-Tb-4-Tb- 4, 1O-3-Tb1-D-Tb1-3-Xa-3b-Tb1-Tb1-5, 1d2-Tb2-2D-Tb2-3a-Xb-4-Tb2-1O-Tb2-0d1, d (3) 1O-Tb3-D2-Tb3-3b-Xa-Tb3-O1 -Tb3-0d3, 6-Np-3-Np-Xb-1O-Np-OV-Np-1d3, 7-Np1-3a-Np1-4-Xa-O1-Np1-D-Np1-1d1, 9-Np2 -3b-Np2-1O-Xb-OV-Np2-2D-Np2-3O, 2O-Np3-4-Np3-O1-Xa-D-Np3-D2-Np3-, 5O-Np4-1O-Np4-OV- Xb-2D-Np4-3-Np4-F, 7O-Np5-O1-Np5-D-Xa-D2-Np5-3a-Np5-OCF3, 1O-3-Np6-Np6-2D-Xb-3-Np6- 3b-Np6-CN, 1d2-Na1-OV-Na1-D2-Xa-3a-Na1-4-Na1-Cl, d (3) 1O-Na2-D-Na2-3-Xb-3b-Na2-Na2- OCHF2, 6-Na3-2D-Na3-3a-Xa-4-Na3-1O-Na3-H, 7-Na4-D2-Na4-3b-Xb-Na4-O1-Na4-3, 9-Na5-3- Na5-Xa-1O-Na5-OV-Na5-4, 2O-Na6-3a-Na6-4-Xb-O1-Na6-D-Na6-5, 5O-Nd1-3b-Nd1-1O-Xa-OV- Nd1-2D-Nd1-0d1, 7O-Nd2-4-Nd2-O1-Xb-D-Nd2-D2-Nd2-0d3, 1O-3-Nd3-1O-Nd3-OV-Xb-2D-Nd3-3- Nd3-1d3, 1d2-Nd4-O1-Nd4-D-Xa-D2-Nd4-3a-Nd4-1d1, d (3) 1O-Nd5-2-Nd5-3-Xb-3-Nd5-2-Nd5- 3O
However, in each of the above exemplary formulas, R and Z have the same meaning as in formula (1).
[0039]
The compound of the general formula (1) of the present invention is produced as follows according to its R, A, B, C, D, L, M, Q, T, m, n, q, t, X and Z. can do.
[0040]
Formula (2)
[Chemical 6]
[0041]
[Chemical 7]
From the compound represented by formula (4), a method similar to that described in JP-T-9-512269 or JP-A-13-19648 (hereinafter referred to as document (a)), etc.
[0042]
[Chemical 8]
[0043]
[Chemical 9]
[0044]
Next, from the compound represented by (4), by a method similar to that described in the literature (a), or a reaction with a nucleophile such as an organometallic compound such as a Grignard reagent, an organozinc reagent, an organolithium reagent, Formula (5)
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[0045]
Next, from the compound represented by (5), the formula (6a) and the formula (6b) according to the method described in the literature (a)
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[0046]
In particular R in formula (5)1Is represented by the formula (7) from the compound represented by the formula (6a)
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[0047]
For example, a compound represented by formula (4) and formula (8)
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[0048]
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[0049]
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[0050]
Further, the compound of formula (5-1) is catalytically reduced to obtain a compound of formula (5-2)
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[0051]
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[0052]
Or, for example, a compound represented by the formula (4) and the formula (9)
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[0053]
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[0054]
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[0055]
Or, for example, a compound represented by the formula (4) and the formula (10a) or the formula (10b)
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[0056]
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[0057]
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[0058]
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[0059]
The compound of the formula (6) or the formula (7) thus obtained can be used for the present invention as it is when it corresponds to the compound of the general formula (1), which is a feature of the present invention. It is also possible to produce other derivatives by the method described below.
[0060]
X in equation (6) or (7)ThreeWhen is a hydrogen atom or a halogen atom, an organic lithium compound such as sec-butyllithium is used, or X in formula (6) or formula (7)ThreeWhen is a halogen atom, using magnesium, the formula (11)
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[0061]
Compound of formula (11) and formula (14)
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[0062]
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[0063]
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[0064]
Alternatively, from the compound of formula (11) and iodine, the formula (16)
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[0065]
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[0066]
Alternatively, from the compound of formula (11) by the method described in literature (a)
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[0067]
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[0068]
Alternatively, from the compound of formula (11) and carbon dioxide, the formula (20)
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[0069]
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[0070]
Or a compound of formula (16), or XThreeA compound of formula (6a) in which is a halogen atom or a sulfonyloxy group, or a triflate derived from a compound of formula (19) in a manner similar to that described in literature (a), and formula (21)
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[0071]
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[0072]
Alternatively, the compound of formula (20) and formula (22)
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[0073]
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[0074]
Alternatively, the compound of formula (19) and formula (23)
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[0075]
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[0076]
Further, from the compounds of formula (7-11) and formula (7-12), by the method described in JP-A-10-204016, formula (7-13) and formula (7-14)
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[0077]
Alternatively, from the compound of formula (11) and dimethylformamide, the formula (24)
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[0078]
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[0079]
Further, in the same manner as described in German Patent 19652247, the formula (25)
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[0080]
As mentioned above, the introduced production method can be used by rearranging 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.
[0081]
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.
[0082]
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.
[0083]
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).
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[0084]
Ring A, Ring B and Ring 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. 1,4-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 Group, 1,4-cyclohexenylene group optionally substituted by fluorine atom, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5- Represents a diyl group, trans-1,4-cyclohexylene group, transdecahydronaphthalene-trans-2,6-diyl group, naphthalene-2,6-diyl group optionally substituted by a fluorine atom, or 1 to 1,4-phenyl optionally substituted by two fluorine atoms Ren group is preferred. In particular, when ring B represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, ring A preferably represents a trans-1,4-cyclohexylene group, When ring C represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, ring B and ring A preferably represent a trans-1,4-cyclohexylene group. . In (A3), ring A preferably represents a trans-1,4-cyclohexylene group.
[0085]
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.
[0086]
Ring Z represents an aromatic ring and can be represented by the following general formulas (IXa) to (IXc).
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[0087]
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.
[0088]
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).
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[0089]
Ring D, Ring e and Ring 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. 1,4-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 Group, 1,4-cyclohexenylene group optionally substituted by fluorine atom, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5- Represents a diyl group, trans-1,4-cyclohexylene group, transdecahydronaphthalene-trans-2,6-diyl group, naphthalene-2,6-diyl group optionally substituted by a fluorine atom, or 1 to 1,4-phenyl optionally substituted by two fluorine atoms Ren group is preferred. In particular, when ring e represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, ring D preferably represents a trans-1,4-cyclohexylene group, When ring F represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, ring D and ring e preferably represent a trans-1,4-cyclohexylene group. . In (B3), ring D preferably represents a trans-1,4-cyclohexylene group.
[0090]
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).
[0091]
Ring Y represents an aromatic ring and can be represented by the following general formulas (IXd) to (IXf).
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Terminal group PaRepresents a cyano group (—CN), a cyanato group (—OCN), or —C≡CCN, with a cyano group being preferred.
[0092]
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).
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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.
[0094]
Ring G, Ring H, Ring I and Ring J are each independently a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms or methyl 1,4-phenylene group optionally substituted by a group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, may be substituted by 1 to 2 fluorine atoms Good tetrahydronaphthalene-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, each compound may be substituted with transdecahydronaphthalene-trans-2,6-diyl group, one or more fluorine atoms Good naphthalene-2,6-diyl group, substituted by 1 to 2 fluorine atoms Optionally 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-diyl group or pyridine-2,5-diyl group is preferably not more than 1, other ring is substituted with trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or methyl group It preferably represents an optionally substituted 1,4-phenylene group.
[0095]
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.
[0096]
More preferable forms in (C1) can be represented by the following general formulas (C1a) to (C1h).
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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 ring G1 to ring G8 are aromatic rings, the corresponding RfExcept for the 1-alkenyl group and alkoxyl group, when ring H1 to ring H8 are aromatic rings, the corresponding RgExcludes 1-alkenyl and alkoxyl groups.
[0098]
Ring G1 and Ring H1 may be 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, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6 optionally substituted by 1 to 2 fluorine atoms -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 a pyridine-2,5-diyl group, but in each compound, a transdecahydronaphthalene-trans-2,6-diyl group, naphthalene-2,6- optionally substituted with one or more fluorine atoms Diyl group, even if substituted by 1 to 2 fluorine atoms Tetrahydronaphthalene-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. Ring G2 and Ring H2 may be each independently substituted with a trans-1,4-cyclohexylene group, transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms or a methyl group. 1,4-phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6 optionally substituted by 1 to 2 fluorine atoms -Represents a diyl group, but in each compound, transdecahydronaphthalene-trans-2,6-diyl group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, 1-2 The tetrahydronaphthalene-2,6-diyl group which may be substituted by one fluorine atom preferably represents 1 or less, in which case the other ring is a trans-1,4-cyclohexylene group or 1 to 2 Pieces of fluorine atom or methyl Represents a 1,4-phenylene group which may be substituted by an alkyl group. Ring G3 and Ring H3 are each independently 1,4-phenylene group optionally substituted by 1 to 2 fluorine atoms or methyl group, naphthalene-2 optionally substituted by one or more fluorine atoms , 6-diyl group, tetrahydronaphthalene-2,6-diyl group optionally substituted by 1 to 2 fluorine atoms, but naphthalene optionally substituted by one or more fluorine atoms in each compound It is preferable that the number of -2,6-diyl groups and tetrahydronaphthalene-2,6-diyl groups optionally substituted by 1 to 2 fluorine atoms is 1 or less.
[0099]
More preferable forms in (C2) can be represented by the following general formulas (C2a) to (C2m).
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In the above formula, ring G1, ring G2, ring G3, ring H1, ring H2 and ring H3 represent the above-mentioned meanings, ring I1 is the same as ring G1, ring I2 is ring G2, and ring I3 is the same as ring G3. Represents meaning. 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.
[0101]
Next, more preferable forms in (C3) can be represented by the following general formulas (C3a) to (C3f).
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In the above formula, ring G1, ring G2, ring H1, ring H2, ring I1 and ring I2 have the same meanings as described above, and ring J1 has the same meaning as ring G1 and ring J2 respectively. 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.
[0103]
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 great, and it is extremely excellent as a liquid crystal material that can be driven at low voltage.
[0104]
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.
[0105]
【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.
[0106]
Example 1 Synthesis of 5-fluoro-2-propyl-3,4-dihydronaphthalene
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A catalytic amount of pyridine was added to a solution of 100 g of 3-fluorophenylacetic acid and 120 g of thionyl chloride in 200 mL of 1,2-dichloroethane, heated under reflux for 5 hours in a nitrogen atmosphere, and then 1,2-dichloroethane and excess thionyl chloride were distilled off. . The obtained residue is added dropwise to 800 mL of dichloromethane and 156 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, evaporated, distilled under reduced pressure, and 5-fluoro-1,2,3, A mixture of 4-tetrahydronaphthalen-2-one and 7-fluoro-1,2,3,4-tetrahydronaphthalen-2-one was obtained. Subsequently, rectification was performed under reduced pressure, and further recrystallization from hexane gave 5-fluoro-1,2,3,4-tetrahydronaphthalen-2-one.
[0107]
Synthesis of (1-b) 5-fluoro-2-propyl-3,4-dihydronaphthalene
Dissolve 10.0 g of 5-fluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in (1-a) in 50 mL of tetrahydrofuran (THF), then add 4.9 g of zinc dust and suspend under stirring. Make it cloudy. After adding 0.1 mL of trimethylsilyl chloride at room temperature, 9.0 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. Next, the solvent was distilled off to obtain 11.1 g of a crude product of 5-fluoro-2- (2-propenyl) -1,2,3,4-tetrahydronaphthalen-2-ol.
[0108]
This crude product was dissolved in 48 mL of ethyl acetate, stirred with 0.6 g of 5% palladium carbon under a hydrogen atmosphere of 0.5 MPa for 2 hours, filtered and concentrated to give 5-fluoro-2-propyl-1,2,3, 11 g of a crude product of 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-fluoro-2-propyl-3,4-dihydronaphthalene and 5-fluoro-2-propyl-1,4-dihydronaphthalene was obtained. Subsequently, the residue was purified by distillation under reduced pressure and column chromatography to obtain 5-fluoro-2-propyl-3,4-dihydronaphthalene. This was a liquid at room temperature.
[0109]
Similarly, the following compounds were obtained.
5-chloro-2-propyl-3,4-dihydronaphthalene
5,6-Difluoro-2-propyl-3,4-dihydronaphthalene
5-Fluoro-6-chloro-2-propyl-3,4-dihydronaphthalene
5-Fluoro-6-bromo-2-propyl-3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2-propyl-3,4-dihydronaphthalene
5-chloro-6-trifluoromethoxy-2-propyl-3,4-dihydronaphthalene
[0110]
Example 2 Synthesis of 2-propyl-6-iodo-5-fluoro-3,4-dihydronaphthalene
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[0111]
Example 3 Synthesis of 5-fluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
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[0112]
Similarly, the following compounds were obtained.
5-Fluoro-2-propyl-6- (4-fluorophenyl) -3,4, -dihydronaphthalene
5-Fluoro-2-propyl-6- (3,4-difluorophenyl) -3,4, -dihydronaphthalene
5-Fluoro-2-propyl-6- (2,3-difluoro-4-methoxyphenyl) -3,4, -dihydronaphthalene
5-Fluoro-2-propyl-6- (2,3-difluoro-4-ethylphenyl) -3,4, -dihydronaphthalene
5-Fluoro-2-propyl-6- {4- (trifluoromethoxy) phenyl} -3,4, -dihydronaphthalene
5-Fluoro-2-propyl-6- {4- (trifluoromethoxy) -3-fluorophenyl} -3,4, -dihydronaphthalene
5-Fluoro-2-propyl-6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -3,4, -dihydronaphthalene
[0113]
Example 4 Synthesis of 2-propyl-6- {2- (3,4,5-trifluorophenyl) ethynyl} -5-fluoro-3,4-dihydronaphthalene
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[0114]
Similarly, the following compounds were obtained.
2-propyl-6- {2- (4-fluorophenyl) ethynyl} -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {2- (3,4-difluorophenyl) ethynyl} -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {2- {4- (trifluoromethoxy) phenyl} ethynyl} -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {2- {4- (trifluoromethoxy) -3-fluorophenyl} ethynyl} -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {2- {4- (trifluoromethoxy) -3,5-difluorophenyl} ethynyl} -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {2- (4-methoxy-2,3-difluorophenyl) ethynyl} -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {2- (4-ethyl-2,3-difluorophenyl) ethynyl} -5-fluoro-3,4-dihydronaphthalene
[0115]
Example 5 Synthesis of 3,4,5-trifluorophenyl 2-propyl-5-fluoro-3,4-dihydronaphthalene-6-carboxylic acid
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[0116]
Similarly, the following compounds were obtained.
2-propyl-5-fluoro-3,4-dihydronaphthalene-6-carboxylic acid 4-fluorophenyl
2-propyl-5-fluoro-3,4-dihydronaphthalene-6-carboxylic acid 3,4-difluorophenyl
2-Propyl-5-fluoro-3,4-dihydronaphthalene-6-carboxylic acid 4- (trifluoromethoxy) phenyl
2-propyl-5-fluoro-3,4-dihydronaphthalene-6-carboxylic acid 3-fluoro-4-trifluoromethoxyphenyl
2-propyl-5-fluoro-3,4-dihydronaphthalene-6-carboxylic acid 3,5-difluoro-4-trifluoromethoxyphenyl
2-propyl-5-fluoro-3,4-dihydronaphthalene-6-carboxylic acid 4-cyanophenyl
2-propyl-5-fluoro-3,4-dihydronaphthalene-6-carboxylic acid 3-fluoro-4-cyanophenyl
2-propyl-5-fluoro-3,4-dihydronaphthalene-6-carboxylic acid 3,5-difluoro-4-cyanophenyl
[0117]
Example 6 Synthesis of 2-propyl-6- (trans-4-propylcyclohexyl) -5-fluoro-3,4-dihydronaphthalene
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[0118]
Similarly, the following compounds were obtained.
2-propyl-6- (trans-4-butylcyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- (trans-4-pentylcyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- (trans-4-vinylcyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {trans-4- (3-butenyl) cyclohexyl} -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {trans-4- (3-pentenyl) cyclohexyl} -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-propylbicyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-butylbicyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-pentylbicyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-vinylbicyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {trans, trans-4 '-(3-butenyl) bicyclohexyl} -5-fluoro-3,4-dihydronaphthalene
2-propyl-6- {trans, trans-4 '-(3-pentenyl) bicyclohexyl} -5-fluoro-3,4-dihydronaphthalene
[0119]
Example 7 Synthesis of 5-fluoro-2-pentyl-3,4-dihydronaphthalene
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[0120]
Similarly, the following compounds were obtained.
5-Fluoro-2-butyl-3,4-dihydronaphthalene
5-Fluoro-2-hexyl-3,4-dihydronaphthalene
5-Fluoro-2-heptyl-3,4-dihydronaphthalene
5-Chloro-2-butyl-3,4-dihydronaphthalene
5-Chloro-2-pentyl-3,4-dihydronaphthalene
5-Chloro-2-hexyl-3,4-dihydronaphthalene
5-chloro-2-heptyl-3,4-dihydronaphthalene
5,6-Difluoro-2-butyl-3,4-dihydronaphthalene
5,6-Difluoro-2-pentyl-3,4-dihydronaphthalene
5,6-Difluoro-2-hexyl-3,4-dihydronaphthalene
5,6-Difluoro-2-heptyl-3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2-butyl-3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2-pentyl-3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2-hexyl-3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2-heptyl-3,4-dihydronaphthalene
[0121]
Example 8 Synthesis of 2-pentyl-6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
From 5-fluoro-2-pentyl-3,4-dihydronaphthalene obtained in Example 7, 2-pentyl-6- (3,4,5-trifluorophenyl) -5- Fluoro-3,4-dihydronaphthalene was obtained.
[0122]
Similarly, the following compounds were obtained.
2-Butyl-6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Hexyl-6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Heptyl-6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Butyl-6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Pentyl-6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Hexyl-6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Heptyl-6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Butyl-6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Pentyl-6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Hexyl-6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Butyl-6- (2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Pentyl-6- (2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Hexyl-6- (2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Heptyl-6- (2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Butyl-6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Pentyl-6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Hexyl-6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Heptyl-6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Butyl-6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Pentyl-6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Hexyl-6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Heptyl-6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Butyl-6- (4-trifluoromethoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Pentyl-6- (4-trifluoromethoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Hexyl-6- (4-trifluoromethoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Heptyl-6- (4-trifluoromethoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2-Butyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Pentyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Hexyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Heptyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Butyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Pentyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Hexyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2-Heptyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
[0123]
Example 9 Synthesis of 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene
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[0124]
Similarly, the following compounds were obtained.
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-difluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans-4-ethylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans-4-butylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans-4-pentylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans-4-heptylcyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5,6-difluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
5-Fluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -3,4-dihydronaphthalene
[0125]
Example 10 Synthesis of 5-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
Embedded image
[0126]
Similarly, the following compounds were obtained.
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (2,3-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (2,3-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (2,3-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (2,3-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (2,3-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (2,3-difluoro-4-methoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (2,3-difluoro-4-methoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (2,3-difluoro-4-methoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (2,3-difluoro-4-methoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (2,3-difluoro-4-methoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (2,3-difluoro-4-ethylphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (2,3-difluoro-4-ethylphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (2,3-difluoro-4-ethylphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (2,3-difluoro-4-ethylphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (2,3-difluoro-4-ethylphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
5-Fluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene
[0127]
Example 11 Synthesis of 5,6-difluoro-2-propyl-3,4-dihydronaphthalene
Synthesis of (11-a) 5,6-difluoro-1,2,3,4-tetrahydronaphthalen-2-one
In the same manner as in Example 1, 5,6-difluoro-1,2,3,4-tetrahydronaphthalen-2-one was obtained from 3,4-difluorophenylacetic acid.
Synthesis of (11-b) 5,6-difluoro-2-propyl-3,4-dihydronaphthalene
From the 5,6-difluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in (11-a) above, in the same manner as in Example 1, 5,6-difluoro-2-propyl-3, 4-Dihydronaphthalene was obtained.
[0128]
Example 12 Synthesis of 5,6-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene
From the 5,6-difluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 11, 5,6-difluoro-2- {2- (trans-4 -Propylcyclohexyl) ethyl} -3,4-dihydronaphthalene was obtained.
[0129]
Example 13 Synthesis of 5-fluoro-2- (4-propylphenyl) -3,4-dihydronaphthalene
Embedded image
[0130]
Similarly, the following compounds were obtained.
2- (4-Ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Propylphenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Propylphenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Butylphenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Propylphenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Butylphenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-Propylphenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-Butylphenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Propyl-2-fluorophenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Propyl-2-fluorophenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,6-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,6-difluorophenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Butyl-2,6-difluorophenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (4-Ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,3-difluorophenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-propyl-2,3-difluorophenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Butyl-2,3-difluorophenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Pentyl-2,3-difluorophenyl) -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- (4-Ethyl-2,3-difluorophenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-propyl-2,3-difluorophenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-Butyl-2,3-difluorophenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- (4-Pentyl-2,3-difluorophenyl) -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (Trans-4-ethylcyclohexyl) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-propylcyclohexyl) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (Trans-4-ethylcyclohexyl) phenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) phenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) phenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-pentylcyclohexyl) phenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (Trans-4-ethylcyclohexyl) phenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) phenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-butylcyclohexyl) phenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) phenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) phenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (trans-4-propylcyclohexyl) phenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-butylcyclohexyl) phenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (trans-4-pentylcyclohexyl) phenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-ethylcyclohexyl) phenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) phenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) phenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) phenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) -2-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-pentylcyclohexyl) -2-fluorophenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-ethylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-propylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-pentylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2,6-difluorophenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-propylcyclohexyl) -2,6-difluorophenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2,6-difluorophenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-pentylcyclohexyl) -2,6-difluorophenyl} -5,6-difluoro-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-butylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-propylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-pentylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-methoxy-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (trans-4-butylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) -2,3-difluorophenyl} -5-fluoro-6-ethyl-3,4-dihydronaphthalene
[0131]
Example 14 Synthesis of 5-fluoro-2- (4-propylphenyl) -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
From 5-fluoro-2- (4-propylphenyl) -3,4-dihydronaphthalene obtained in Example 13, 5-fluoro-2- (4-propylphenyl) -6- ( 3,4,5-trifluorophenyl) -3,4-dihydronaphthalene was obtained.
[0132]
Similarly, the following compounds were obtained.
2- (4-Ethylphenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Propylphenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Propylphenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Propylphenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Propylphenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Propylphenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Propylphenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethylphenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Propylphenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butylphenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2-fluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,6-difluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,6-difluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -6- (4,5-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) phenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3-fluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,3-difluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,3-difluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,3-difluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,3-difluorophenyl) -6- (4-methoxy-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Ethyl-2,3-difluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-propyl-2,3-difluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Butyl-2,3-difluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (4-Pentyl-2,3-difluorophenyl) -6- (4-ethyl-2,3-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
[0133]
Example 15 Synthesis of 5-fluoro-2- (trans-4-propylcyclohexyl) -3,4-dihydronaphthalene
5-Fluoro-2- (trans-4-propylcyclohexyl) -3,4-dihydronaphthalene was used in the same manner as in Example 13 using trans-4-propyl-1-bromocyclohexane instead of 4-propylbromobenzene. Got.
[0134]
Similarly, the following compounds were obtained.
2- (Trans-4-ethylcyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-pentylcyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-ethylbicyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-propylbicyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-pentylbicyclohexyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-ethylcyclohexyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (Trans-4-propylcyclohexyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (Trans-4-pentylcyclohexyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-ethylbicyclohexyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-propylbicyclohexyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-pentylbicyclohexyl) -5,6-difluoro-3,4-dihydronaphthalene
2- (Trans-4-ethylcyclohexyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (Trans-4-propylcyclohexyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (Trans-4-pentylcyclohexyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (trans, trans-4'-ethylbicyclohexyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (trans, trans-4'-propylbicyclohexyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
2- (trans, trans-4'-pentylbicyclohexyl) -5-fluoro-6-trifluoromethoxy-3,4-dihydronaphthalene
[0135]
Example 16 Synthesis of 5-fluoro-2- (trans-4-propylcyclohexyl) -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene
From 5-fluoro-2- (trans-4-propylcyclohexyl) -3,4-dihydronaphthalene obtained in Example 15, 5-fluoro-2- (trans-4-propylcyclohexyl) was obtained in the same manner as in Example 3. -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene was obtained.
[0136]
Similarly, the following compounds were obtained.
2- (trans-4-ethylcyclohexyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-pentylcyclohexyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-ethylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-propylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-pentylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans-4-ethylcyclohexyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-propylcyclohexyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-pentylcyclohexyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-propylbicyclohexyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-fluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-ethylcyclohexyl) -6- (3,4-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-propylcyclohexyl) -6- (3,4-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans-4-pentylcyclohexyl) -6- (3,4-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-ethylbicyclohexyl) -6- (3,4-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-propylbicyclohexyl) -6- (3,4-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-pentylbicyclohexyl) -6- (3,4-difluorophenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-ethylcyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-propylcyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-pentylcyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-ethylbicyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-propylbicyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-pentylbicyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-ethylcyclohexyl) -6- (2,3-difluoro-4-methoxyphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-propylcyclohexyl) -6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (Trans-4-pentylcyclohexyl) -6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-ethylbicyclohexyl) -6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-propylbicyclohexyl) -6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
2- (trans, trans-4'-pentylbicyclohexyl) -6- (2,3-difluoro-4-ethylphenyl) -5-fluoro-3,4-dihydronaphthalene
[0137]
Example 17 Synthesis of 5-fluoro-6-cyano-2- (4-propylphenyl) -3,4-dihydronaphthalene
From 5-fluoro-2- (4-propylphenyl) -3,4-dihydronaphthalene obtained in Example 13, in the same manner as in Example 5, 5-fluoro-2- (4-propylphenyl) -3,4 After obtaining -dihydronaphthalene-6-carboxylic acid, 5-fluoro-6-cyano-2- (4-propylphenyl) -3,4-dihydronaphthalene was obtained as follows.
Embedded image
Similarly, the following compounds were obtained.
2- (4-Ethylphenyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (4-Pentylphenyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) phenyl} -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) phenyl} -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) phenyl} -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (4-Ethyl-2-fluorophenyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (4-propyl-2-fluorophenyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (4-Pentyl-2-fluorophenyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- {4- (trans-4-pentylcyclohexyl) -2-fluorophenyl} -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (4-Ethyl-2,6-difluorophenyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (4-propyl-2,6-difluorophenyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (4-Pentyl-2,6-difluorophenyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- {4- (trans-4-ethylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- {4- (Trans-4-propylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- {4- (Trans-4-pentylcyclohexyl) -2,6-difluorophenyl} -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (Trans-4-ethylcyclohexyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (Trans-4-propylcyclohexyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (Trans-4-pentylcyclohexyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (trans, trans-4'-ethylbicyclohexyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (trans, trans-4'-propylbicyclohexyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
2- (trans, trans-4'-pentylbicyclohexyl) -5-fluoro-6-cyano-3,4-dihydronaphthalene
[0139]
(Example 18) Preparation of liquid crystal composition
General-purpose host liquid crystal (H)
Embedded image
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.
[0141]
Next, 80% of the host liquid crystal (H) and the following 5-fluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene obtained in Example 3 were used.
Embedded image
[0142]
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): 1.38V
Dielectric anisotropy (Δε): 6.6
Response (τr = τd): 37.7ms
Refractive index anisotropy (Δn): 0.099
Therefore, by adding 20% of 5-fluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene, while suppressing an increase in response to about 12 milliseconds, The dielectric anisotropy was increased and the threshold voltage (Vth) was reduced by 0.76V.
[0143]
(Comparative Example 1)
In Example 18, instead of 5-fluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene, the following 5-fluoro-6- (3,4, 5-Trifluorophenyl) -2-propyl-1,2,3,4-tetrahydronaphthalene
Embedded image
[0144]
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): 1.46V
Dielectric anisotropy (Δε): 6.3
Response (τr = τd): 38.9ms
Refractive index anisotropy (Δn): 0.092
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.
[0145]
(Example 19) Preparation of liquid crystal composition
Host liquid crystal composition (H ') having the following composition
Embedded image
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
A liquid crystal comprising 90% of the base liquid crystal (H ′) and 10% of 5-fluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene obtained in Example 3 A composition (M-3) was prepared. The physical properties of this composition are as follows.
[0147]
Nematic phase upper limit temperature (TN-I) 72.5 ℃
Solid phase or smectic phase-nematic phase transition temperature (T → N) -70 ℃
Threshold voltage (Vth) 1.38V
Dielectric anisotropy (Δε) 11.0
Refractive index anisotropy (Δn) 0.142
[0148]
【The invention's effect】
When the dihydronaphthalene compound of the present invention is used as a constituent material of a liquid crystal composition, the liquid crystal phase temperature range of the liquid crystal composition is expanded, and the threshold of the liquid crystal display device using this composition is improved or deteriorated without increasing the threshold. Has the effect of lowering the voltage. Therefore, this liquid crystal material is very practical as STN and AM-LCD.
Claims (16)
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