JP4844785B2 - Dihydronaphthalene derivative, liquid crystal composition containing the same, and liquid crystal display device - Google Patents
Dihydronaphthalene derivative, liquid crystal composition containing the same, and liquid crystal display device Download PDFInfo
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- JP4844785B2 JP4844785B2 JP2001301171A JP2001301171A JP4844785B2 JP 4844785 B2 JP4844785 B2 JP 4844785B2 JP 2001301171 A JP2001301171 A JP 2001301171A JP 2001301171 A JP2001301171 A JP 2001301171A JP 4844785 B2 JP4844785 B2 JP 4844785B2
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- JP
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- Prior art keywords
- dihydronaphthalene
- trans
- group
- difluoro
- general formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
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- 239000004973 liquid crystal related substance Substances 0.000 title claims description 70
- 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 6
- -1 bicyclo [2.2.2] octane-1,4-diyl group Chemical group 0.000 claims description 228
- 150000001875 compounds Chemical class 0.000 claims description 102
- 125000001153 fluoro group Chemical group F* 0.000 claims description 92
- 125000004432 carbon atom Chemical group C* 0.000 claims description 78
- 229910052731 fluorine Inorganic materials 0.000 claims description 40
- 125000000217 alkyl group Chemical group 0.000 claims description 33
- 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 31
- 125000003545 alkoxy group Chemical group 0.000 claims description 25
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 19
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 18
- 125000003342 alkenyl group Chemical group 0.000 claims description 16
- 125000005843 halogen group Chemical group 0.000 claims description 14
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 14
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 10
- 125000004429 atom Chemical group 0.000 claims description 7
- 239000011159 matrix material Substances 0.000 claims description 7
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims description 6
- 239000000470 constituent Substances 0.000 claims description 3
- 125000001651 cyanato group Chemical group [*]OC#N 0.000 claims description 3
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 3
- 125000004785 fluoromethoxy group Chemical group [H]C([H])(F)O* 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 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
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 58
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 41
- 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
- 239000000463 material Substances 0.000 description 14
- 239000002904 solvent Substances 0.000 description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 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
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000012071 phase Substances 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
- 239000012044 organic layer Substances 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 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 8
- 229910052801 chlorine Inorganic materials 0.000 description 7
- 238000004440 column chromatography Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 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
- IOXYWVQKVGDFER-UHFFFAOYSA-N 5,7-difluoro-2-propyl-1,4-dihydronaphthalene Chemical compound C1=C(F)C=C2CC(CCC)=CCC2=C1F IOXYWVQKVGDFER-UHFFFAOYSA-N 0.000 description 5
- BTYTWKKVYBWBTH-UHFFFAOYSA-N 5,7-difluoro-2-propyl-6-(3,4,5-trifluorophenyl)-1,4-dihydronaphthalene Chemical compound FC=1C=C2CC(CCC)=CCC2=C(F)C=1C1=CC(F)=C(F)C(F)=C1 BTYTWKKVYBWBTH-UHFFFAOYSA-N 0.000 description 5
- HOUVATQQKYAEBB-UHFFFAOYSA-N 5,7-difluoro-3,4-dihydro-1h-naphthalen-2-one Chemical compound C1CC(=O)CC2=CC(F)=CC(F)=C21 HOUVATQQKYAEBB-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
- 239000007788 liquid Substances 0.000 description 5
- 229910052749 magnesium Inorganic materials 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- PEYRRKMBGLNDCI-UHFFFAOYSA-N 5,6,7-trifluoro-3,4-dihydro-1h-naphthalen-2-one Chemical compound C1C(=O)CCC2=C1C=C(F)C(F)=C2F PEYRRKMBGLNDCI-UHFFFAOYSA-N 0.000 description 4
- SPEHHDRWHDRRRS-UHFFFAOYSA-N 5,7-difluoro-2-(4-propylphenyl)-1,4-dihydronaphthalene Chemical compound FC1=C2CC=C(CC2=CC(=C1)F)C1=CC=C(C=C1)CCC SPEHHDRWHDRRRS-UHFFFAOYSA-N 0.000 description 4
- IQMFXIUEVPFQFS-UHFFFAOYSA-N 5,7-difluoro-6-iodo-2-propyl-1,4-dihydronaphthalene Chemical compound IC1=C(F)C=C2CC(CCC)=CCC2=C1F IQMFXIUEVPFQFS-UHFFFAOYSA-N 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 229910052740 iodine Inorganic materials 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 125000004361 3,4,5-trifluorophenyl group Chemical group [H]C1=C(F)C(F)=C(F)C([H])=C1* 0.000 description 3
- YQOPVLORSVYAPA-UHFFFAOYSA-N 5,7-difluoro-2-pentyl-1,4-dihydronaphthalene Chemical compound C1=C(F)C=C2CC(CCCCC)=CCC2=C1F YQOPVLORSVYAPA-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- OQETZWIZGGLACO-UHFFFAOYSA-N CCCC1=CCC2=C(C(=C(C=C2C1)F)F)F Chemical compound CCCC1=CCC2=C(C(=C(C=C2C1)F)F)F OQETZWIZGGLACO-UHFFFAOYSA-N 0.000 description 3
- BHVLEIFZQXRPQT-WKILWMFISA-N CCC[C@H]1CC[C@H](CCC(CC2=CC(F)=C3)=CCC2=C3F)CC1 Chemical compound CCC[C@H]1CC[C@H](CCC(CC2=CC(F)=C3)=CCC2=C3F)CC1 BHVLEIFZQXRPQT-WKILWMFISA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 125000005647 linker group Chemical group 0.000 description 3
- 238000004519 manufacturing process Methods 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
- NUPWGLKBGVNSJX-UHFFFAOYSA-N 1-bromo-4-propylbenzene Chemical compound CCCC1=CC=C(Br)C=C1 NUPWGLKBGVNSJX-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 125000005451 3-fluoro-1,4-phenylene group Chemical group [H]C1=C([*:1])C([H])=C(F)C([*:2])=C1[H] 0.000 description 2
- JYIHOBZNTUJXGS-UHFFFAOYSA-N CCCC1=CC=C(C=C1)C2=CCC3=C(C(=C(C=C3C2)F)C#N)F Chemical compound CCCC1=CC=C(C=C1)C2=CCC3=C(C(=C(C=C3C2)F)C#N)F JYIHOBZNTUJXGS-UHFFFAOYSA-N 0.000 description 2
- NYTMTXSHLUBCFA-UHFFFAOYSA-N CCCC1=CC=C(C=C1)C2=CCC3=C(C(=C(C=C3C2)F)C4=CC(=C(C(=C4)F)F)F)F Chemical compound CCCC1=CC=C(C=C1)C2=CCC3=C(C(=C(C=C3C2)F)C4=CC(=C(C(=C4)F)F)F)F NYTMTXSHLUBCFA-UHFFFAOYSA-N 0.000 description 2
- PGYRQUGKZLNECF-UHFFFAOYSA-N CCCC1=CCC2=C(C(=C(C=C2C1)F)C#CC3=CC(=C(C(=C3)F)OC(F)(F)F)F)F Chemical compound CCCC1=CCC2=C(C(=C(C=C2C1)F)C#CC3=CC(=C(C(=C3)F)OC(F)(F)F)F)F PGYRQUGKZLNECF-UHFFFAOYSA-N 0.000 description 2
- IUWPWKXPLPCPTN-UHFFFAOYSA-N CCCCCC1=CC(=C(C(=C1)F)C2=CCC3=C(C(=C(C=C3C2)F)C4=CC(=C(C(=C4)F)OC(F)(F)F)F)F)F Chemical compound CCCCCC1=CC(=C(C(=C1)F)C2=CCC3=C(C(=C(C=C3C2)F)C4=CC(=C(C(=C4)F)OC(F)(F)F)F)F)F IUWPWKXPLPCPTN-UHFFFAOYSA-N 0.000 description 2
- NABGYSVMJRYYFO-UHFFFAOYSA-N CCCCCC1=CCC2=C(C(=C(C=C2C1)F)C3=CC(=C(C(=C3)F)F)F)F Chemical compound CCCCCC1=CCC2=C(C(=C(C=C2C1)F)C3=CC(=C(C(=C3)F)F)F)F NABGYSVMJRYYFO-UHFFFAOYSA-N 0.000 description 2
- WBTMKMZAWGVHDE-JCNLHEQBSA-N CCC[C@H](CC1)CC[C@@H]1C(C(F)=C(CC=C(CCC)C1)C1=C1)=C1F Chemical compound CCC[C@H](CC1)CC[C@@H]1C(C(F)=C(CC=C(CCC)C1)C1=C1)=C1F WBTMKMZAWGVHDE-JCNLHEQBSA-N 0.000 description 2
- BQLJWMAWSSPNAK-QAQDUYKDSA-N CCC[C@H]1CC[C@H](CCC(CC2=CC(F)=C3C(C=C4F)=CC(F)=C4F)=CCC2=C3F)CC1 Chemical compound CCC[C@H]1CC[C@H](CCC(CC2=CC(F)=C3C(C=C4F)=CC(F)=C4F)=CCC2=C3F)CC1 BQLJWMAWSSPNAK-QAQDUYKDSA-N 0.000 description 2
- 239000007818 Grignard reagent Substances 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
- AYOYHVUBVFVYCM-UHFFFAOYSA-N OC(=O)C1=C(F)C=C2CC(CCC)=CCC2=C1F Chemical compound OC(=O)C1=C(F)C=C2CC(CCC)=CCC2=C1F AYOYHVUBVFVYCM-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
- DGEOTWAJOPWWIY-UHFFFAOYSA-N [Li]C(C(F)=C(CC=C(CCC)C1)C1=C1)=C1F Chemical compound [Li]C(C(F)=C(CC=C(CCC)C1)C1=C1)=C1F DGEOTWAJOPWWIY-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 238000010531 catalytic reduction reaction Methods 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
- 230000002542 deteriorative effect Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000002296 dynamic light scattering Methods 0.000 description 2
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 2
- 150000004795 grignard reagents Chemical class 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 239000012280 lithium aluminium hydride Substances 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
- 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 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- 230000007704 transition Effects 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
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 description 1
- IBXNCJKFFQIKKY-UHFFFAOYSA-N 1-pentyne Chemical compound CCCC#C IBXNCJKFFQIKKY-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
- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 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
- NFOFCICOEOGHSN-UHFFFAOYSA-N 5,7-difluoro-2-(4-propylphenyl)-3,4-dihydro-1h-naphthalen-2-ol Chemical compound C1=CC(CCC)=CC=C1C1(O)CC2=CC(F)=CC(F)=C2CC1 NFOFCICOEOGHSN-UHFFFAOYSA-N 0.000 description 1
- IWYYIWVTIHZHAZ-UHFFFAOYSA-N 5,7-difluoro-2-pent-1-ynyl-3,4-dihydro-1h-naphthalen-2-ol Chemical compound C1=C(F)C=C2CC(C#CCCC)(O)CCC2=C1F IWYYIWVTIHZHAZ-UHFFFAOYSA-N 0.000 description 1
- XRUNOOWAASOIKK-UHFFFAOYSA-N 5,7-difluoro-2-prop-2-enyl-3,4-dihydro-1h-naphthalen-2-ol Chemical compound C1=C(F)C=C2CC(O)(CC=C)CCC2=C1F XRUNOOWAASOIKK-UHFFFAOYSA-N 0.000 description 1
- NWEYLFKXORNYIJ-UHFFFAOYSA-N 5,7-difluoro-2-propyl-6-(3,4,5-trifluorophenyl)-1,2,3,4-tetrahydronaphthalene Chemical compound FC=1C=C2CC(CCC)CCC2=C(F)C=1C1=CC(F)=C(F)C(F)=C1 NWEYLFKXORNYIJ-UHFFFAOYSA-N 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
- MJHCFCMKUYCAFZ-UHFFFAOYSA-N 6,8-difluoro-3-propyl-1,2-dihydronaphthalene Chemical compound FC1=CC(F)=C2CCC(CCC)=CC2=C1 MJHCFCMKUYCAFZ-UHFFFAOYSA-N 0.000 description 1
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- 239000002253 acid Substances 0.000 description 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 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
- 238000010511 deprotection reaction Methods 0.000 description 1
- 239000012769 display material Substances 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 230000005669 field effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002367 halogens Chemical class 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
- 239000010410 layer Substances 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
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000003328 mesylation reaction Methods 0.000 description 1
- 229910052987 metal hydride Inorganic materials 0.000 description 1
- 150000004681 metal hydrides Chemical class 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
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 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
- 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
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000005651 substituted 1,4-phenylene group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 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
- 150000003752 zinc compounds Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Description
【０００１】
【従来の技術】
液晶表示素子は、時計、電卓をはじめとして、各種測定機器、携帯電話、自動車用パネル、ワープロ、電子手帳、プリンター、コンピューター、テレビ等に用いられるようになっている。液晶表示方式としては、その代表的なものにTN(捩れネマチック)型、STN(超捩れネマチック)型、DS(動的光散乱)型、GH(ゲスト・ホスト)型あるいは高速応答が可能なFLC(強誘電性液晶)等を挙げることができる。また駆動方式としても従来のスタティック駆動からマルチプレックス駆動が一般的になり、最近ではAM-LCD(アクティブマトリックス)方式が実用化されている。
【０００２】
近年携帯を目的としたノート型コンピューターの需要が高まり、屋外での使用を可能とする広い使用温度範囲や長時間のバッテリー駆動を可能とする低消費電力の要請が強まり、電力需要の逼迫及び省資源化の要求から屋内で用いられる機器ですら消費電力の削減が強く望まれている。低消費電力には低電圧で駆動できる閾値電圧の低い液晶組成物が求められている。しきい値電圧を低くするためには、誘電率異方性(Δε)を大きくする材料が必要であるが、誘電率異方性が大きい材料は一般に粘性が増大しレスポンスが悪化し易いという問題があった。
【０００３】
このため、TN、STN、AM-LCD等の液晶表示素子用液晶組成物には、
(1) 屋外でも使用できる広い液晶相温度範囲
(2) 低い閾値電圧
(3) 早いレスポンス
(4) 他の液晶材料との相溶性
が求められていおり、液晶組成物を構成する液晶材料の開発によりこれらを改善することが求められている。
【０００４】
液晶化合物は通常コアと呼ばれる中心骨格部分と両側の末端部分から構成されている。通常、液晶化合物のコア部分を構成する環構造としては1,4-フェニレン基(1〜2個のハロゲン原子、シアノ基、メチル基等により置換されていることもある)及びトランス-1,4-シクロヘキシレン基がその大部分を占める。しかしながら1,4-フェニレン基とトランス-1,4-シクロヘキシレン基のみによって構成された液晶性化合物にはその種類や特性にも限界があり、それらだけでは前記要求に応えきれなくなっているのが実情である。1,4-フェニレン基とトランス-1,4-シクロヘキシレン基以外の環構造として、ナフタレン-2,6-ジイル基、テトラヒドロナフタレン-2,6-ジイル基等の縮合環系、さらにこれらのコア部へのフッ素原子を導入した化合物も検討されている。特開2001-19648あるいはドイツ公開特許公報19652247号にはテトラヒドロナフタレン-2,6-ジイル基を有する液晶化合物が開示されている。これらに記載されている液晶化合物を表示素子に用いた場合、閾値電圧の低減には比較的効果的であり、レスポンスも現在求められている動画表示には対応可能である。しかしながら、今後求められる、より大型で精細な液晶ディスプレイへにはより早いレスポンス及び低い閾値電圧が同時に求められており、次世代液晶テレビ等に対応するための優れた液晶材料及びこれを用い液晶組成物が強く求められていた。
【０００５】
【発明が解決しようとする課題】
本発明が解決しようとする課題は、液晶相温度範囲及び他の液晶材料との相溶性を従来より改善するかあるいは悪化させることなく、レスポンス及び閾値電圧を効果的に低減することの可能な液晶化合物を提供することにある。また、それを用いて実用的な液晶組成物及び液晶表示素子を提供することにある。
【０００６】
【課題を解決するための手段】
本発明は、上記課題を解決するためにジヒドロナフタレン環を有する新規液晶性化合物を見いだした。
【０００７】
すなわち本発明は、一般式(1)
【化２】
(式中、Rは炭素原子数1〜20のアルキル基、炭素原子数1〜20のアルコキシル基、炭素原子数2〜20のアルケニル基又は炭素原子数2〜20のアルケニルオキシ基を表しこれらは炭素原子数1〜7のアルコキシル基又は1〜7個のハロゲン原子によって置換されていてもよく、m、n、q、tはそれぞれ独立に0又は1を表し、A、B、C及びDはそれぞれ独立にトランス-1,4-シクロへキシレン基、トランス,トランス-ビシクロヘキサン-4,4'-ジイル基、ビシクロ[2.2.2]オクタン-1,4-ジイル基、又は1個以上のハロゲン原子により置換されていてもよい、1,4-フェニレン基、ピリジン-2,5-ジイル基、ピリミジン-2,5-ジイル基、ピラジン-2,5-ジイル基、ピリダジン-3,6-ジイル基、トランス-1,3-ジオキサン-2,5-ジイル基、トランスデカヒドロナフタレン-2,6-ジイル基、テトラヒドロナフタレン-2,6-ジイル基、ナフタレン-2,6-ジイル基を表し、L、M、Q、Tはそれぞれ独立に-CH2CH2-、-CH2CH2CH2CH2-、-CH=CH-、-CH=CHCH2CH2-、-CH2CH2CH=CH-、-CH(CH3)CH2-、-CH2CH(CH3)-、-CF=CF-、-CH2O-、-OCH2-、-CF2O-、-OCF2-、-COO-、-OCO-、-C≡C-又は単結合を表し、X1及びX2は塩素原子又はフッ素原子を表し、Zは、水素原子、ハロゲン原子、シアノ基、シアナト基、-SCN、又は、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜20のアルキル基、アルコキシル基、アルケニル基、アルケニルオキシ基を表す。)で表されるジヒドロナフタレン誘導体を提供し、またそれを用いて実用的な液晶組成物及び液晶表示素子を提供する。
【０００９】
【発明の実施の形態】
以下に本発明について詳細に説明する。
X1及びX2は、少なくともひとつがフッ素原子を表すことが好ましく、X1がフッ素原子を表すことがより好ましく、X1及びX2がフッ素原子を表すことが更に好ましい。
【００１０】
m、n、q及びtは、m = 1なおかつn = q = t = 0、m = n = q = 0なおかつt = 1、m = n = 1なおかつq = t = 0、m = t = 1なおかつn = q = 0、m = n = 0なおかつq = t = 1、m = n = t = 1なおかつq = 0又はm = q = t = 1なおかつn = 0が好ましい。
【００１１】
A、B、C及びDは、それぞれ独立にトランス-1,4-シクロへキシレン基、トランス,トランス-ビシクロヘキサン-4,4'-ジイル基、又は1個以上のハロゲン原子により置換されていてもよい、1,4-フェニレン基、ピリジン-2,5-ジイル基、ピリミジン-2,5-ジイル基、ピラジン-2,5-ジイル基、ピリダジン-3,6-ジイル基、トランス-1,3-ジオキサン-2,5-ジイル基、トランスデカヒドロナフタレン-2,6-ジイル基、テトラヒドロナフタレン-2,6-ジイル基又はナフタレン-2,6-ジイル基を表すことが好ましいが、トランス-1,4-シクロへキシレン基、トランス,トランス-ビシクロヘキサン-4,4'-ジイル基又は1個以上のハロゲン原子により置換されていてもよい1,4-フェニレン基を表すことがより好ましく、トランス-1,4-シクロへキシレン基、1,4-フェニレン基、3-フルオロ-1,4-フェニレン基、3,5-ジフルオロ-1,4-フェニレン基が更に好ましい。特にDとしては1,4-フェニレン基、3-フルオロ-1,4-フェニレン基又は3,5-ジフルオロ-1,4-フェニレン基を表すことが好ましい。
【００１２】
Rは、炭素原子数1〜20のアルキル基、炭素原子数1〜20のアルコキシル基、炭素原子数2〜20のアルケニル基又は炭素原子数2〜20のアルケニルオキシ基を表すことが好ましく、炭素原子数1〜12の直鎖アルキル基、炭素原子数1〜12の直鎖アルコキシル基、炭素原子数2〜12の直鎖アルケニル基又は炭素原子数2〜12の直鎖アルケニルオキシ基を表すことが更に好ましく、炭素原子数1〜7の直鎖アルキル基又は炭素原子数2〜7の直鎖アルケニル基を表すことが特に好ましい。また、m = n = 0の場合、Rはアルキル基又はアルケニル基を表すことが好ましく、直鎖アルキル基又は直鎖アルケニル基を表すことが更に好ましく、炭素原子数1〜7の直鎖アルキル基又は直鎖アルケニル基を表すことが特に好ましい。
【００１３】
L、M、Q及びTは、それぞれ独立に-CH2CH2-、-CH=CH-、-CH(CH3)CH2-、-CH2CH(CH3)-、-CF=CF-、-CH2O-、-OCH2-、-CF2O-、-OCF2-、-COO-、-OCO-、-C≡C-又は単結合を表すことが好ましく、-CH2CH2-、-CF=CF-、-CH2O-、-OCH2-、-CF2O-、-OCF2-、-COO-、-OCO-、-C≡C-又は単結合を表すことが更に好ましく、-CH2CH2-、-CF=CF-、-CF2O-、-OCF2-、-C≡C-又は単結合を表すことが特に好ましい。また、m = 1かつn = 0の場合、Lは-COO-、-CF2O-、-CH2O-以外を表すことが好ましい。また、m = 0かつn = 1の場合、Mは-COO-、-CF2O-、-CH2O-以外を表すことが好ましい。
【００１４】
Zは、水素原子、フッ素原子、塩素原子、シアノ基、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜9のアルキル基、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜9のアルコキシル基、1個以上のフッ素原子によって置換されていてもよい炭素原子数2〜9のアルケニル基又は1個以上のフッ素原子によって置換されていてもよい炭素原子数2〜9のアルケニルオキシ基を表すことが好ましく、フッ素原子、シアノ基、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜5のアルキル基、1個以上のフッ素原子によって置換されていてもよい炭素原子数1〜5のアルコキシル基、1個以上のフッ素原子によって置換されていてもよい炭素原子数2〜5のアルケニル基又は1個以上のフッ素原子によって置換されていてもよい炭素原子数2〜5のアルケニルオキシ基を表すことがより好ましく、フッ素原子、シアノ基、フルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメトキシ基、フルオロメチル基、ジフルオロメチル基又はトリフルオロメチル基を表すことが更に好ましく、フッ素原子、シアノ基、フルオロメトキシ基、ジフルオロメトキシ基又はトリフルオロメトキシ基を表すことが特に好ましい。また、q = t = 0である場合Zは水素原子以外を表すことが好ましい。
【００１５】
以下、具体的に化合物を例示する。尚、以下例示の化合物記載に下記の略号を使用する。
nは直鎖アルキル基の炭素数を表す。アルケニル基において、mは環から数えて何番目に二重結合が付いているかを表し、nは二重結合の先の炭素数を表す。
n (数字) ：CnH2n+1
nO ：CnH2n+1O
-ndm ：-(CnH2n+1-CH=CH-(CH2)m-1)
ndm- ：CnH2n+1-CH=CH-(CH2)m-1-
-Od(m)n ：-O(CnH2n+1-CH=CH-(CH2)m-2)
d(m)nO- ：CnH2n+1-CH=CH-(CH2)m-2O-
また、以下の略号を使用する。
-VO- : -COO-
-OV- : -OCO-
-T- : -C≡C-
-2- : -CH2CH2-
-3- : -CH2CH2CH2-
-3a- : -CH(CH3)CH2-
-3b- : -CH2CH(CH3)-
-4- : -CH2CH2CH2CH2-
-1O- : -CH2-O-
-O1- : -O-CH2-
-G- : -CF=CF-
-D- : -CH=CH-
-2D- : -CH2CH2CH=CH-
-D2- : -CH=CHCH2CH2-
-J- : -CF2O-
-K- : -OCF2-
-H : 水素原子
-CN : シアノ基
-F : フッ素原子
-Cl : 塩素原子
-OCF3 : トリフルオロメトキシ基
-OCHF2 : ジフルオロメトキシ基
【００１６】
【化３】
【化４】
【化５】
【００１８】
R-Xa-Ph-Z、R-Xa-VO-Ph-Z、R-Xa-Cy-Z、R-Xa-VO-Cy-Z、R-Xa-T-Ph-Z、R-Xa-G-Ph-Z、R-Xa-J-Ph-Z、R-Xa-K-Ph-Z、R-Xa-Ph1-Z、R-Xa-Ph3-Z、R-Xb-Ph-Z、R-Xb-G-Ph-Z、R-Xb-J-Ph-Z、R-By-Xa-Z
【００１９】
R-Cy-Xa-Z、R-Cy-Xc-Z、R-Cy-Xa-Z、R-Cy-Xb-Z、R-Cy-Xd-Z、R-Cy-Xa-Z、R-Cy-2-Xa-Z、R-Cy-VO-Xa-Z、R-Cy-G-Xa-Z、R-Cy-J-Xa-Z、R-Cy-K-Xa-Z、R-Ph-Xa-Z、R-Ph1-Xa-Z、R-Ph3-Xa-Z、R-Cy-Xa-Ph-Z、R-Cy-Xa-Ph1-Z、R-Cy-Xa-Ph3-Z、R-Cy-Xa-VO-Ph-Z、R-Cy-Xa-VO-Ph1-Z、R-Cy-Xa-VO-Ph3-Z、R-Cy-Xa-T-Ph-Z、R-Cy-Xa-T-Ph1-Z、R-Cy-Xa-T-Ph3-Z、R-Cy-Xa-G-Ph-Z、R-Cy-Xa-G-Ph1-Z、R-Cy-Xa-G-Ph3-Z、R-Cy-Xa-J-Ph-Z、R-Cy-Xa-J-Ph1-Z、R-Cy-Xa-J-Ph3-Z、R-Cy-VO-Xa-Ph-Z、R-Cy-VO-Xa-Ph1-Z、R-Cy-VO-Xa-Ph3-Z、R-Cy-VO-Xa-VO-Ph-Z、R-Cy-VO-Xa-VO-Ph1-Z、R-Cy-VO-Xa-VO-Ph3-Z、R-Cy-VO-Xa-T-Ph-Z、R-Cy-VO-Xa-T-Ph1-Z、R-Cy-VO-Xa-T-Ph3-Z、R-Cy-VO-Xa-G-Ph-Z、R-Cy-VO-Xa-G-Ph1-Z、R-Cy-VO-Xa-G-Ph3-Z、R-Cy-VO-Xa-J-Ph-Z、R-Cy-VO-Xa-J-Ph1-Z、R-Cy-VO-Xa-J-Ph3-Z、R-Cy-2-Xa-Ph-Z、R-Cy-2-Xa-Ph1-Z、R-Cy-2-Xa-Ph3-Z、R-Cy-2-Xa-VO-Ph-Z、R-Cy-2-Xa-VO-Ph1-Z、R-Cy-2-Xa-VO-Ph3-Z、R-Cy-2-Xa-T-Ph-Z、R-Cy-2-Xa-T-Ph1-Z、R-Cy-2-Xa-T-Ph3-Z、R-Cy-2-Xa-G-Ph-Z、R-Cy-2-Xa-G-Ph1-Z、R-Cy-2-Xa-G-Ph3-Z、R-Cy-2-Xa-J-Ph-Z、R-Cy-2-Xa-J-Ph1-Z、R-Cy-2-Xa-J-Ph3-Z、R-Cy-G-Xa-Ph-Z、R-Cy-G-Xa-Ph1-Z、R-Cy-G-Xa-Ph3-Z、R-Cy-G-Xa-VO-Ph-Z、R-Cy-G-Xa-VO-Ph1-Z、R-Cy-G-Xa-VO-Ph3-Z、R-Cy-G-Xa-T-Ph-Z、R-Cy-G-Xa-T-Ph1-Z、R-Cy-G-Xa-T-Ph3-Z、R-Cy-G-Xa-G-Ph-Z、R-Cy-G-Xa-G-Ph1-Z、R-Cy-G-Xa-G-Ph3-Z、R-Cy-G-Xa-J-Ph-Z、R-Cy-G-Xa-J-Ph1-Z、R-Cy-G-Xa-J-Ph3-Z、R-Cy-J-Xa-Ph-Z、R-Cy-J-Xa-Ph1-Z、R-Cy-J-Xa-Ph3-Z、R-Cy-J-Xa-VO-Ph-Z、R-Cy-J-Xa-VO-Ph1-Z、R-Cy-J-Xa-VO-Ph3-Z、R-Cy-J-Xa-T-Ph-Z、R-Cy-J-Xa-T-Ph1-Z、R-Cy-J-Xa-T-Ph3-Z、R-Cy-J-Xa-G-Ph-Z、R-Cy-J-Xa-G-Ph1-Z、R-Cy-J-Xa-G-Ph3-Z、R-Cy-J-Xa-J-Ph-Z、R-Cy-J-Xa-J-Ph1-Z、R-Cy-J-Xa-J-Ph3-Z、R-Cy-Xb-Ph-Z、R-Cy-Xb-Ph1-Z、R-Cy-Xb-Ph3-Z、R-Cy-Xb-VO-Ph-Z、R-Cy-Xb-VO-Ph1-Z、R-Cy-Xb-T-Ph-Z、R-Cy-Xb-T-Ph-Z、R-Cy-Xb-T-Ph1-Z、R-Cy-Xb-G-Ph-Z、R-Cy-Xb-G-Ph1-Z、R-Cy-Xb-G-Ph3-Z、R-Cy-Xb-J-Ph-Z、R-Cy-Xb-J-Ph1-Z、R-Cy-VO-Xb-Ph-Z、R-Cy-VO-Xb-Ph1-Z、R-Cy-VO-Xb-Ph3-Z、R-Cy-VO-Xb-VO-Ph-Z、R-Cy-VO-Xb-VO-Ph1-Z、R-Cy-VO-Xb-VO-Ph3-Z、R-Cy-VO-Xb-T-Ph-Z、R-Cy-VO-Xb-T-Ph1-Z、R-Cy-VO-Xb-T-Ph3-Z、R-Cy-VO-Xb-G-Ph-Z、R-Cy-VO-Xb-G-Ph1-Z、R-Cy-VO-Xb-G-Ph3-Z、R-Cy-VO-Xb-J-Ph-Z、R-Cy-VO-Xb-J-Ph1-Z、R-Cy-VO-Xb-J-Ph3-Z、R-Cy-2-Xb-Ph-Z、R-Cy-2-Xb-Ph1-Z、R-Cy-2-Xb-Ph3-Z、R-Cy-2-Xb-VO-Ph-Z、R-Cy-2-Xb-VO-Ph1-Z、R-Cy-2-Xb-VO-Ph3-Z、R-Cy-2-Xb-T-Ph-Z、R-Cy-2-Xb-T-Ph1-Z、R-Cy-2-Xb-T-Ph3-Z、R-Cy-2-Xb-G-Ph-Z、R-Cy-2-Xb-G-Ph1-Z、R-Cy-2-Xb-G-Ph3-Z、R-Cy-2-Xb-J-Ph-Z、R-Cy-2-Xb-J-Ph1-Z、R-Cy-2-Xb-J-Ph3-Z、R-Cy-G-Xb-Ph-Z、R-Cy-G-Xb-Ph1-Z、R-Cy-G-Xb-Ph3-Z、R-Cy-G-Xb-VO-Ph-Z、R-Cy-G-Xb-VO-Ph1-Z、R-Cy-G-Xb-VO-Ph3-Z、R-Cy-G-Xb-T-Ph-Z、R-Cy-G-Xb-T-Ph1-Z、R-Cy-G-Xb-T-Ph3-Z、R-Cy-G-Xb-G-Ph-Z、R-Cy-G-Xb-G-Ph1-Z、R-Cy-G-Xb-G-Ph3-Z、R-Cy-G-Xb-J-Ph-Z、R-Cy-G-Xb-J-Ph1-Z、R-Cy-G-Xb-J-Ph3-Z、R-Cy-J-Xb-Ph-Z、R-Cy-J-Xb-Ph1-Z、R-Cy-J-Xb-Ph3-Z、R-Cy-J-Xb-VO-Ph-Z、R-Cy-J-Xb-VO-Ph1-Z、R-Cy-J-Xb-VO-Ph3-Z、R-Cy-J-Xb-T-Ph-Z、R-Cy-J-Xb-T-Ph1-Z、R-Cy-J-Xb-T-Ph3-Z、R-Cy-J-Xb-G-Ph-Z、R-Cy-J-Xb-G-Ph1-Z、R-Cy-J-Xb-G-Ph3-Z、R-Cy-J-Xb-J-Ph-Z、R-Cy-J-Xb-J-Ph1-Z、R-Cy-J-Xb-J-Ph3-Z
【００２０】
R-Ph-Xa-Ph-Z、R-Ph-Xa-Ph1-Z、R-Ph-Xa-Ph3-Z、R-Ph-Xa-VO-Ph-Z、R-Ph-Xa-VO-Ph1-Z、R-Ph-Xa-VO-Ph3-Z、R-Ph-Xa-T-Ph-Z、R-Ph-Xa-T-Ph1-Z、R-Ph-Xa-T-Ph3-Z、R-Ph-Xa-G-Ph-Z、R-Ph-Xa-G-Ph1-Z、R-Ph-Xa-G-Ph3-Z、R-Ph-Xa-J-Ph-Z、R-Ph-Xa-J-Ph1-Z、R-Ph-Xa-J-Ph3-Z、R-Ph-VO-Xa-Ph-Z、R-Ph-VO-Xa-Ph1-Z、R-Ph-VO-Xa-Ph3-Z、R-Ph-VO-Xa-VO-Ph-Z、R-Ph-VO-Xa-VO-Ph1-Z、R-Ph-VO-Xa-VO-Ph3-Z、R-Ph-VO-Xa-T-Ph-Z、R-Ph-VO-Xa-T-Ph1-Z、R-Ph-VO-Xa-T-Ph3-Z、R-Ph-VO-Xa-G-Ph-Z、R-Ph-VO-Xa-G-Ph1-Z、R-Ph-VO-Xa-G-Ph3-Z、R-Ph-VO-Xa-J-Ph-Z、R-Ph-VO-Xa-J-Ph1-Z、R-Ph-VO-Xa-J-Ph3-Z、R-Ph-2-Xa-Ph-Z、R-Ph-2-Xa-Ph1-Z、R-Ph-2-Xa-Ph3-Z、R-Ph-2-Xa-VO-Ph-Z、R-Ph-2-Xa-VO-Ph1-Z、R-Ph-2-Xa-VO-Ph3-Z、R-Ph-2-Xa-T-Ph-Z、R-Ph-2-Xa-T-Ph1-Z、R-Ph-2-Xa-T-Ph3-Z、R-Ph-2-Xa-G-Ph-Z、R-Ph-2-Xa-G-Ph1-Z、R-Ph-2-Xa-G-Ph3-Z、
【００２１】
R-Ph-2-Xa-J-Ph-Z、R-Ph-2-Xa-J-Ph1-Z、R-Ph-2-Xa-J-Ph3-Z、R-Ph-G-Xa-Ph-Z、R-Ph-G-Xa-Ph1-Z、R-Ph-G-Xa-Ph3-Z、R-Ph-G-Xa-VO-Ph-Z、R-Ph-G-Xa-VO-Ph1-Z、R-Ph-G-Xa-VO-Ph3-Z、R-Ph-G-Xa-T-Ph-Z、R-Ph-G-Xa-T-Ph1-Z、R-Ph-G-Xa-T-Ph3-Z、R-Ph-G-Xa-G-Ph-Z、R-Ph-G-Xa-G-Ph1-Z、R-Ph-G-Xa-G-Ph3-Z、R-Ph-G-Xa-J-Ph-Z、R-Ph-G-Xa-J-Ph1-Z、R-Ph-G-Xa-J-Ph3-Z、R-Ph-J-Xa-Ph-Z、R-Ph-J-Xa-Ph1-Z、R-Ph-J-Xa-Ph3-Z、R-Ph-J-Xa-VO-Ph-Z、R-Ph-J-Xa-VO-Ph1-Z、R-Ph-J-Xa-VO-Ph3-Z、R-Ph-J-Xa-T-Ph-Z、R-Ph-J-Xa-T-Ph1-Z、R-Ph-J-Xa-T-Ph3-Z、R-Ph-J-Xa-G-Ph-Z、R-Ph-J-Xa-G-Ph1-Z、R-Ph-J-Xa-G-Ph3-Z、R-Ph-J-Xa-J-Ph-Z、R-Ph-J-Xa-J-Ph1-Z、R-Ph-J-Xa-J-Ph3-Z、R-Ph-Xb-Ph-Z、R-Ph-Xb-Ph1-Z、R-Ph-Xb-Ph3-Z、R-Ph-Xb-VO-Ph-Z、R-Ph-Xb-VO-Ph1-Z、R-Ph-Xb-VO-Ph3-Z、R-Ph-Xb-T-Ph-Z、R-Ph-Xb-T-Ph1-Z、R-Ph-Xb-T-Ph3-Z、R-Ph-Xb-G-Ph-Z、R-Ph-Xb-G-Ph1-Z、R-Ph-Xb-G-Ph3-Z、R-Ph-Xb-J-Ph-Z、R-Ph-Xb-J-Ph1-Z、R-Ph-Xb-J-Ph3-Z、R-Ph-VO-Xb-Ph-Z、R-Ph-VO-Xb-Ph1-Z、R-Ph-VO-Xb-Ph3-Z、R-Ph-VO-Xb-VO-Ph-Z、R-Ph-VO-Xb-VO-Ph1-Z、R-Ph-VO-Xb-VO-Ph3-Z、R-Ph-VO-Xb-T-Ph-Z、R-Ph-VO-Xb-T-Ph1-Z、R-Ph-VO-Xb-T-Ph3-Z、R-Ph-VO-Xb-G-Ph-Z、R-Ph-VO-Xb-G-Ph1-Z、R-Ph-VO-Xb-G-Ph3-Z、R-Ph-VO-Xb-J-Ph-Z、R-Ph-VO-Xb-J-Ph1-Z、R-Ph-VO-Xb-J-Ph3-Z、R-Ph-2-Xb-Ph-Z、R-Ph-2-Xb-Ph1-Z、R-Ph-2-Xb-Ph3-Z、R-Ph-2-Xb-VO-Ph-Z、R-Ph-2-Xb-VO-Ph1-Z、R-Ph-2-Xb-VO-Ph3-Z、R-Ph-2-Xb-T-Ph-Z、R-Ph-2-Xb-T-Ph1-Z、R-Ph-2-Xb-T-Ph3-Z、R-Ph-2-Xb-G-Ph-Z、R-Ph-2-Xb-G-Ph1-Z、R-Ph-2-Xb-G-Ph3-Z、R-Ph-2-Xb-J-Ph-Z、R-Ph-2-Xb-J-Ph1-Z、R-Ph-2-Xb-J-Ph3-Z、R-Ph-G-Xb-Ph-Z、R-Ph-G-Xb-Ph1-Z、R-Ph-G-Xb-Ph3-Z、R-Ph-G-Xb-VO-Ph-Z、R-Ph-G-Xb-VO-Ph1-Z、R-Ph-G-Xb-VO-Ph3-Z、R-Ph-G-Xb-T-Ph-Z、R-Ph-G-Xb-T-Ph1-Z、R-Ph-G-Xb-T-Ph3-Z、R-Ph-G-Xb-G-Ph-Z、R-Ph-G-Xb-G-Ph1-Z、R-Ph-G-Xb-G-Ph3-Z、R-Ph-G-Xb-J-Ph-Z、R-Ph-G-Xb-J-Ph1-Z、R-Ph-G-Xb-J-Ph3-Z、R-Ph-J-Xb-Ph-Z、R-Ph-J-Xb-Ph1-Z、R-Ph-J-Xb-Ph3-Z、R-Ph-J-Xb-VO-Ph-Z、R-Ph-J-Xb-VO-Ph1-Z、R-Ph-J-Xb-VO-Ph3-Z、R-Ph-J-Xb-T-Ph-Z、R-Ph-J-Xb-T-Ph1-Z、R-Ph-J-Xb-T-Ph3-Z、R-Ph-J-Xb-G-Ph-Z、R-Ph-J-Xb-G-Ph1-Z、R-Ph-J-Xb-G-Ph3-Z、R-Ph-J-Xb-J-Ph-Z、R-Ph-J-Xb-J-Ph1-Z、R-Ph-J-Xb-J-Ph3-Z
【００２２】
R-Ph1-Xa-Ph-Z、R-Ph1-Xa-Ph1-Z、R-Ph1-Xa-Ph3-Z、R-Ph1-Xa-VO-Ph-Z、R-Ph1-Xa-VO-Ph1-Z、R-Ph1-Xa-VO-Ph3-Z、R-Ph1-Xa-T-Ph-Z、R-Ph1-Xa-T-Ph1-Z、R-Ph1-Xa-T-Ph3-Z、R-Ph1-Xa-G-Ph-Z、R-Ph1-Xa-G-Ph1-Z、R-Ph1-Xa-G-Ph3-Z、R-Ph1-Xa-J-Ph-Z、R-Ph1-Xa-J-Ph1-Z、R-Ph1-Xa-J-Ph3-Z、R-Ph1-VO-Xa-Ph-Z、R-Ph1-VO-Xa-Ph1-Z、R-Ph1-VO-Xa-Ph3-Z、R-Ph1-VO-Xa-VO-Ph-Z、R-Ph1-VO-Xa-VO-Ph1-Z、R-Ph1-VO-Xa-VO-Ph3-Z、R-Ph1-VO-Xa-T-Ph-Z、R-Ph1-VO-Xa-T-Ph1-Z、R-Ph1-VO-Xa-T-Ph3-Z、R-Ph1-VO-Xa-G-Ph-Z、R-Ph1-VO-Xa-G-Ph1-Z、R-Ph1-VO-Xa-G-Ph3-Z、R-Ph1-VO-Xa-J-Ph-Z、R-Ph1-VO-Xa-J-Ph1-Z、R-Ph1-VO-Xa-J-Ph3-Z、R-Ph1-2-Xa-Ph-Z、R-Ph1-2-Xa-Ph1-Z、R-Ph1-2-Xa-Ph3-Z、R-Ph1-2-Xa-VO-Ph-Z、R-Ph1-2-Xa-VO-Ph1-Z、R-Ph1-2-Xa-VO-Ph3-Z、R-Ph1-2-Xa-T-Ph-Z、R-Ph1-2-Xa-T-Ph1-Z、R-Ph1-2-Xa-T-Ph3-Z、R-Ph1-2-Xa-G-Ph-Z、R-Ph1-2-Xa-G-Ph1-Z、R-Ph1-2-Xa-G-Ph3-Z、R-Ph1-2-Xa-J-Ph-Z、R-Ph1-2-Xa-J-Ph1-Z、R-Ph1-2-Xa-J-Ph3-Z、R-Ph1-G-Xa-Ph-Z、R-Ph1-G-Xa-Ph1-Z、R-Ph1-G-Xa-Ph3-Z、R-Ph1-G-Xa-VO-Ph-Z、R-Ph1-G-Xa-VO-Ph1-Z、R-Ph1-G-Xa-VO-Ph3-Z、R-Ph1-G-Xa-T-Ph-Z、R-Ph1-G-Xa-T-Ph1-Z、R-Ph1-G-Xa-T-Ph3-Z、R-Ph1-G-Xa-G-Ph-Z、R-Ph1-G-Xa-G-Ph1-Z、R-Ph1-G-Xa-G-Ph3-Z、R-Ph1-G-Xa-J-Ph-Z、R-Ph1-G-Xa-J-Ph1-Z、R-Ph1-G-Xa-J-Ph3-Z、R-Ph1-J-Xa-Ph-Z、R-Ph1-J-Xa-Ph1-Z、R-Ph1-J-Xa-Ph3-Z、R-Ph1-J-Xa-VO-Ph-Z、R-Ph1-J-Xa-VO-Ph1-Z、R-Ph1-J-Xa-VO-Ph3-Z、R-Ph1-J-Xa-T-Ph-Z、R-Ph1-J-Xa-T-Ph1-Z、R-Ph1-J-Xa-T-Ph3-Z、R-Ph1-J-Xa-G-Ph-Z、R-Ph1-J-Xa-G-Ph1-Z、R-Ph1-J-Xa-G-Ph3-Z、R-Ph1-J-Xa-J-Ph-Z、R-Ph1-J-Xa-J-Ph1-Z、R-Ph1-J-Xa-J-Ph3-Z、R-Ph1-Xb-Ph-Z、R-Ph1-Xb-Ph1-Z、R-Ph1-Xb-Ph3-Z、R-Ph1-Xb-VO-Ph-Z、R-Ph1-Xb-VO-Ph1-Z、R-Ph1-Xb-VO-Ph3-Z、R-Ph1-Xb-T-Ph-Z、R-Ph1-Xb-T-Ph1-Z、R-Ph1-Xb-T-Ph3-Z、R-Ph1-Xb-G-Ph-Z、R-Ph1-Xb-G-Ph1-Z、R-Ph1-Xb-G-Ph3-Z、R-Ph1-Xb-J-Ph-Z、R-Ph1-Xb-J-Ph1-Z、R-Ph1-Xb-J-Ph3-Z、R-Ph1-VO-Xb-Ph-Z、R-Ph1-VO-Xb-Ph1-Z、R-Ph1-VO-Xb-Ph3-Z、R-Ph1-VO-Xb-VO-Ph-Z、R-Ph1-VO-Xb-VO-Ph1-Z、R-Ph1-VO-Xb-VO-Ph3-Z、R-Ph1-VO-Xb-T-Ph-Z、R-Ph1-VO-Xb-T-Ph1-Z、R-Ph1-VO-Xb-T-Ph3-Z、R-Ph1-VO-Xb-G-Ph-Z、R-Ph1-VO-Xb-G-Ph1-Z、R-Ph1-VO-Xb-G-Ph3-Z、R-Ph1-VO-Xb-J-Ph-Z、R-Ph1-VO-Xb-J-Ph1-Z、R-Ph1-VO-Xb-J-Ph3-Z、R-Ph1-2-Xb-Ph-Z、R-Ph1-2-Xb-Ph1-Z、R-Ph1-2-Xb-Ph3-Z、R-Ph1-2-Xb-VO-Ph-Z、R-Ph1-2-Xb-VO-Ph1-Z、R-Ph1-2-Xb-VO-Ph3-Z、R-Ph1-2-Xb-T-Ph-Z、R-Ph1-2-Xb-T-Ph1-Z、R-Ph1-2-Xb-T-Ph3-Z、R-Ph1-2-Xb-G-Ph-Z、R-Ph1-2-Xb-G-Ph1-Z、R-Ph1-2-Xb-G-Ph3-Z、R-Ph1-2-Xb-J-Ph-Z、R-Ph1-2-Xb-J-Ph1-Z、R-Ph1-2-Xb-J-Ph3-Z、R-Ph1-G-Xb-Ph-Z、R-Ph1-G-Xb-Ph1-Z、R-Ph1-G-Xb-Ph3-Z、R-Ph1-G-Xb-VO-Ph-Z、R-Ph1-G-Xb-VO-Ph1-Z、R-Ph1-G-Xb-VO-Ph3-Z、R-Ph1-G-Xb-T-Ph-Z、R-Ph1-G-Xb-T-Ph1-Z、R-Ph1-G-Xb-T-Ph3-Z、R-Ph1-G-Xb-G-Ph-Z、R-Ph1-G-Xb-G-Ph1-Z、R-Ph1-G-Xb-G-Ph3-Z、R-Ph1-G-Xb-J-Ph-Z、R-Ph1-G-Xb-J-Ph1-Z、R-Ph1-G-Xb-J-Ph3-Z、R-Ph1-J-Xb-Ph-Z、R-Ph1-J-Xb-Ph1-Z、R-Ph1-J-Xb-Ph3-Z、R-Ph1-J-Xb-VO-Ph-Z、R-Ph1-J-Xb-VO-Ph1-Z、R-Ph1-J-Xb-VO-Ph3-Z、R-Ph1-J-Xb-T-Ph-Z、R-Ph1-J-Xb-T-Ph1-Z、R-Ph1-J-Xb-T-Ph3-Z、R-Ph1-J-Xb-G-Ph-Z、R-Ph1-J-Xb-G-Ph1-Z、R-Ph1-J-Xb-G-Ph3-Z、R-Ph1-J-Xb-J-Ph-Z、R-Ph1-J-Xb-J-Ph1-Z、R-Ph1-J-Xb-J-Ph3-Z
R-Ph3-Xa-Ph-Z、R-Ph3-Xa-Ph1-Z、R-Ph3-Xa-Ph3-Z、R-Ph3-Xa-VO-Ph-Z、R-Ph3-Xa-VO-Ph1-Z、R-Ph3-Xa-VO-Ph3-Z、R-Ph3-Xa-T-Ph-Z、R-Ph3-Xa-T-Ph1-Z、R-Ph3-Xa-T-Ph3-Z、R-Ph3-Xa-G-Ph-Z、R-Ph3-Xa-G-Ph1-Z、R-Ph3-Xa-G-Ph3-Z、R-Ph3-Xa-J-Ph-Z、R-Ph3-Xa-J-Ph1-Z、R-Ph3-Xa-J-Ph3-Z、R-Ph3-VO-Xa-Ph-Z、R-Ph3-VO-Xa-Ph1-Z、R-Ph3-VO-Xa-Ph3-Z、R-Ph3-VO-Xa-VO-Ph-Z、R-Ph3-VO-Xa-VO-Ph1-Z、R-Ph3-VO-Xa-VO-Ph3-Z、R-Ph3-VO-Xa-T-Ph-Z、R-Ph3-VO-Xa-T-Ph1-Z、R-Ph3-VO-Xa-T-Ph3-Z、R-Ph3-VO-Xa-G-Ph-Z、R-Ph3-VO-Xa-G-Ph1-Z、R-Ph3-VO-Xa-G-Ph3-Z、R-Ph3-VO-Xa-J-Ph-Z、R-Ph3-VO-Xa-J-Ph1-Z、R-Ph3-VO-Xa-J-Ph3-Z、R-Ph3-2-Xa-Ph-Z、R-Ph3-2-Xa-Ph1-Z、R-Ph3-2-Xa-Ph3-Z、R-Ph3-2-Xa-VO-Ph-Z、R-Ph3-2-Xa-VO-Ph1-Z、R-Ph3-2-Xa-VO-Ph3-Z、R-Ph3-2-Xa-T-Ph-Z、R-Ph3-2-Xa-T-Ph1-Z、R-Ph3-2-Xa-T-Ph3-Z、R-Ph3-2-Xa-G-Ph-Z、R-Ph3-2-Xa-G-Ph1-Z、R-Ph3-2-Xa-G-Ph3-Z、R-Ph3-2-Xa-J-Ph-Z、R-Ph3-2-Xa-J-Ph1-Z、R-Ph3-2-Xa-J-Ph3-Z、R-Ph3-G-Xa-Ph-Z、R-Ph3-G-Xa-Ph1-Z、R-Ph3-G-Xa-Ph3-Z、R-Ph3-G-Xa-VO-Ph-Z、R-Ph3-G-Xa-VO-Ph1-Z、R-Ph3-G-Xa-VO-Ph3-Z、R-Ph3-G-Xa-T-Ph-Z、R-Ph3-G-Xa-T-Ph1-Z、R-Ph3-G-Xa-T-Ph3-Z、R-Ph3-G-Xa-G-Ph-Z、R-Ph3-G-Xa-G-Ph1-Z、R-Ph3-G-Xa-G-Ph3-Z、R-Ph3-G-Xa-J-Ph-Z、R-Ph3-G-Xa-J-Ph1-Z、R-Ph3-G-Xa-J-Ph3-Z、R-Ph3-J-Xa-Ph-Z、R-Ph3-J-Xa-Ph1-Z、R-Ph3-J-Xa-Ph3-Z、R-Ph3-J-Xa-VO-Ph-Z、R-Ph3-J-Xa-VO-Ph1-Z、R-Ph3-J-Xa-VO-Ph3-Z、R-Ph3-J-Xa-T-Ph-Z、R-Ph3-J-Xa-T-Ph1-Z、R-Ph3-J-Xa-T-Ph3-Z、R-Ph3-J-Xa-G-Ph-Z、R-Ph3-J-Xa-G-Ph-1-Z、
【００２３】
R-Ph3-J-Xa-G-Ph3-Z、R-Ph3-J-Xa-J-Ph-Z、R-Ph3-J-Xa-J-Ph1-Z、R-Ph3-J-Xa-J-Ph3-Z、R-Ph3-Xb-Ph-Z、R-Ph3-Xb-Ph1-Z、R-Ph3-Xb-Ph3-Z、R-Ph3-Xb-VO-Ph-Z、R-Ph3-Xb-VO-Ph1-Z、R-Ph3-Xb-VO-Ph3-Z、R-Ph3-Xb-T-Ph-Z、R-Ph3-Xb-T-Ph1-Z、R-Ph3-Xb-T-Ph3-Z、R-Ph3-Xb-G-Ph-Z、R-Ph3-Xb-G-Ph1-Z、R-Ph3-Xb-G-Ph3-Z、R-Ph3-Xb-J-Ph-Z、R-Ph3-Xb-J-Ph1-Z、R-Ph3-Xb-J-Ph3-Z、R-Ph3-VO-Xb-Ph-Z、R-Ph3-VO-Xb-Ph1-Z、R-Ph3-VO-Xb-Ph3-Z、R-Ph3-VO-Xb-VO-Ph-Z、R-Ph3-VO-Xb-VO-Ph1-Z、R-Ph3-VO-Xb-VO-Ph3-Z、R-Ph3-VO-Xb-T-Ph-Z、R-Ph3-VO-Xb-T-Ph1-Z、R-Ph3-VO-Xb-T-Ph3-Z、R-Ph3-VO-Xb-G-Ph-Z、R-Ph3-VO-Xb-G-Ph1-Z、R-Ph3-VO-Xb-G-Ph3-Z、R-Ph3-VO-Xb-J-Ph-Z、R-Ph3-VO-Xb-J-Ph1-Z、R-Ph3-VO-Xb-J-Ph3-Z、R-Ph3-2-Xb-Ph-Z、R-Ph3-2-Xb-Ph1-Z、R-Ph3-2-Xb-Ph3-Z、R-Ph3-2-Xb-VO-Ph-Z、R-Ph3-2-Xb-VO-Ph1-Z、R-Ph3-2-Xb-VO-Ph3-Z、R-Ph3-2-Xb-T-Ph-Z、R-Ph3-2-Xb-T-Ph1-Z、R-Ph3-2-Xb-T-Ph3-Z、R-Ph3-2-Xb-G-Ph-Z、R-Ph3-2-Xb-G-Ph1-Z、R-Ph3-2-Xb-G-Ph3-Z、R-Ph3-2-Xb-J-Ph-Z、R-Ph3-2-Xb-J-Ph1-Z、R-Ph3-2-Xb-J-Ph3-Z、R-Ph3-G-Xb-Ph-Z、R-Ph3-G-Xb-Ph1-Z、R-Ph3-G-Xb-Ph3-Z、R-Ph3-G-Xb-VO-Ph-Z、R-Ph3-G-Xb-VO-Ph1-Z、R-Ph3-G-Xb-VO-Ph3-Z、R-Ph3-G-Xb-T-Ph-Z、R-Ph3-G-Xb-T-Ph1-Z、R-Ph3-G-Xb-T-Ph3-Z、R-Ph3-G-Xb-G-Ph-Z、R-Ph3-G-Xb-G-Ph1-Z、R-Ph3-G-Xb-G-Ph3-Z、R-Ph3-G-Xb-J-Ph-Z、R-Ph3-G-Xb-J-Ph1-Z、R-Ph3-G-Xb-J-Ph3-Z、R-Ph3-J-Xb-Ph-Z、R-Ph3-J-Xb-Ph1-Z、R-Ph3-J-Xb-Ph3-Z、R-Ph3-J-Xb-VO-Ph-Z、R-Ph3-J-Xb-VO-Ph1-Z、R-Ph3-J-Xb-VO-Ph3-Z、R-Ph3-J-Xb-T-Ph-Z、R-Ph3-J-Xb-T-Ph1-Z、R-Ph3-J-Xb-T-Ph3-Z、R-Ph3-J-Xb-G-Ph-Z、R-Ph3-J-Xb-G-Ph1-Z、R-Ph3-J-Xb-G-Ph3-Z、R-Ph3-J-Xb-J-Ph-Z、R-Ph3-J-Xb-J-Ph1-Z、R-Ph3-J-Xb-J-Ph3-Z、R-Cy-Cy-Xa-Z、R-Cy-Cy-2-Xa-Z、R-Cy-Cy-VO-Xa-Z、R-Cy-Cy-T-Xa-Z、R-Cy-Cy-G-Xa-Z、R-Cy-Cy-J-Xa-Z、R-Cy-Cy-K-Xa-Z、R-Cy-Ph-Xa-Z、R-Cy-Ph-2-Xa-Z、R-Cy-Ph-VO-Xa-Z、R-Cy-Ph-T-Xa-Z、R-Cy-Ph-G-Xa-Z、R-Cy-Ph-J-Xa-Z、R-Cy-Ph-K-Xa-Z、R-Cy-Ph1-Xa-Z、R-Cy-Ph1-2-Xa-Z、R-Cy-Ph1-VO-Xa-Z、R-Cy-Ph1-T-Xa-Z、R-Cy-Ph1-G-Xa-Z、R-Cy-Ph1-J-Xa-Z、R-Cy-Ph1-K-Xa-Z、R-Cy-Ph3-Xa-Z、R-Cy-Ph3-2-Xa-Z、R-Cy-Ph3-VO-Xa-Z、R-Cy-Ph3-T-Xa-Z、R-Cy-Ph3-G-Xa-Z、R-Cy-Ph3-J-Xa-Z、R-Cy-Ph3-K-Xa-Z、R-Cy-Ph3-Xa-Z、R-Cy-Ph3-2-Xa-Z、R-Cy-Ph3-VO-Xa-Z、R-Cy-Ph3-T-Xa-Z、R-Cy-Ph3-G-Xa-Z、R-Cy-Ph3-J-Xa-Z、R-Cy-Ph3-K-Xa-Z、
【００２４】
R-Cy-VO-Cy-Xa-Z、R-Cy-VO-Cy-2-Xa-Z、R-Cy-VO-Cy-VO-Xa-Z、R-Cy-VO-Cy-T-Xa-Z、R-Cy-VO-Cy-G-Xa-Z、R-Cy-VO-Cy-J-Xa-Z、R-Cy-VO-Cy-K-Xa-Z、R-Cy-VO-Ph-Xa-Z、R-Cy-VO-Ph-2-Xa-Z、R-Cy-VO-Ph-VO-Xa-Z、R-Cy-VO-Ph-T-Xa-Z、R-Cy-VO-Ph-G-Xa-Z、R-Cy-VO-Ph-J-Xa-Z、R-Cy-VO-Ph-K-Xa-Z、R-Cy-VO-Ph1-Xa-Z、R-Cy-VO-Ph1-2-Xa-Z、R-Cy-VO-Ph1-VO-Xa-Z、R-Cy-VO-Ph1-T-Xa-Z、R-Cy-VO-Ph1-G-Xa-Z、R-Cy-VO-Ph1-J-Xa-Z、R-Cy-VO-Ph1-K-Xa-Z、R-Cy-VO-Ph3-Xa-Z、R-Cy-VO-Ph3-2-Xa-Z、R-Cy-VO-Ph3-VO-Xa-Z、R-Cy-VO-Ph3-T-Xa-Z、R-Cy-VO-Ph3-G-Xa-Z、R-Cy-VO-Ph3-J-Xa-Z、R-Cy-VO-Ph3-K-Xa-Z、R-Cy-VO-Ph3-Xa-Z、R-Cy-VO-Ph3-2-Xa-Z、R-Cy-VO-Ph3-VO-Xa-Z、R-Cy-VO-Ph3-T-Xa-Z、R-Cy-VO-Ph3-G-Xa-Z、R-Cy-VO-Ph3-J-Xa-Z、R-Cy-VO-Ph3-K-Xa-Z、R-Cy-2-Cy-Xa-Z、R-Cy-2-Cy-2-Xa-Z、R-Cy-2-Cy-VO-Xa-Z、R-Cy-2-Cy-T-Xa-Z、R-Cy-2-Cy-G-Xa-Z、R-Cy-2-Cy-J-Xa-Z、R-Cy-2-Cy-K-Xa-Z、R-Cy-2-Ph-Xa-Z、R-Cy-2-Ph-2-Xa-Z、R-Cy-2-Ph-VO-Xa-Z、R-Cy-2-Ph-T-Xa-Z、R-Cy-2-Ph-G-Xa-Z、R-Cy-2-Ph-J-Xa-Z、R-Cy-2-Ph-K-Xa-Z、R-Cy-2-Ph1-Xa-Z、R-Cy-2-Ph1-2-Xa-Z、R-Cy-2-Ph1-VO-Xa-Z、R-Cy-2-Ph1-T-Xa-Z、R-Cy-2-Ph1-G-Xa-Z、R-Cy-2-Ph1-J-Xa-Z、R-Cy-2-Ph1-K-Xa-Z、R-Cy-2-Ph3-Xa-Z、R-Cy-2-Ph3-2-Xa-Z、R-Cy-2-Ph3-VO-Xa-Z、R-Cy-2-Ph3-T-Xa-Z、R-Cy-2-Ph3-G-Xa-Z、R-Cy-2-Ph3-J-Xa-Z、R-Cy-2-Ph3-K-Xa-Z、R-Cy-2-Ph3-Xa-Z、R-Cy-2-Ph3-2-Xa-Z、R-Cy-2-Ph3-VO-Xa-Z、R-Cy-2-Ph3-T-Xa-Z、R-Cy-2-Ph3-G-Xa-Z、R-Cy-2-Ph3-J-Xa-Z、R-Cy-2-Ph3-K-Xa-Z、R-Cy-J-Cy-Xa-Z、R-Cy-J-Cy-2-Xa-Z、R-Cy-J-Cy-VO-Xa-Z、R-Cy-J-Cy-T-Xa-Z、R-Cy-J-Cy-G-Xa-Z、R-Cy-J-Cy-J-Xa-Z、R-Cy-J-Cy-K-Xa-Z、R-Cy-J-Ph-Xa-Z、R-Cy-J-Ph-2-Xa-Z、R-Cy-J-Ph-VO-Xa-Z、R-Cy-J-Ph-T-Xa-Z、R-Cy-J-Ph-G-Xa-Z、R-Cy-J-Ph-J-Xa-Z、R-Cy-J-Ph-K-Xa-Z、R-Cy-J-Ph1-Xa-Z、R-Cy-J-Ph1-2-Xa-Z、R-Cy-J-Ph1-VO-Xa-Z、R-Cy-J-Ph1-T-Xa-Z、R-Cy-J-Ph1-G-Xa-Z、R-Cy-J-Ph1-J-Xa-Z、R-Cy-J-Ph1-K-Xa-Z、R-Cy-J-Ph3-Xa-Z、R-Cy-J-Ph3-2-Xa-Z、R-Cy-J-Ph3-VO-Xa-Z、R-Cy-J-Ph3-T-Xa-Z、R-Cy-J-Ph3-G-Xa-Z、R-Cy-J-Ph3-J-Xa-Z、R-Cy-J-Ph3-K-Xa-Z、R-Cy-J-Ph3-Xa-Z、R-Cy-J-Ph3-2-Xa-Z、R-Cy-J-Ph3-VO-Xa-Z、R-Cy-J-Ph3-T-Xa-Z、R-Cy-J-Ph3-G-Xa-Z、R-Cy-J-Ph3-J-Xa-Z、
【００２５】
R-Cy-J-Ph3-K-Xa-Z、R-Ph-Cy-Xa-Z、R-Ph-Cy-2-Xa-Z、R-Ph-Cy-VO-Xa-Z、R-Ph-Cy-T-Xa-Z、R-Ph-Cy-G-Xa-Z、R-Ph-Cy-J-Xa-Z、R-Ph-Cy-K-Xa-Z、R-Ph-Ph-Xa-Z、R-Ph-Ph-2-Xa-Z、R-Ph-Ph-VO-Xa-Z、R-Ph-Ph-T-Xa-Z、R-Ph-Ph-G-Xa-Z、R-Ph-Ph-J-Xa-Z、R-Ph-Ph-K-Xa-Z、R-Ph-Ph1-Xa-Z、R-Ph-Ph1-2-Xa-Z、R-Ph-Ph1-VO-Xa-Z、R-Ph-Ph1-T-Xa-Z、R-Ph-Ph1-G-Xa-Z、R-Ph-Ph1-J-Xa-Z、R-Ph-Ph1-K-Xa-Z、R-Ph-Ph3-Xa-Z、R-Ph-Ph3-2-Xa-Z、R-Ph-Ph3-VO-Xa-Z、R-Ph-Ph3-T-Xa-Z、R-Ph-Ph3-G-Xa-Z、R-Ph-Ph3-J-Xa-Z、R-Ph-Ph3-K-Xa-Z、R-Ph-Ph3-Xa-Z、R-Ph-Ph3-2-Xa-Z、R-Ph-Ph3-VO-Xa-Z、R-Ph-Ph3-T-Xa-Z、R-Ph-Ph3-G-Xa-Z、R-Ph-Ph3-J-Xa-Z、R-Ph-Ph3-K-Xa-Z、R-Ph-VO-Cy-Xa-Z、R-Ph-VO-Cy-2-Xa-Z、R-Ph-VO-Cy-VO-Xa-Z、R-Ph-VO-Cy-T-Xa-Z、R-Ph-VO-Cy-G-Xa-Z、R-Ph-VO-Cy-J-Xa-Z、R-Ph-VO-Cy-K-Xa-Z、R-Ph-VO-Ph-Xa-Z、R-Ph-VO-Ph-2-Xa-Z、R-Ph-VO-Ph-VO-Xa-Z、R-Ph-VO-Ph-T-Xa-Z、R-Ph-VO-Ph-G-Xa-Z、R-Ph-VO-Ph-J-Xa-Z、R-Ph-VO-Ph-K-Xa-Z、R-Ph-VO-Ph1-Xa-Z、R-Ph-VO-Ph1-2-Xa-Z、R-Ph-VO-Ph1-VO-Xa-Z、R-Ph-VO-Ph1-T-Xa-Z、R-Ph-VO-Ph1-G-Xa-Z、R-Ph-VO-Ph1-J-Xa-Z、R-Ph-VO-Ph1-K-Xa-Z、R-Ph-VO-Ph3-Xa-Z、R-Ph-VO-Ph3-2-Xa-Z、R-Ph-VO-Ph3-VO-Xa-Z、R-Ph-VO-Ph3-T-Xa-Z、R-Ph-VO-Ph3-G-Xa-Z、R-Ph-VO-Ph3-J-Xa-Z、R-Ph-VO-Ph3-K-Xa-Z、R-Ph-VO-Ph3-Xa-Z、R-Ph-VO-Ph3-2-Xa-Z、R-Ph-VO-Ph3-VO-Xa-Z、R-Ph-VO-Ph3-T-Xa-Z、R-Ph-VO-Ph3-G-Xa-Z、R-Ph-VO-Ph3-J-Xa-Z、R-Ph-VO-Ph3-K-Xa-Z、R-Ph-2-Cy-Xa-Z、R-Ph-2-Cy-2-Xa-Z、R-Ph-2-Cy-VO-Xa-Z、R-Ph-2-Cy-T-Xa-Z、R-Ph-2-Cy-G-Xa-Z、R-Ph-2-Cy-J-Xa-Z、R-Ph-2-Cy-K-Xa-Z、R-Ph-2-Ph-Xa-Z、R-Ph-2-Ph-2-Xa-Z、R-Ph-2-Ph-VO-Xa-Z、R-Ph-2-Ph-T-Xa-Z、R-Ph-2-Ph-G-Xa-Z、R-Ph-2-Ph-J-Xa-Z、R-Ph-2-Ph-K-Xa-Z、R-Ph-2-Ph1-Xa-Z、R-Ph-2-Ph1-2-Xa-Z、R-Ph-2-Ph1-VO-Xa-Z、R-Ph-2-Ph1-T-Xa-Z、R-Ph-2-Ph1-G-Xa-Z、R-Ph-2-Ph1-J-Xa-Z、R-Ph-2-Ph1-K-Xa-Z、R-Ph-2-Ph3-Xa-Z、R-Ph-2-Ph3-2-Xa-Z、R-Ph-2-Ph3-VO-Xa-Z、R-Ph-2-Ph3-T-Xa-Z、R-Ph-2-Ph3-G-Xa-Z、R-Ph-2-Ph3-J-Xa-Z、R-Ph-2-Ph3-K-Xa-Z、
【００２６】
R-Ph-2-Ph3-Xa-Z、R-Ph-2-Ph3-2-Xa-Z、R-Ph-2-Ph3-VO-Xa-Z、R-Ph-2-Ph3-T-Xa-Z、R-Ph-2-Ph3-G-Xa-Z、R-Ph-2-Ph3-J-Xa-Z、R-Ph-2-Ph3-K-Xa-Z、R-Ph-J-Cy-Xa-Z、R-Ph-J-Cy-2-Xa-Z、R-Ph-J-Cy-VO-Xa-Z、R-Ph-J-Cy-T-Xa-Z、R-Ph-J-Cy-G-Xa-Z、R-Ph-J-Cy-J-Xa-Z、R-Ph-J-Cy-K-Xa-Z、R-Ph-J-Ph-Xa-Z、R-Ph-J-Ph-2-Xa-Z、R-Ph-J-Ph-VO-Xa-Z、R-Ph-J-Ph-T-Xa-Z、R-Ph-J-Ph-G-Xa-Z、R-Ph-J-Ph-J-Xa-Z、R-Ph-J-Ph-K-Xa-Z、R-Ph-J-Ph1-Xa-Z、R-Ph-J-Ph1-2-Xa-Z、R-Ph-J-Ph1-VO-Xa-Z、R-Ph-J-Ph1-T-Xa-Z、R-Ph-J-Ph1-G-Xa-Z、R-Ph-J-Ph1-J-Xa-Z、R-Ph-J-Ph1-K-Xa-Z、R-Ph-J-Ph3-Xa-Z、R-Ph-J-Ph3-2-Xa-Z、R-Ph-J-Ph3-VO-Xa-Z、R-Ph-J-Ph3-T-Xa-Z、R-Ph-J-Ph3-G-Xa-Z、R-Ph-J-Ph3-J-Xa-Z、R-Ph-J-Ph3-K-Xa-Z、R-Ph-J-Ph3-Xa-Z、R-Ph-J-Ph3-2-Xa-Z、R-Ph-J-Ph3-VO-Xa-Z、R-Ph-J-Ph3-T-Xa-Z、R-Ph-J-Ph3-G-Xa-Z、R-Ph-J-Ph3-J-Xa-Z、R-Ph-J-Ph3-K-Xa-Z、R-Ph3-Cy-Xa-Z、R-Ph3-Cy-2-Xa-Z、R-Ph3-Cy-VO-Xa-Z、R-Ph3-Cy-T-Xa-Z、R-Ph3-Cy-G-Xa-Z、R-Ph3-Cy-J-Xa-Z、R-Ph3-Cy-K-Xa-Z、R-Ph3-Ph-Xa-Z、R-Ph3-Ph-2-Xa-Z、R-Ph3-Ph-VO-Xa-Z、R-Ph3-Ph-T-Xa-Z、R-Ph3-Ph-G-Xa-Z、R-Ph3-Ph-J-Xa-Z、R-Ph3-Ph-K-Xa-Z、R-Ph3-Ph1-Xa-Z、R-Ph3-Ph1-2-Xa-Z、R-Ph3-Ph1-VO-Xa-Z、R-Ph3-Ph1-T-Xa-Z、R-Ph3-Ph1-G-Xa-Z、R-Ph3-Ph1-J-Xa-Z、R-Ph3-Ph1-K-Xa-Z、R-Ph3-Ph3-Xa-Z、R-Ph3-Ph3-2-Xa-Z、R-Ph3-Ph3-VO-Xa-Z、R-Ph3-Ph3-T-Xa-Z、R-Ph3-Ph3-G-Xa-Z、R-Ph3-Ph3-J-Xa-Z、R-Ph3-Ph3-K-Xa-Z、R-Ph3-Ph3-Xa-Z、R-Ph3-Ph3-2-Xa-Z、R-Ph3-Ph3-VO-Xa-Z、R-Ph3-Ph3-T-Xa-Z、R-Ph3-Ph3-G-Xa-Z、R-Ph3-Ph3-J-Xa-Z、R-Ph3-Ph3-K-Xa-Z、
【００２７】
R-Ph3-VO-Cy-Xa-Z、R-Ph3-VO-Cy-2-Xa-Z、R-Ph3-VO-Cy-VO-Xa-Z、R-Ph3-VO-Cy-T-Xa-Z、R-Ph3-VO-Cy-G-Xa-Z、R-Ph3-VO-Cy-J-Xa-Z、R-Ph3-VO-Cy-K-Xa-Z、R-Ph3-VO-Ph-Xa-Z、R-Ph3-VO-Ph-2-Xa-Z、R-Ph3-VO-Ph-VO-Xa-Z、R-Ph3-VO-Ph-T-Xa-Z、R-Ph3-VO-Ph-G-Xa-Z、R-Ph3-VO-Ph-J-Xa-Z、R-Ph3-VO-Ph-K-Xa-Z、R-Ph3-VO-Ph1-Xa-Z、R-Ph3-VO-Ph1-2-Xa-Z、R-Ph3-VO-Ph1-VO-Xa-Z、R-Ph3-VO-Ph1-T-Xa-Z、R-Ph3-VO-Ph1-G-Xa-Z、R-Ph3-VO-Ph1-J-Xa-Z、R-Ph3-VO-Ph1-K-Xa-Z、R-Ph3-VO-Ph3-Xa-Z、R-Ph3-VO-Ph3-2-Xa-Z、R-Ph3-VO-Ph3-VO-Xa-Z、R-Ph3-VO-Ph3-T-Xa-Z、R-Ph3-VO-Ph3-G-Xa-Z、R-Ph3-VO-Ph3-J-Xa-Z、R-Ph3-VO-Ph3-K-Xa-Z、R-Ph3-VO-Ph3-Xa-Z、R-Ph3-VO-Ph3-2-Xa-Z、R-Ph3-VO-Ph3-VO-Xa-Z、R-Ph3-VO-Ph3-T-Xa-Z、R-Ph3-VO-Ph3-G-Xa-Z、R-Ph3-VO-Ph3-J-Xa-Z、R-Ph3-VO-Ph3-K-Xa-Z、R-Ph3-2-Cy-Xa-Z、R-Ph3-2-Cy-2-Xa-Z、R-Ph3-2-Cy-VO-Xa-Z、R-Ph3-2-Cy-T-Xa-Z、R-Ph3-2-Cy-G-Xa-Z、R-Ph3-2-Cy-J-Xa-Z、R-Ph3-2-Cy-K-Xa-Z、R-Ph3-2-Ph-Xa-Z、R-Ph3-2-Ph-2-Xa-Z、R-Ph3-2-Ph-VO-Xa-Z、R-Ph3-2-Ph-T-Xa-Z、R-Ph3-2-Ph-G-Xa-Z、R-Ph3-2-Ph-J-Xa-Z、R-Ph3-2-Ph-K-Xa-Z、R-Ph3-2-Ph1-Xa-Z、R-Ph3-2-Ph1-2-Xa-Z、R-Ph3-2-Ph1-VO-Xa-Z、R-Ph3-2-Ph1-T-Xa-Z、R-Ph3-2-Ph1-G-Xa-Z、R-Ph3-2-Ph1-J-Xa-Z、R-Ph3-2-Ph1-K-Xa-Z、R-Ph3-2-Ph3-Xa-Z、R-Ph3-2-Ph3-2-Xa-Z、R-Ph3-2-Ph3-VO-Xa-Z、R-Ph3-2-Ph3-T-Xa-Z、R-Ph3-2-Ph3-G-Xa-Z、R-Ph3-2-Ph3-J-Xa-Z、R-Ph3-2-Ph3-K-Xa-Z、R-Ph3-2-Ph3-Xa-Z、R-Ph3-2-Ph3-2-Xa-Z、R-Ph3-2-Ph3-VO-Xa-Z、R-Ph3-2-Ph3-T-Xa-Z、R-Ph3-2-Ph3-G-Xa-Z、R-Ph3-2-Ph3-J-Xa-Z、R-Ph3-2-Ph3-K-Xa-Z、R-Ph3-J-Cy-Xa-Z、R-Ph3-J-Cy-2-Xa-Z、R-Ph3-J-Cy-VO-Xa-Z、R-Ph3-J-Cy-T-Xa-Z、R-Ph3-J-Cy-G-Xa-Z、R-Ph3-J-Cy-J-Xa-Z、R-Ph3-J-Cy-K-Xa-Z、R-Ph3-J-Ph-Xa-Z、R-Ph3-J-Ph-2-Xa-Z、R-Ph3-J-Ph-VO-Xa-Z、R-Ph3-J-Ph-T-Xa-Z、R-Ph3-J-Ph-G-Xa-Z、R-Ph3-J-Ph-J-Xa-Z、R-Ph3-J-Ph-K-Xa-Z、R-Ph3-J-Ph1-Xa-Z、R-Ph3-J-Ph1-2-Xa-Z、R-Ph3-J-Ph1-VO-Xa-Z、R-Ph3-J-Ph1-T-Xa-Z、R-Ph3-J-Ph1-G-Xa-Z、R-Ph3-J-Ph1-J-Xa-Z、R-Ph3-J-Ph1-K-Xa-Z、R-Ph3-J-Ph3-Xa-Z、R-Ph3-J-Ph3-2-Xa-Z、R-Ph3-J-Ph3-VO-Xa-Z、R-Ph3-J-Ph3-T-Xa-Z、R-Ph3-J-Ph3-G-Xa-Z、R-Ph3-J-Ph3-J-Xa-Z、R-Ph3-J-Ph3-K-Xa-Z、R-Ph3-J-Ph3-Xa-Z、R-Ph3-J-Ph3-2-Xa-Z、R-Ph3-J-Ph3-VO-Xa-Z、R-Ph3-J-Ph3-T-Xa-Z、R-Ph3-J-Ph3-G-Xa-Z、R-Ph3-J-Ph3-J-Xa-Z、R-Ph3-J-Ph3-K-Xa-Z、R-By-Cy-Xa-Z、R-By-Cy-2-Xa-Z、R-By-Cy-VO-Xa-Z、R-By-Cy-T-Xa-Z、R-By-Cy-G-Xa-Z、R-By-Cy-J-Xa-Z、R-By-Cy-K-Xa-Z、R-By-Ph-Xa-Z、R-By-Ph-2-Xa-Z、R-By-Ph-VO-Xa-Z、R-By-Ph-T-Xa-Z、R-By-Ph-G-Xa-Z、R-By-Ph-J-Xa-Z、R-By-Ph-K-Xa-Z、R-By-Ph1-Xa-Z、R-By-Ph1-2-Xa-Z、R-By-Ph1-VO-Xa-Z、R-By-Ph1-T-Xa-Z、R-By-Ph1-G-Xa-Z、R-By-Ph1-J-Xa-Z、R-By-Ph1-K-Xa-Z、R-By-Ph3-Xa-Z、R-By-Ph3-2-Xa-Z、R-By-Ph3-VO-Xa-Z、R-By-Ph3-T-Xa-Z、R-By-Ph3-G-Xa-Z、R-By-Ph3-J-Xa-Z、R-By-Ph3-K-Xa-Z、R-By-Ph3-Xa-Z、R-By-Ph3-2-Xa-Z、R-By-Ph3-VO-Xa-Z、R-By-Ph3-T-Xa-Z、R-By-Ph3-G-Xa-Z、R-By-Ph3-J-Xa-Z、
【００２８】
R-By-Ph3-K-Xa-Z、R-By-VO-Cy-Xa-Z、R-By-VO-Cy-2-Xa-Z、R-By-VO-Cy-VO-Xa-Z、R-By-VO-Cy-T-Xa-Z、R-By-VO-Cy-G-Xa-Z、R-By-VO-Cy-J-Xa-Z、R-By-VO-Cy-K-Xa-Z、R-By-VO-Ph-Xa-Z、R-By-VO-Ph-2-Xa-Z、R-By-VO-Ph-VO-Xa-Z、R-By-VO-Ph-T-Xa-Z、R-By-VO-Ph-G-Xa-Z、R-By-VO-Ph-J-Xa-Z、R-By-VO-Ph-K-Xa-Z、R-By-VO-Ph1-Xa-Z、R-By-VO-Ph1-2-Xa-Z、R-By-VO-Ph1-VO-Xa-Z、R-By-VO-Ph1-T-Xa-Z、R-By-VO-Ph1-G-Xa-Z、R-By-VO-Ph1-J-Xa-Z、R-By-VO-Ph1-K-Xa-Z、R-By-VO-Ph3-Xa-Z、R-By-VO-Ph3-2-Xa-Z、R-By-VO-Ph3-VO-Xa-Z、R-By-VO-Ph3-T-Xa-Z、R-By-VO-Ph3-G-Xa-Z、R-By-VO-Ph3-J-Xa-Z、R-By-VO-Ph3-K-Xa-Z、R-By-VO-Ph3-Xa-Z、R-By-VO-Ph3-2-Xa-Z、R-By-VO-Ph3-VO-Xa-Z、R-By-VO-Ph3-T-Xa-Z、R-By-VO-Ph3-G-Xa-Z、R-By-VO-Ph3-J-Xa-Z、R-By-VO-Ph3-K-Xa-Z、R-By-2-Cy-Xa-Z、R-By-2-Cy-2-Xa-Z、R-By-2-Cy-VO-Xa-Z、R-By-2-Cy-T-Xa-Z、R-By-2-Cy-G-Xa-Z、R-By-2-Cy-J-Xa-Z、R-By-2-Cy-K-Xa-Z、R-By-2-Ph-Xa-Z、R-By-2-Ph-2-Xa-Z、R-By-2-Ph-VO-Xa-Z、R-By-2-Ph-T-Xa-Z、R-By-2-Ph-G-Xa-Z、R-By-2-Ph-J-Xa-Z、R-By-2-Ph-K-Xa-Z、R-By-2-Ph1-Xa-Z、R-By-2-Ph1-2-Xa-Z、R-By-2-Ph1-VO-Xa-Z、R-By-2-Ph1-T-Xa-Z、R-By-2-Ph1-G-Xa-Z、R-By-2-Ph1-J-Xa-Z、R-By-2-Ph1-K-Xa-Z、R-By-2-Ph3-Xa-Z、R-By-2-Ph3-2-Xa-Z、R-By-2-Ph3-VO-Xa-Z、R-By-2-Ph3-T-Xa-Z、R-By-2-Ph3-G-Xa-Z、R-By-2-Ph3-J-Xa-Z、R-By-2-Ph3-K-Xa-Z、R-By-2-Ph3-Xa-Z、R-By-2-Ph3-2-Xa-Z、R-By-2-Ph3-VO-Xa-Z、R-By-2-Ph3-T-Xa-Z、R-By-2-Ph3-G-Xa-Z、R-By-2-Ph3-J-Xa-Z、R-By-2-Ph3-K-Xa-Z、R-By-J-Cy-Xa-Z、R-By-J-Cy-2-Xa-Z、R-By-J-Cy-VO-Xa-Z、R-By-J-Cy-T-Xa-Z、R-By-J-Cy-G-Xa-Z、R-By-J-Cy-J-Xa-Z、R-By-J-Cy-K-Xa-Z、R-By-J-Ph-Xa-Z、R-By-J-Ph-2-Xa-Z、R-By-J-Ph-VO-Xa-Z、R-By-J-Ph-T-Xa-Z、R-By-J-Ph-G-Xa-Z、R-By-J-Ph-J-Xa-Z、R-By-J-Ph-K-Xa-Z、R-By-J-Ph1-Xa-Z、R-By-J-Ph1-2-Xa-Z、R-By-J-Ph1-VO-Xa-Z、R-By-J-Ph1-T-Xa-Z、R-By-J-Ph1-G-Xa-Z、R-By-J-Ph1-J-Xa-Z、R-By-J-Ph1-K-Xa-Z、R-By-J-Ph3-Xa-Z、R-By-J-Ph3-2-Xa-Z、R-By-J-Ph3-VO-Xa-Z、R-By-J-Ph3-T-Xa-Z、R-By-J-Ph3-G-Xa-Z、R-By-J-Ph3-J-Xa-Z、R-By-J-Ph3-K-Xa-Z、R-By-J-Ph3-Xa-Z、R-By-J-Ph3-2-Xa-Z、R-By-J-Ph3-VO-Xa-Z、
【００２９】
R-By-J-Ph3-T-Xa-Z、R-By-J-Ph3-G-Xa-Z、R-By-J-Ph3-J-Xa-Z、R-By-J-Ph3-K-Xa-Z、R-Cy-2-Cy-2-Xa-T-Ph-Z、R-Cy-2-Cy-2-Xa-T-Ph1-Z、R-Cy-2-Cy-2-Xa-T-Ph3-Z、R-Cy-2-Cy-J-Xa-T-Ph-Z、R-Cy-2-Cy-J-Xa-T-Ph1-Z、R-Cy-2-Cy-J-Xa-T-Ph3-Z、R-Cy-2-Cy-Xa-T-Ph-Z、R-Cy-2-Cy-Xa-T-Ph1-Z、R-Cy-2-Cy-Xa-T-Ph3-Z、R-Cy-Cy-2-Xa-T-Ph-Z、R-Cy-Cy-2-Xa-T-Ph1-Z、R-Cy-Cy-2-Xa-T-Ph3-Z、R-Cy-Cy-J-Xa-T-Ph-Z、R-Cy-Cy-J-Xa-T-Ph1-Z、R-Cy-Cy-J-Xa-T-Ph3-Z、R-Cy-Cy-Xa-T-Ph-Z、R-Cy-Cy-Xa-T-Ph1-Z、R-Cy-Cy-Xa-T-Ph3-Z、R-Cy-2-Cy-2-Xa-VO-Ph-Z、R-Cy-2-Cy-2-Xa-VO-Ph1-Z、R-Cy-2-Cy-2-Xa-VO-Ph3-Z、R-Cy-2-Cy-J-Xa-VO-Ph-Z、R-Cy-2-Cy-J-Xa-VO-Ph1-Z、R-Cy-2-Cy-J-Xa-VO-Ph3-Z、R-Cy-2-Cy-Xa-VO-Ph-Z、R-Cy-2-Cy-Xa-VO-Ph1-Z、R-Cy-2-Cy-Xa-VO-Ph3-Z、R-Cy-Cy-2-Xa-VO-Ph-Z、R-Cy-Cy-2-Xa-VO-Ph1-Z、R-Cy-Cy-2-Xa-VO-Ph3-Z、R-Cy-Cy-J-Xa-VO-Ph-Z、R-Cy-Cy-J-Xa-VO-Ph1-Z、R-Cy-Cy-J-Xa-VO-Ph3-Z、R-Cy-Cy-Xa-VO-Ph-Z、R-Cy-Cy-Xa-VO-Ph1-Z、R-Cy-Cy-Xa-VO-Ph3-Z、R-Cy-2-Cy-2-Xa-Cy-Z、R-Cy-2-Cy-2-Xa-Ph-Z、R-Cy-2-Cy-2-Xa-Ph1-Z、R-Cy-2-Cy-2-Xa-Ph3-Z、R-Cy-2-Cy-J-Xa-Cy-Z、R-Cy-2-Cy-J-Xa-Ph-Z、R-Cy-2-Cy-J-Xa-Ph1-Z、R-Cy-2-Cy-J-Xa-Ph3-Z、R-Cy-2-Cy-Xa-Cy-Z、R-Cy-2-Cy-Xa-Ph-Z、R-Cy-2-Cy-Xa-Ph1-Z、R-Cy-2-Cy-Xa-Ph3-Z、R-Cy-Cy-2-Xa-Cy-Z、R-Cy-Cy-2-Xa-Ph-Z、R-Cy-Cy-2-Xa-Ph1-Z、R-Cy-Cy-2-Xa-Ph3-Z、R-Cy-Cy-J-Xa-Cy-Z、R-Cy-Cy-J-Xa-Ph-Z、R-Cy-Cy-J-Xa-Ph1-Z、R-Cy-Cy-J-Xa-Ph3-Z、R-Cy-Cy-Xa-Cy-Z、R-Cy-Cy-Xa-Ph-Z、R-Cy-Cy-Xa-Ph1-Z、R-Cy-Cy-Xa-Ph3-Z、R-Cy-2-Ph-2-Xa-T-Ph-Z、R-Cy-2-Ph-2-Xa-T-Ph1-Z、R-Cy-2-Ph-2-Xa-T-Ph3-Z、R-Cy-2-Ph-T-Xa-T-Ph-Z、R-Cy-2-Ph-T-Xa-T-Ph1-Z、R-Cy-2-Ph-T-Xa-T-Ph3-Z、
R-Cy-2-Ph-Xa-T-Ph-Z、R-Cy-2-Ph-Xa-T-Ph1-Z、R-Cy-2-Ph-Xa-T-Ph3-Z、R-Cy-T-Ph-2-Xa-T-Ph-Z、R-Cy-T-Ph-2-Xa-T-Ph1-Z、R-Cy-T-Ph-2-Xa-T-Ph3-Z、R-Cy-T-Ph-T-Xa-T-Ph-Z、R-Cy-T-Ph-T-Xa-T-Ph1-Z、R-Cy-T-Ph-T-Xa-T-Ph3-Z、R-Cy-T-Ph-Xa-T-Ph-Z、R-Cy-T-Ph-Xa-T-Ph1-Z、R-Cy-T-Ph-Xa-T-Ph3-Z、R-Cy-Ph-2-Xa-T-Ph-Z、R-Cy-Ph-2-Xa-T-Ph1-Z、R-Cy-Ph-2-Xa-T-Ph3-Z、R-Cy-Ph-T-Xa-T-Ph-Z、R-Cy-Ph-T-Xa-T-Ph1-Z、R-Cy-Ph-T-Xa-T-Ph3-Z、R-Cy-Ph-Xa-T-Ph-Z、
R-Cy-Ph-Xa-T-Ph1-Z、R-Cy-Ph-Xa-T-Ph3-Z、R-Cy-2-Ph-2-Xa-VO-Ph-Z、R-Cy-2-Ph-2-Xa-VO-Ph1-Z、R-Cy-2-Ph-2-Xa-VO-Ph3-Z、R-Cy-2-Ph-T-Xa-VO-Ph-Z、R-Cy-2-Ph-T-Xa-VO-Ph1-Z、R-Cy-2-Ph-T-Xa-VO-Ph3-Z、R-Cy-2-Ph-Xa-VO-Ph-Z、R-Cy-2-Ph-Xa-VO-Ph1-Z、R-Cy-2-Ph-Xa-VO-Ph3-Z、R-Cy-T-Ph-2-Xa-VO-Ph-Z、R-Cy-T-Ph-2-Xa-VO-Ph1-Z、R-Cy-T-Ph-2-Xa-VO-Ph3-Z、R-Cy-T-Ph-T-Xa-VO-Ph-Z、R-Cy-T-Ph-T-Xa-VO-Ph1-Z、R-Cy-T-Ph-T-Xa-VO-Ph3-Z、R-Cy-T-Ph-Xa-VO-Ph-Z、R-Cy-T-Ph-Xa-VO-Ph1-Z、R-Cy-T-Ph-Xa-VO-Ph3-Z、R-Cy-Ph-2-Xa-VO-Ph-Z、R-Cy-Ph-2-Xa-VO-Ph1-Z、R-Cy-Ph-2-Xa-VO-Ph3-Z、R-Cy-Ph-T-Xa-VO-Ph-Z、R-Cy-Ph-T-Xa-VO-Ph1-Z、R-Cy-Ph-T-Xa-VO-Ph3-Z、R-Cy-Ph-Xa-VO-Ph-Z、R-Cy-Ph-Xa-VO-Ph1-Z、R-Cy-Ph-Xa-VO-Ph3-Z、R-Cy-2-Ph-2-Xa-Cy-Z、R-Cy-2-Ph-2-Xa-Ph-Z、R-Cy-2-Ph-2-Xa-Ph1-Z、R-Cy-2-Ph-2-Xa-Ph3-Z、R-Cy-2-Ph-T-Xa-Cy-Z、R-Cy-2-Ph-T-Xa-Ph-Z、R-Cy-2-Ph-T-Xa-Ph1-Z、R-Cy-2-Ph-T-Xa-Ph3-Z、R-Cy-2-Ph-Xa-Cy-Z、R-Cy-2-Ph-Xa-Ph-Z、R-Cy-2-Ph-Xa-Ph1-Z、R-Cy-2-Ph-Xa-Ph3-Z、R-Cy-T-Ph-2-Xa-Cy-Z、R-Cy-T-Ph-2-Xa-Ph-Z、R-Cy-T-Ph-2-Xa-Ph1-Z、R-Cy-T-Ph-2-Xa-Ph3-Z、R-Cy-T-Ph-T-Xa-Cy-Z、R-Cy-T-Ph-T-Xa-Ph-Z、R-Cy-T-Ph-T-Xa-Ph1-Z、R-Cy-T-Ph-T-Xa-Ph3-Z、R-Cy-T-Ph-Xa-Cy-Z、R-Cy-T-Ph-Xa-Ph-Z、R-Cy-T-Ph-Xa-Ph1-Z、R-Cy-T-Ph-Xa-Ph3-Z、R-Cy-Ph-2-Xa-Cy-Z、R-Cy-Ph-2-Xa-Ph-Z、R-Cy-Ph-2-Xa-Ph1-Z、R-Cy-Ph-2-Xa-Ph3-Z、
【００３０】
R-Cy-Ph-T-Xa-Cy-Z、R-Cy-Ph-T-Xa-Ph-Z、R-Cy-Ph-T-Xa-Ph1-Z、R-Cy-Ph-T-Xa-Ph3-Z、R-Cy-Ph-Xa-Cy-Z、R-Cy-Ph-Xa-Ph-Z、R-Cy-Ph-Xa-Ph1-Z、R-Cy-Ph-Xa-Ph3-Z、R-Cy-2-Ph1-2-Xa-T-Ph-Z、R-Cy-2-Ph1-2-Xa-T-Ph1-Z、R-Cy-2-Ph1-2-Xa-T-Ph3-Z、R-Cy-2-Ph1-T-Xa-T-Ph-Z、R-Cy-2-Ph1-T-Xa-T-Ph1-Z、R-Cy-2-Ph1-T-Xa-T-Ph3-Z、R-Cy-2-Ph1-Xa-T-Ph-Z、R-Cy-2-Ph1-Xa-T-Ph1-Z、R-Cy-2-Ph1-Xa-T-Ph3-Z、R-Cy-T-Ph1-2-Xa-T-Ph-Z、R-Cy-T-Ph1-2-Xa-T-Ph1-Z、R-Cy-T-Ph1-2-Xa-T-Ph3-Z、R-Cy-T-Ph1-T-Xa-T-Ph-Z、R-Cy-T-Ph1-T-Xa-T-Ph1-Z、R-Cy-T-Ph1-T-Xa-T-Ph3-Z、R-Cy-T-Ph1-Xa-T-Ph-Z、R-Cy-T-Ph1-Xa-T-Ph1-Z、R-Cy-T-Ph1-Xa-T-Ph3-Z、R-Cy-Ph1-2-Xa-T-Ph-Z、R-Cy-Ph1-2-Xa-T-Ph1-Z、R-Cy-Ph1-2-Xa-T-Ph3-Z、R-Cy-Ph1-T-Xa-T-Ph-Z、R-Cy-Ph1-T-Xa-T-Ph1-Z、R-Cy-Ph1-T-Xa-T-Ph3-Z、R-Cy-Ph1-Xa-T-Ph-Z、R-Cy-Ph1-Xa-T-Ph1-Z、R-Cy-Ph1-Xa-T-Ph3-Z、R-Cy-2-Ph1-2-Xa-VO-Ph-Z、R-Cy-2-Ph1-2-Xa-VO-Ph1-Z、R-Cy-2-Ph1-2-Xa-VO-Ph3-Z、R-Cy-2-Ph1-T-Xa-VO-Ph-Z、R-Cy-2-Ph1-T-Xa-VO-Ph1-Z、R-Cy-2-Ph1-T-Xa-VO-Ph3-Z、R-Cy-2-Ph1-Xa-VO-Ph-Z、R-Cy-2-Ph1-Xa-VO-Ph1-Z、R-Cy-2-Ph1-Xa-VO-Ph3-Z、R-Cy-T-Ph1-2-Xa-VO-Ph-Z、R-Cy-T-Ph1-2-Xa-VO-Ph1-Z、R-Cy-T-Ph1-2-Xa-VO-Ph3-Z、R-Cy-T-Ph1-T-Xa-VO-Ph-Z、R-Cy-T-Ph1-T-Xa-VO-Ph1-Z、R-Cy-T-Ph1-T-Xa-VO-Ph3-Z、R-Cy-T-Ph1-Xa-VO-Ph-Z、R-Cy-T-Ph1-Xa-VO-Ph1-Z、R-Cy-T-Ph1-Xa-VO-Ph3-Z、R-Cy-Ph1-2-Xa-VO-Ph-Z、R-Cy-Ph1-2-Xa-VO-Ph1-Z、R-Cy-Ph1-2-Xa-VO-Ph3-Z、R-Cy-Ph1-T-Xa-VO-Ph-Z、R-Cy-Ph1-T-Xa-VO-Ph1-Z、R-Cy-Ph1-T-Xa-VO-Ph3-Z、R-Cy-Ph1-Xa-VO-Ph-Z、R-Cy-Ph1-Xa-VO-Ph1-Z、R-Cy-Ph1-Xa-VO-Ph3-Z、R-Cy-2-Ph1-2-Xa-Cy-Z、R-Cy-2-Ph1-2-Xa-Ph-Z、R-Cy-2-Ph1-2-Xa-Ph1-Z、R-Cy-2-Ph1-2-Xa-Ph3-Z、R-Cy-2-Ph1-T-Xa-Cy-Z、R-Cy-2-Ph1-T-Xa-Ph-Z、R-Cy-2-Ph1-T-Xa-Ph1-Z、R-Cy-2-Ph1-T-Xa-Ph3-Z、R-Cy-2-Ph1-Xa-Cy-Z、R-Cy-2-Ph1-Xa-Ph-Z、R-Cy-2-Ph1-Xa-Ph1-Z、R-Cy-2-Ph1-Xa-Ph3-Z、R-Cy-T-Ph1-2-Xa-Cy-Z、R-Cy-T-Ph1-2-Xa-Ph-Z、R-Cy-T-Ph1-2-Xa-Ph1-Z、R-Cy-T-Ph1-2-Xa-Ph3-Z、R-Cy-T-Ph1-T-Xa-Cy-Z、R-Cy-T-Ph1-T-Xa-Ph-Z、
【００３１】
R-Cy-T-Ph1-T-Xa-Ph1-Z、R-Cy-T-Ph1-T-Xa-Ph3-Z、R-Cy-T-Ph1-Xa-Cy-Z、R-Cy-T-Ph1-Xa-Ph-Z、R-Cy-T-Ph1-Xa-Ph1-Z、R-Cy-T-Ph1-Xa-Ph3-Z、R-Cy-Ph1-2-Xa-Cy-Z、R-Cy-Ph1-2-Xa-Ph-Z、R-Cy-Ph1-2-Xa-Ph1-Z、R-Cy-Ph1-2-Xa-Ph3-Z、R-Cy-Ph1-T-Xa-Cy-Z、R-Cy-Ph1-T-Xa-Ph-Z、R-Cy-Ph1-T-Xa-Ph1-Z、R-Cy-Ph1-T-Xa-Ph3-Z、R-Cy-Ph1-Xa-Cy-Z、R-Cy-Ph1-Xa-Ph-Z、R-Cy-Ph1-Xa-Ph1-Z、R-Cy-Ph1-Xa-Ph3-Z、R-Cy-T-Ph3-2-Xa-T-Ph-Z、R-Cy-T-Ph3-2-Xa-T-Ph1-Z、R-Cy-T-Ph3-2-Xa-T-Ph3-Z、R-Cy-T-Ph3-T-Xa-T-Ph-Z、R-Cy-T-Ph3-T-Xa-T-Ph1-Z、R-Cy-T-Ph3-T-Xa-T-Ph3-Z、R-Cy-T-Ph3-Xa-T-Ph-Z、R-Cy-T-Ph3-Xa-T-Ph1-Z、R-Cy-T-Ph3-Xa-T-Ph3-Z、R-Cy-Ph3-2-Xa-T-Ph-Z、R-Cy-Ph3-2-Xa-T-Ph1-Z、R-Cy-Ph3-2-Xa-T-Ph3-Z、R-Cy-Ph3-T-Xa-T-Ph-Z、R-Cy-Ph3-T-Xa-T-Ph1-Z、R-Cy-Ph3-T-Xa-T-Ph3-Z、R-Cy-Ph3-Xa-T-Ph-Z、R-Cy-Ph3-Xa-T-Ph1-Z、R-Cy-Ph3-Xa-T-Ph3-Z、R-Cy-T-Ph3-2-Xa-VO-Ph-Z、R-Cy-T-Ph3-2-Xa-VO-Ph1-Z、R-Cy-T-Ph3-2-Xa-VO-Ph3-Z、R-Cy-T-Ph3-T-Xa-VO-Ph-Z、R-Cy-T-Ph3-T-Xa-VO-Ph1-Z、R-Cy-T-Ph3-T-Xa-VO-Ph3-Z、R-Cy-T-Ph3-Xa-VO-Ph-Z、R-Cy-T-Ph3-Xa-VO-Ph1-Z、R-Cy-T-Ph3-Xa-VO-Ph3-Z、R-Cy-Ph3-2-Xa-VO-Ph-Z、R-Cy-Ph3-2-Xa-VO-Ph1-Z、R-Cy-Ph3-2-Xa-VO-Ph3-Z、R-Cy-Ph3-T-Xa-VO-Ph-Z、R-Cy-Ph3-T-Xa-VO-Ph1-Z、R-Cy-Ph3-T-Xa-VO-Ph3-Z、R-Cy-Ph3-Xa-VO-Ph-Z、R-Cy-Ph3-Xa-VO-Ph1-Z、R-Cy-Ph3-Xa-VO-Ph3-Z、R-Cy-T-Ph3-2-Xa-Cy-Z、R-Cy-T-Ph3-2-Xa-Ph-Z、R-Cy-T-Ph3-2-Xa-Ph1-Z、R-Cy-T-Ph3-2-Xa-Ph3-Z、R-Cy-T-Ph3-T-Xa-Cy-Z、R-Cy-T-Ph3-T-Xa-Ph-Z、R-Cy-T-Ph3-T-Xa-Ph1-Z、R-Cy-T-Ph3-T-Xa-Ph3-Z、R-Cy-T-Ph3-Xa-Cy-Z、R-Cy-T-Ph3-Xa-Ph-Z、R-Cy-T-Ph3-Xa-Ph1-Z、R-Cy-T-Ph3-Xa-Ph3-Z、R-Cy-Ph3-2-Xa-Cy-Z、R-Cy-Ph3-2-Xa-Ph-Z、R-Cy-Ph3-2-Xa-Ph1-Z、R-Cy-Ph3-2-Xa-Ph3-Z、R-Cy-Ph3-T-Xa-Cy-Z、R-Cy-Ph3-T-Xa-Ph-Z、R-Cy-Ph3-T-Xa-Ph1-Z、R-Cy-Ph3-T-Xa-Ph3-Z、R-Cy-Ph3-Xa-Cy-Z、R-Cy-Ph3-Xa-Ph-Z、R-Cy-Ph3-Xa-Ph1-Z、R-Cy-Ph3-Xa-Ph3-Z
【００３２】
R-Ph-2-Cy-2-Xa-T-Ph-Z、R-Ph-2-Cy-2-Xa-T-Ph1-Z、R-Ph-2-Cy-2-Xa-T-Ph3-Z、R-Ph-2-Cy-J-Xa-T-Ph-Z、R-Ph-2-Cy-J-Xa-T-Ph1-Z、R-Ph-2-Cy-J-Xa-T-Ph3-Z、R-Ph-2-Cy-Xa-T-Ph-Z、R-Ph-2-Cy-Xa-T-Ph1-Z、R-Ph-2-Cy-Xa-T-Ph3-Z、R-Ph-Cy-2-Xa-T-Ph-Z、R-Ph-Cy-2-Xa-T-Ph1-Z、R-Ph-Cy-2-Xa-T-Ph3-Z、R-Ph-Cy-J-Xa-T-Ph-Z、R-Ph-Cy-J-Xa-T-Ph1-Z、R-Ph-Cy-J-Xa-T-Ph3-Z、R-Ph-Cy-Xa-T-Ph-Z、R-Ph-Cy-Xa-T-Ph1-Z、R-Ph-Cy-Xa-T-Ph3-Z、R-Ph-2-Cy-2-Xa-VO-Ph-Z、R-Ph-2-Cy-2-Xa-VO-Ph1-Z、R-Ph-2-Cy-2-Xa-VO-Ph3-Z、R-Ph-2-Cy-J-Xa-VO-Ph-Z、R-Ph-2-Cy-J-Xa-VO-Ph1-Z、R-Ph-2-Cy-J-Xa-VO-Ph3-Z、R-Ph-2-Cy-Xa-VO-Ph-Z、R-Ph-2-Cy-Xa-VO-Ph1-Z、R-Ph-2-Cy-Xa-VO-Ph3-Z、R-Ph-Cy-2-Xa-VO-Ph-Z、R-Ph-Cy-2-Xa-VO-Ph1-Z、R-Ph-Cy-2-Xa-VO-Ph3-Z、R-Ph-Cy-J-Xa-VO-Ph-Z、R-Ph-Cy-J-Xa-VO-Ph1-Z、R-Ph-Cy-J-Xa-VO-Ph3-Z、R-Ph-Cy-Xa-VO-Ph-Z、R-Ph-Cy-Xa-VO-Ph1-Z、R-Ph-Cy-Xa-VO-Ph3-Z、R-Ph-2-Cy-2-Xa-Cy-Z、R-Ph-2-Cy-2-Xa-Ph-Z、R-Ph-2-Cy-2-Xa-Ph1-Z、R-Ph-2-Cy-2-Xa-Ph3-Z、R-Ph-2-Cy-J-Xa-Cy-Z、R-Ph-2-Cy-J-Xa-Ph-Z、R-Ph-2-Cy-J-Xa-Ph1-Z、R-Ph-2-Cy-J-Xa-Ph3-Z、R-Ph-2-Cy-Xa-Cy-Z、R-Ph-2-Cy-Xa-Ph-Z、R-Ph-2-Cy-Xa-Ph1-Z、R-Ph-2-Cy-Xa-Ph3-Z、R-Ph-Cy-2-Xa-Cy-Z、R-Ph-Cy-2-Xa-Ph-Z、R-Ph-Cy-2-Xa-Ph1-Z、R-Ph-Cy-2-Xa-Ph3-Z、R-Ph-Cy-J-Xa-Cy-Z、R-Ph-Cy-J-Xa-Ph-Z、R-Ph-Cy-J-Xa-Ph1-Z、R-Ph-Cy-J-Xa-Ph3-Z、R-Ph-Cy-Xa-Cy-Z、R-Ph-Cy-Xa-Ph-Z、R-Ph-Cy-Xa-Ph1-Z、R-Ph-Cy-Xa-Ph3-Z、R-Ph-T-Ph-2-Xa-T-Ph-Z、R-Ph-T-Ph-2-Xa-T-Ph1-Z、R-Ph-T-Ph-2-Xa-T-Ph3-Z、R-Ph-T-Ph-T-Xa-T-Ph-Z、R-Ph-T-Ph-T-Xa-T-Ph1-Z、R-Ph-T-Ph-T-Xa-T-Ph3-Z、R-Ph-T-Ph-Xa-T-Ph-Z、R-Ph-T-Ph-Xa-T-Ph1-Z、R-Ph-T-Ph-Xa-T-Ph3-Z、R-Ph-Ph-2-Xa-T-Ph-Z、R-Ph-Ph-2-Xa-T-Ph1-Z、R-Ph-Ph-2-Xa-T-Ph3-Z、R-Ph-Ph-T-Xa-T-Ph-Z、R-Ph-Ph-T-Xa-T-Ph1-Z、R-Ph-Ph-T-Xa-T-Ph3-Z、R-Ph-Ph-Xa-T-Ph-Z、R-Ph-Ph-Xa-T-Ph1-Z、R-Ph-Ph-Xa-T-Ph3-Z、R-Ph-T-Ph-2-Xa-VO-Ph-Z、R-Ph-T-Ph-2-Xa-VO-Ph1-Z、R-Ph-T-Ph-2-Xa-VO-Ph3-Z、R-Ph-T-Ph-T-Xa-VO-Ph-Z、R-Ph-T-Ph-T-Xa-VO-Ph1-Z、R-Ph-T-Ph-T-Xa-VO-Ph3-Z、R-Ph-T-Ph-Xa-VO-Ph-Z、R-Ph-T-Ph-Xa-VO-Ph1-Z、R-Ph-T-Ph-Xa-VO-Ph3-Z、R-Ph-Ph-2-Xa-VO-Ph-Z、R-Ph-Ph-2-Xa-VO-Ph1-Z、
【００３３】
R-Ph-Ph-2-Xa-VO-Ph3-Z、R-Ph-Ph-T-Xa-VO-Ph-Z、R-Ph-Ph-T-Xa-VO-Ph1-Z、R-Ph-Ph-T-Xa-VO-Ph3-Z、R-Ph-Ph-Xa-VO-Ph-Z、R-Ph-Ph-Xa-VO-Ph1-Z、R-Ph-Ph-Xa-VO-Ph3-Z、R-Ph-T-Ph-2-Xa-Cy-Z、R-Ph-T-Ph-2-Xa-Ph-Z、R-Ph-T-Ph-2-Xa-Ph1-Z、R-Ph-T-Ph-2-Xa-Ph3-Z、R-Ph-T-Ph-T-Xa-Cy-Z、R-Ph-T-Ph-T-Xa-Ph-Z、R-Ph-T-Ph-T-Xa-Ph1-Z、R-Ph-T-Ph-T-Xa-Ph3-Z、R-Ph-T-Ph-Xa-Cy-Z、R-Ph-T-Ph-Xa-Ph-Z、R-Ph-T-Ph-Xa-Ph1-Z、R-Ph-T-Ph-Xa-Ph3-Z、R-Ph-Ph-2-Xa-Cy-Z、R-Ph-Ph-2-Xa-Ph-Z、R-Ph-Ph-2-Xa-Ph1-Z、R-Ph-Ph-2-Xa-Ph3-Z、R-Ph-Ph-T-Xa-Cy-Z、R-Ph-Ph-T-Xa-Ph-Z、R-Ph-Ph-T-Xa-Ph1-Z、R-Ph-Ph-T-Xa-Ph3-Z、R-Ph-Ph-Xa-Cy-Z、R-Ph-Ph-Xa-Ph-Z、R-Ph-Ph-Xa-Ph1-Z、R-Ph-Ph-Xa-Ph3-Z、R-Ph-T-Ph1-2-Xa-T-Ph-Z、R-Ph-T-Ph1-2-Xa-T-Ph1-Z、R-Ph-T-Ph1-2-Xa-T-Ph3-Z、R-Ph-T-Ph1-T-Xa-T-Ph-Z、R-Ph-T-Ph1-T-Xa-T-Ph1-Z、R-Ph-T-Ph1-T-Xa-T-Ph3-Z、R-Ph-T-Ph1-Xa-T-Ph-Z、R-Ph-T-Ph1-Xa-T-Ph1-Z、R-Ph-T-Ph1-Xa-T-Ph3-Z、R-Ph-Ph1-2-Xa-T-Ph-Z、R-Ph-Ph1-2-Xa-T-Ph1-Z、R-Ph-Ph1-2-Xa-T-Ph3-Z、R-Ph-Ph1-T-Xa-T-Ph-Z、R-Ph-Ph1-T-Xa-T-Ph1-Z、R-Ph-Ph1-T-Xa-T-Ph3-Z、R-Ph-Ph1-Xa-T-Ph-Z、R-Ph-Ph1-Xa-T-Ph1-Z、R-Ph-Ph1-Xa-T-Ph3-Z、R-Ph-T-Ph1-2-Xa-VO-Ph-Z、R-Ph-T-Ph1-2-Xa-VO-Ph1-Z、R-Ph-T-Ph1-2-Xa-VO-Ph3-Z、R-Ph-T-Ph1-T-Xa-VO-Ph-Z、R-Ph-T-Ph1-T-Xa-VO-Ph1-Z、R-Ph-T-Ph1-T-Xa-VO-Ph3-Z、R-Ph-T-Ph1-Xa-VO-Ph-Z、R-Ph-T-Ph1-Xa-VO-Ph1-Z、R-Ph-T-Ph1-Xa-VO-Ph3-Z、R-Ph-Ph1-2-Xa-VO-Ph-Z、R-Ph-Ph1-2-Xa-VO-Ph1-Z、R-Ph-Ph1-2-Xa-VO-Ph3-Z、R-Ph-Ph1-T-Xa-VO-Ph-Z、R-Ph-Ph1-T-Xa-VO-Ph1-Z、R-Ph-Ph1-T-Xa-VO-Ph3-Z、R-Ph-Ph1-Xa-VO-Ph-Z、R-Ph-Ph1-Xa-VO-Ph1-Z、R-Ph-Ph1-Xa-VO-Ph3-Z、R-Ph-T-Ph1-2-Xa-Cy-Z、R-Ph-T-Ph1-2-Xa-Ph-Z、R-Ph-T-Ph1-2-Xa-Ph1-Z、R-Ph-T-Ph1-2-Xa-Ph3-Z、R-Ph-T-Ph1-T-Xa-Cy-Z、R-Ph-T-Ph1-T-Xa-Ph-Z、R-Ph-T-Ph1-T-Xa-Ph1-Z、R-Ph-T-Ph1-T-Xa-Ph3-Z、R-Ph-T-Ph1-Xa-Cy-Z、R-Ph-T-Ph1-Xa-Ph-Z、R-Ph-T-Ph1-Xa-Ph1-Z、R-Ph-T-Ph1-Xa-Ph3-Z、R-Ph-Ph1-2-Xa-Cy-Z、R-Ph-Ph1-2-Xa-Ph-Z、R-Ph-Ph1-2-Xa-Ph1-Z、R-Ph-Ph1-2-Xa-Ph3-Z、R-Ph-Ph1-T-Xa-Cy-Z、R-Ph-Ph1-T-Xa-Ph-Z、R-Ph-Ph1-T-Xa-Ph1-Z、R-Ph-Ph1-T-Xa-Ph3-Z、R-Ph-Ph1-Xa-Cy-Z、R-Ph-Ph1-Xa-Ph-Z、R-Ph-Ph1-Xa-Ph1-Z、R-Ph-Ph1-Xa-Ph3-Z、R-Ph-T-Ph3-2-Xa-T-Ph-Z、R-Ph-T-Ph3-2-Xa-T-Ph1-Z、R-Ph-T-Ph3-2-Xa-T-Ph3-Z、R-Ph-T-Ph3-T-Xa-T-Ph-Z、R-Ph-T-Ph3-T-Xa-T-Ph1-Z、R-Ph-T-Ph3-T-Xa-T-Ph3-Z、R-Ph-T-Ph3-Xa-T-Ph-Z、R-Ph-T-Ph3-Xa-T-Ph1-Z、R-Ph-T-Ph3-Xa-T-Ph3-Z、R-Ph-Ph3-2-Xa-T-Ph-Z、
【００３４】
R-Ph-Ph3-2-Xa-T-Ph1-Z、R-Ph-Ph3-2-Xa-T-Ph3-Z、R-Ph-Ph3-T-Xa-T-Ph-Z、R-Ph-Ph3-T-Xa-T-Ph1-Z、R-Ph-Ph3-T-Xa-T-Ph3-Z、R-Ph-Ph3-Xa-T-Ph-Z、R-Ph-Ph3-Xa-T-Ph1-Z、R-Ph-Ph3-Xa-T-Ph3-Z、R-Ph-T-Ph3-2-Xa-VO-Ph-Z、R-Ph-T-Ph3-2-Xa-VO-Ph1-Z、R-Ph-T-Ph3-2-Xa-VO-Ph3-Z、R-Ph-T-Ph3-T-Xa-VO-Ph-Z、R-Ph-T-Ph3-T-Xa-VO-Ph1-Z、R-Ph-T-Ph3-T-Xa-VO-Ph3-Z、R-Ph-T-Ph3-Xa-VO-Ph-Z、R-Ph-T-Ph3-Xa-VO-Ph1-Z、R-Ph-T-Ph3-Xa-VO-Ph3-Z、R-Ph-Ph3-2-Xa-VO-Ph-Z、R-Ph-Ph3-2-Xa-VO-Ph1-Z、R-Ph-Ph3-2-Xa-VO-Ph3-Z、R-Ph-Ph3-T-Xa-VO-Ph-Z、R-Ph-Ph3-T-Xa-VO-Ph1-Z、R-Ph-Ph3-T-Xa-VO-Ph3-Z、R-Ph-Ph3-Xa-VO-Ph-Z、R-Ph-Ph3-Xa-VO-Ph1-Z、R-Ph-Ph3-Xa-VO-Ph3-Z、R-Ph-T-Ph3-2-Xa-Cy-Z、R-Ph-T-Ph3-2-Xa-Ph-Z、R-Ph-T-Ph3-2-Xa-Ph1-Z、R-Ph-T-Ph3-2-Xa-Ph3-Z、R-Ph-T-Ph3-T-Xa-Cy-Z、R-Ph-T-Ph3-T-Xa-Ph-Z、R-Ph-T-Ph3-T-Xa-Ph1-Z、R-Ph-T-Ph3-T-Xa-Ph3-Z、R-Ph-T-Ph3-Xa-Cy-Z、R-Ph-T-Ph3-Xa-Ph-Z、R-Ph-T-Ph3-Xa-Ph1-Z、R-Ph-T-Ph3-Xa-Ph3-Z、R-Ph-Ph3-2-Xa-Cy-Z、R-Ph-Ph3-2-Xa-Ph-Z、R-Ph-Ph3-2-Xa-Ph1-Z、R-Ph-Ph3-2-Xa-Ph3-Z、R-Ph-Ph3-T-Xa-Cy-Z、R-Ph-Ph3-T-Xa-Ph-Z、R-Ph-Ph3-T-Xa-Ph1-Z、R-Ph-Ph3-T-Xa-Ph3-Z、R-Ph-Ph3-Xa-Cy-Z、R-Ph-Ph3-Xa-Ph-Z、R-Ph-Ph3-Xa-Ph1-Z、R-Ph-Ph3-Xa-Ph3-Z、R-Ph1-T-Ph-2-Xa-T-Ph-Z、R-Ph1-T-Ph-2-Xa-T-Ph1-Z、R-Ph1-T-Ph-2-Xa-T-Ph3-Z、R-Ph1-T-Ph-T-Xa-T-Ph-Z、R-Ph1-T-Ph-T-Xa-T-Ph1-Z、R-Ph1-T-Ph-T-Xa-T-Ph3-Z、R-Ph1-T-Ph-Xa-T-Ph-Z、R-Ph1-T-Ph-Xa-T-Ph1-Z、R-Ph1-T-Ph-Xa-T-Ph3-Z、R-Ph1-Ph-2-Xa-T-Ph-Z、R-Ph1-Ph-2-Xa-T-Ph1-Z、R-Ph1-Ph-2-Xa-T-Ph3-Z、R-Ph1-Ph-T-Xa-T-Ph-Z、R-Ph1-Ph-T-Xa-T-Ph1-Z、R-Ph1-Ph-T-Xa-T-Ph3-Z、R-Ph1-Ph-Xa-T-Ph-Z、R-Ph1-Ph-Xa-T-Ph1-Z、R-Ph1-Ph-Xa-T-Ph3-Z、R-Ph1-T-Ph-2-Xa-VO-Ph-Z、R-Ph1-T-Ph-2-Xa-VO-Ph1-Z、R-Ph1-T-Ph-2-Xa-VO-Ph3-Z、R-Ph1-T-Ph-T-Xa-VO-Ph-Z、R-Ph1-T-Ph-T-Xa-VO-Ph1-Z、R-Ph1-T-Ph-T-Xa-VO-Ph3-Z、R-Ph1-T-Ph-Xa-VO-Ph-Z、R-Ph1-T-Ph-Xa-VO-Ph1-Z、R-Ph1-T-Ph-Xa-VO-Ph3-Z、R-Ph1-Ph-2-Xa-VO-Ph-Z、R-Ph1-Ph-2-Xa-VO-Ph1-Z、R-Ph1-Ph-2-Xa-VO-Ph3-Z、R-Ph1-Ph-T-Xa-VO-Ph-Z、R-Ph1-Ph-T-Xa-VO-Ph1-Z、R-Ph1-Ph-T-Xa-VO-Ph3-Z、R-Ph1-Ph-Xa-VO-Ph-Z、R-Ph1-Ph-Xa-VO-Ph1-Z、R-Ph1-Ph-Xa-VO-Ph3-Z、R-Ph1-T-Ph-2-Xa-Cy-Z、R-Ph1-T-Ph-2-Xa-Ph-Z、R-Ph1-T-Ph-2-Xa-Ph1-Z、R-Ph1-T-Ph-2-Xa-Ph3-Z、R-Ph1-T-Ph-T-Xa-Cy-Z、R-Ph1-T-Ph-T-Xa-Ph-Z、R-Ph1-T-Ph-T-Xa-Ph1-Z、R-Ph1-T-Ph-T-Xa-Ph3-Z、R-Ph1-T-Ph-Xa-Cy-Z、
【００３５】
R-Ph1-T-Ph-Xa-Ph-Z、R-Ph1-T-Ph-Xa-Ph1-Z、R-Ph1-T-Ph-Xa-Ph3-Z、R-Ph1-Ph-2-Xa-Cy-Z、R-Ph1-Ph-2-Xa-Ph-Z、R-Ph1-Ph-2-Xa-Ph1-Z、R-Ph1-Ph-2-Xa-Ph3-Z、R-Ph1-Ph-T-Xa-Cy-Z、R-Ph1-Ph-T-Xa-Ph-Z、R-Ph1-Ph-T-Xa-Ph1-Z、R-Ph1-Ph-T-Xa-Ph3-Z、R-Ph1-Ph-Xa-Cy-Z、R-Ph1-Ph-Xa-Ph-Z、R-Ph1-Ph-Xa-Ph1-Z、R-Ph1-Ph-Xa-Ph3-Z、R-Ph1-T-Ph1-2-Xa-T-Ph-Z、R-Ph1-T-Ph1-2-Xa-T-Ph1-Z、R-Ph1-T-Ph1-2-Xa-T-Ph3-Z、R-Ph1-T-Ph1-T-Xa-T-Ph-Z、R-Ph1-T-Ph1-T-Xa-T-Ph1-Z、R-Ph1-T-Ph1-T-Xa-T-Ph3-Z、R-Ph1-T-Ph1-Xa-T-Ph-Z、R-Ph1-T-Ph1-Xa-T-Ph1-Z、R-Ph1-T-Ph1-Xa-T-Ph3-Z、R-Ph1-Ph1-2-Xa-T-Ph-Z、R-Ph1-Ph1-2-Xa-T-Ph1-Z、R-Ph1-Ph1-2-Xa-T-Ph3-Z、R-Ph1-Ph1-T-Xa-T-Ph-Z、R-Ph1-Ph1-T-Xa-T-Ph1-Z、R-Ph1-Ph1-T-Xa-T-Ph3-Z、R-Ph1-Ph1-Xa-T-Ph-Z、R-Ph1-Ph1-Xa-T-Ph1-Z、R-Ph1-Ph1-Xa-T-Ph3-Z、R-Ph1-T-Ph1-2-Xa-VO-Ph-Z、R-Ph1-T-Ph1-2-Xa-VO-Ph1-Z、R-Ph1-T-Ph1-2-Xa-VO-Ph3-Z、R-Ph1-T-Ph1-T-Xa-VO-Ph-Z、R-Ph1-T-Ph1-T-Xa-VO-Ph1-Z、R-Ph1-T-Ph1-T-Xa-VO-Ph3-Z、R-Ph1-T-Ph1-Xa-VO-Ph-Z、R-Ph1-T-Ph1-Xa-VO-Ph1-Z、R-Ph1-T-Ph1-Xa-VO-Ph3-Z、R-Ph1-Ph1-2-Xa-VO-Ph-Z、R-Ph1-Ph1-2-Xa-VO-Ph1-Z、R-Ph1-Ph1-2-Xa-VO-Ph3-Z、R-Ph1-Ph1-T-Xa-VO-Ph-Z、R-Ph1-Ph1-T-Xa-VO-Ph1-Z、R-Ph1-Ph1-T-Xa-VO-Ph3-Z、R-Ph1-Ph1-Xa-VO-Ph-Z、R-Ph1-Ph1-Xa-VO-Ph1-Z、R-Ph1-Ph1-Xa-VO-Ph3-Z、R-Ph1-T-Ph1-2-Xa-Cy-Z、R-Ph1-T-Ph1-2-Xa-Ph-Z、R-Ph1-T-Ph1-2-Xa-Ph1-Z、R-Ph1-T-Ph1-2-Xa-Ph3-Z、R-Ph1-T-Ph1-T-Xa-Cy-Z、R-Ph1-T-Ph1-T-Xa-Ph-Z、R-Ph1-T-Ph1-T-Xa-Ph1-Z、R-Ph1-T-Ph1-T-Xa-Ph3-Z、R-Ph1-T-Ph1-Xa-Cy-Z、R-Ph1-T-Ph1-Xa-Ph-Z、R-Ph1-T-Ph1-Xa-Ph1-Z、R-Ph1-T-Ph1-Xa-Ph3-Z、R-Ph1-Ph1-2-Xa-Cy-Z、R-Ph1-Ph1-2-Xa-Ph-Z、R-Ph1-Ph1-2-Xa-Ph1-Z、R-Ph1-Ph1-2-Xa-Ph3-Z、
【００３６】
R-Ph1-Ph1-T-Xa-Cy-Z、R-Ph1-Ph1-T-Xa-Ph-Z、R-Ph1-Ph1-T-Xa-Ph1-Z、R-Ph1-Ph1-T-Xa-Ph3-Z、R-Ph1-Ph1-Xa-Cy-Z、R-Ph1-Ph1-Xa-Ph-Z、R-Ph1-Ph1-Xa-Ph1-Z、R-Ph1-Ph1-Xa-Ph3-Z、R-Ph1-T-Ph3-2-Xa-T-Ph-Z、R-Ph1-T-Ph3-2-Xa-T-Ph1-Z、R-Ph1-T-Ph3-2-Xa-T-Ph3-Z、R-Ph1-T-Ph3-T-Xa-T-Ph-Z、R-Ph1-T-Ph3-T-Xa-T-Ph1-Z、R-Ph1-T-Ph3-T-Xa-T-Ph3-Z、R-Ph1-T-Ph3-Xa-T-Ph-Z、R-Ph1-T-Ph3-Xa-T-Ph1-Z、R-Ph1-T-Ph3-Xa-T-Ph3-Z、R-Ph1-Ph3-2-Xa-T-Ph-Z、R-Ph1-Ph3-2-Xa-T-Ph1-Z、R-Ph1-Ph3-2-Xa-T-Ph3-Z、R-Ph1-Ph3-T-Xa-T-Ph-Z、R-Ph1-Ph3-T-Xa-T-Ph1-Z、R-Ph1-Ph3-T-Xa-T-Ph3-Z、R-Ph1-Ph3-Xa-T-Ph-Z、R-Ph1-Ph3-Xa-T-Ph1-Z、R-Ph1-Ph3-Xa-T-Ph3-Z、R-Ph1-T-Ph3-2-Xa-VO-Ph-Z、R-Ph1-T-Ph3-2-Xa-VO-Ph1-Z、R-Ph1-T-Ph3-2-Xa-VO-Ph3-Z、R-Ph1-T-Ph3-T-Xa-VO-Ph-Z、R-Ph1-T-Ph3-T-Xa-VO-Ph1-Z、R-Ph1-T-Ph3-T-Xa-VO-Ph3-Z、R-Ph1-T-Ph3-Xa-VO-Ph-Z、R-Ph1-T-Ph3-Xa-VO-Ph1-Z、R-Ph1-T-Ph3-Xa-VO-Ph3-Z、R-Ph1-Ph3-2-Xa-VO-Ph-Z、R-Ph1-Ph3-2-Xa-VO-Ph1-Z、R-Ph1-Ph3-2-Xa-VO-Ph3-Z、R-Ph1-Ph3-T-Xa-VO-Ph-Z、R-Ph1-Ph3-T-Xa-VO-Ph1-Z、R-Ph1-Ph3-T-Xa-VO-Ph3-Z、R-Ph1-Ph3-Xa-VO-Ph-Z、R-Ph1-Ph3-Xa-VO-Ph1-Z、R-Ph1-Ph3-Xa-VO-Ph3-Z、R-Ph1-T-Ph3-2-Xa-Cy-Z、R-Ph1-T-Ph3-2-Xa-Ph-Z、R-Ph1-T-Ph3-2-Xa-Ph1-Z、R-Ph1-T-Ph3-2-Xa-Ph3-Z、R-Ph1-T-Ph3-T-Xa-Cy-Z、R-Ph1-T-Ph3-T-Xa-Ph-Z、R-Ph1-T-Ph3-T-Xa-Ph1-Z、R-Ph1-T-Ph3-T-Xa-Ph3-Z、R-Ph1-T-Ph3-Xa-Cy-Z、R-Ph1-T-Ph3-Xa-Ph-Z、R-Ph1-T-Ph3-Xa-Ph1-Z、R-Ph1-T-Ph3-Xa-Ph3-Z、R-Ph1-Ph3-2-Xa-Cy-Z、R-Ph1-Ph3-2-Xa-Ph-Z、R-Ph1-Ph3-2-Xa-Ph1-Z、R-Ph1-Ph3-2-Xa-Ph3-Z、R-Ph1-Ph3-T-Xa-Cy-Z、R-Ph1-Ph3-T-Xa-Ph-Z、R-Ph1-Ph3-T-Xa-Ph1-Z、R-Ph1-Ph3-T-Xa-Ph3-Z、R-Ph1-Ph3-Xa-Cy-Z、R-Ph1-Ph3-Xa-Ph-Z、R-Ph1-Ph3-Xa-Ph1-Z、R-Ph1-Ph3-Xa-Ph3-Z、R-Ph3-T-Ph-2-Xa-T-Ph-Z、R-Ph3-T-Ph-2-Xa-T-Ph1-Z、R-Ph3-T-Ph-2-Xa-T-Ph3-Z、R-Ph3-T-Ph-T-Xa-T-Ph-Z、R-Ph3-T-Ph-T-Xa-T-Ph1-Z、R-Ph3-T-Ph-T-Xa-T-Ph3-Z、R-Ph3-T-Ph-Xa-T-Ph-Z、R-Ph3-T-Ph-Xa-T-Ph1-Z、R-Ph3-T-Ph-Xa-T-Ph3-Z、R-Ph3-Ph-2-Xa-T-Ph-Z、R-Ph3-Ph-2-Xa-T-Ph1-Z、R-Ph3-Ph-2-Xa-T-Ph3-Z、R-Ph3-Ph-T-Xa-T-Ph-Z、R-Ph3-Ph-T-Xa-T-Ph1-Z、R-Ph3-Ph-T-Xa-T-Ph3-Z、R-Ph3-Ph-Xa-T-Ph-Z、R-Ph3-Ph-Xa-T-Ph1-Z、R-Ph3-Ph-Xa-T-Ph3-Z、R-Ph3-T-Ph-2-Xa-VO-Ph-Z、R-Ph3-T-Ph-2-Xa-VO-Ph1-Z、R-Ph3-T-Ph-2-Xa-VO-Ph3-Z、R-Ph3-T-Ph-T-Xa-VO-Ph-Z、R-Ph3-T-Ph-T-Xa-VO-Ph1-Z、
【００３７】
R-Ph3-T-Ph-T-Xa-VO-Ph3-Z、R-Ph3-T-Ph-Xa-VO-Ph-Z、R-Ph3-T-Ph-Xa-VO-Ph1-Z、R-Ph3-T-Ph-Xa-VO-Ph3-Z、R-Ph3-Ph-2-Xa-VO-Ph-Z、R-Ph3-Ph-2-Xa-VO-Ph1-Z、R-Ph3-Ph-2-Xa-VO-Ph3-Z、R-Ph3-Ph-T-Xa-VO-Ph-Z、R-Ph3-Ph-T-Xa-VO-Ph1-Z、R-Ph3-Ph-T-Xa-VO-Ph3-Z、R-Ph3-Ph-Xa-VO-Ph-Z、R-Ph3-Ph-Xa-VO-Ph1-Z、R-Ph3-Ph-Xa-VO-Ph3-Z、R-Ph3-T-Ph-2-Xa-Cy-Z、R-Ph3-T-Ph-2-Xa-Ph-Z、R-Ph3-T-Ph-2-Xa-Ph1-Z、R-Ph3-T-Ph-2-Xa-Ph3-Z、R-Ph3-T-Ph-T-Xa-Cy-Z、R-Ph3-T-Ph-T-Xa-Ph-Z、R-Ph3-T-Ph-T-Xa-Ph1-Z、R-Ph3-T-Ph-T-Xa-Ph3-Z、R-Ph3-T-Ph-Xa-Cy-Z、R-Ph3-T-Ph-Xa-Ph-Z、R-Ph3-T-Ph-Xa-Ph1-Z、R-Ph3-T-Ph-Xa-Ph3-Z、R-Ph3-Ph-2-Xa-Cy-Z、R-Ph3-Ph-2-Xa-Ph-Z、R-Ph3-Ph-2-Xa-Ph1-Z、R-Ph3-Ph-2-Xa-Ph3-Z、R-Ph3-Ph-T-Xa-Cy-Z、R-Ph3-Ph-T-Xa-Ph-Z、R-Ph3-Ph-T-Xa-Ph1-Z、R-Ph3-Ph-T-Xa-Ph3-Z、R-Ph3-Ph-Xa-Cy-Z、R-Ph3-Ph-Xa-Ph-Z、R-Ph3-Ph-Xa-Ph1-Z、R-Ph3-Ph-Xa-Ph3-Z、R-Ph3-T-Ph1-2-Xa-T-Ph-Z、R-Ph3-T-Ph1-2-Xa-T-Ph1-Z、R-Ph3-T-Ph1-2-Xa-T-Ph3-Z、R-Ph3-T-Ph1-T-Xa-T-Ph-Z、R-Ph3-T-Ph1-T-Xa-T-Ph1-Z、R-Ph3-T-Ph1-T-Xa-T-Ph3-Z、R-Ph3-T-Ph1-Xa-T-Ph-Z、R-Ph3-T-Ph1-Xa-T-Ph1-Z、R-Ph3-T-Ph1-Xa-T-Ph3-Z、R-Ph3-Ph1-2-Xa-T-Ph-Z、R-Ph3-Ph1-2-Xa-T-Ph1-Z、R-Ph3-Ph1-2-Xa-T-Ph3-Z、R-Ph3-Ph1-T-Xa-T-Ph-Z、R-Ph3-Ph1-T-Xa-T-Ph1-Z、R-Ph3-Ph1-T-Xa-T-Ph3-Z、R-Ph3-Ph1-Xa-T-Ph-Z、R-Ph3-Ph1-Xa-T-Ph1-Z、R-Ph3-Ph1-Xa-T-Ph3-Z、R-Ph3-T-Ph1-2-Xa-VO-Ph-Z、R-Ph3-T-Ph1-2-Xa-VO-Ph1-Z、R-Ph3-T-Ph1-2-Xa-VO-Ph3-Z、R-Ph3-T-Ph1-T-Xa-VO-Ph-Z、R-Ph3-T-Ph1-T-Xa-VO-Ph1-Z、R-Ph3-T-Ph1-T-Xa-VO-Ph3-Z、R-Ph3-T-Ph1-Xa-VO-Ph-Z、R-Ph3-T-Ph1-Xa-VO-Ph1-Z、R-Ph3-T-Ph1-Xa-VO-Ph3-Z、R-Ph3-Ph1-2-Xa-VO-Ph-Z、R-Ph3-Ph1-2-Xa-VO-Ph1-Z、R-Ph3-Ph1-2-Xa-VO-Ph3-Z、R-Ph3-Ph1-T-Xa-VO-Ph-Z、R-Ph3-Ph-Z、
【００３８】
1-T-Xa-VO-Ph1-Z、R-Ph3-Ph1-T-Xa-VO-Ph3-Z、R-Ph3-Ph1-Xa-VO-Ph-Z、R-Ph3-Ph1-Xa-VO-Ph1-Z、R-Ph3-Ph1-Xa-VO-Ph3-Z、R-Ph3-T-Ph1-2-Xa-Cy-Z、R-Ph3-T-Ph1-2-Xa-Ph-Z、R-Ph3-T-Ph1-2-Xa-Ph1-Z、R-Ph3-T-Ph1-2-Xa-Ph3-Z、R-Ph3-T-Ph1-T-Xa-Cy-Z、R-Ph3-T-Ph1-T-Xa-Ph-Z、R-Ph3-T-Ph1-T-Xa-Ph1-Z、R-Ph3-T-Ph1-T-Xa-Ph3-Z、R-Ph3-T-Ph1-Xa-Cy-Z、R-Ph3-T-Ph1-Xa-Ph-Z、R-Ph3-T-Ph1-Xa-Ph1-Z、R-Ph3-T-Ph1-Xa-Ph3-Z、R-Ph3-Ph1-2-Xa-Cy-Z、R-Ph3-Ph1-2-Xa-Ph-Z、R-Ph3-Ph1-2-Xa-Ph1-Z、R-Ph3-Ph1-2-Xa-Ph3-Z、R-Ph3-Ph1-T-Xa-Cy-Z、R-Ph3-Ph1-T-Xa-Ph-Z、R-Ph3-Ph1-T-Xa-Ph1-Z、R-Ph3-Ph1-T-Xa-Ph3-Z、R-Ph3-Ph1-Xa-Cy-Z、R-Ph3-Ph1-Xa-Ph-Z、R-Ph3-Ph1-Xa-Ph1-Z、R-Ph3-Ph1-Xa-Ph3-Z、R-Ph3-T-Ph3-2-Xa-T-Ph-Z、R-Ph3-T-Ph3-2-Xa-T-Ph1-Z、R-Ph3-T-Ph3-2-Xa-T-Ph3-Z、R-Ph3-T-Ph3-T-Xa-T-Ph-Z、R-Ph3-T-Ph3-T-Xa-T-Ph1-Z、R-Ph3-T-Ph3-T-Xa-T-Ph3-Z、R-Ph3-T-Ph3-Xa-T-Ph-Z、R-Ph3-T-Ph3-Xa-T-Ph1-Z、R-Ph3-T-Ph3-Xa-T-Ph3-Z、R-Ph3-Ph3-2-Xa-T-Ph-Z、R-Ph3-Ph3-2-Xa-T-Ph1-Z、R-Ph3-Ph3-2-Xa-T-Ph3-Z、R-Ph3-Ph3-T-Xa-T-Ph-Z、R-Ph3-Ph3-T-Xa-T-Ph1-Z、R-Ph3-Ph3-T-Xa-T-Ph3-Z、R-Ph3-Ph3-Xa-T-Ph-Z、R-Ph3-Ph3-Xa-T-Ph1-Z、R-Ph3-Ph3-Xa-T-Ph3-Z、R-Ph3-T-Ph3-2-Xa-VO-Ph-Z、R-Ph3-T-Ph3-2-Xa-VO-Ph1-Z、R-Ph3-T-Ph3-2-Xa-VO-Ph3-Z、R-Ph3-T-Ph3-T-Xa-VO-Ph-Z、R-Ph3-T-Ph3-T-Xa-VO-Ph1-Z、R-Ph3-T-Ph3-T-Xa-VO-Ph3-Z、R-Ph3-T-Ph3-Xa-VO-Ph-Z、R-Ph3-T-Ph3-Xa-VO-Ph1-Z、R-Ph3-T-Ph3-Xa-VO-Ph3-Z、R-Ph3-Ph3-2-Xa-VO-Ph-Z、R-Ph3-Ph3-2-Xa-VO-Ph1-Z、R-Ph3-Ph3-2-Xa-VO-Ph3-Z、R-Ph3-Ph3-T-Xa-VO-Ph-Z、R-Ph3-Ph3-T-Xa-VO-Ph1-Z、R-Ph3-Ph3-T-Xa-VO-Ph3-Z、R-Ph3-Ph3-Xa-VO-Ph-Z、R-Ph3-Ph3-Xa-VO-Ph1-Z、R-Ph3-Ph3-Xa-VO-Ph3-Z、R-Ph3-T-Ph3-2-Xa-Cy-Z、R-Ph3-T-Ph3-2-Xa-Ph-Z、R-Ph3-T-Ph3-2-Xa-Ph1-Z、R-Ph3-T-Ph3-2-Xa-Ph3-Z、R-Ph3-T-Ph3-T-Xa-Cy-Z、R-Ph3-T-Ph3-T-Xa-Ph-Z、R-Ph3-T-Ph3-T-Xa-Ph1-Z、R-Ph3-T-Ph3-T-Xa-Ph3-Z、R-Ph3-T-Ph3-Xa-Cy-Z、R-Ph3-T-Ph3-Xa-Ph-Z、R-Ph3-T-Ph3-Xa-Ph1-Z、R-Ph3-T-Ph3-Xa-Ph3-Z、R-Ph3-Ph3-2-Xa-Cy-Z、R-Ph3-Ph3-2-Xa-Ph-Z、R-Ph3-Ph3-2-Xa-Ph1-Z、R-Ph3-Ph3-2-Xa-Ph3-Z、R-Ph3-Ph3-T-Xa-Cy-Z、R-Ph3-Ph3-T-Xa-Ph-Z、R-Ph3-Ph3-T-Xa-Ph1-Z、R-Ph3-Ph3-T-Xa-Ph3-Z、R-Ph3-Ph3-Xa-Cy-Z、R-Ph3-Ph3-Xa-Ph-Z、R-Ph3-Ph3-Xa-Ph1-Z、R-Ph3-Ph3-Xa-Ph3-Z
【００３９】
R-Xa-2-Ph-G-Ph-Z、R-Xa-2-Ph-G-Ph1-Z、R-Xa-2-Ph-G-Ph3-Z、R-Xa-2-Ph-T-Ph-Z、R-Xa-2-Ph-T-Ph1-Z、R-Xa-2-Ph-T-Ph3-Z、R-Xa-2-Ph-VO-Ph-Z、R-Xa-2-Ph-VO-Ph1-Z、R-Xa-2-Ph-VO-Ph3-Z、R-Xa-2-Ph-Cy-Z、R-Xa-2-Ph-Ph-Z、R-Xa-2-Ph-Ph1-Z、R-Xa-2-Ph-Ph3-Z、R-Xa-2-Ph1-G-Ph-Z、R-Xa-2-Ph1-G-Ph1-Z、R-Xa-2-Ph1-G-Ph3-Z、R-Xa-2-Ph1-T-Ph-Z、R-Xa-2-Ph1-T-Ph1-Z、R-Xa-2-Ph1-T-Ph3-Z、R-Xa-2-Ph1-VO-Ph-Z、R-Xa-2-Ph1-VO-Ph1-Z、R-Xa-2-Ph1-VO-Ph3-Z、R-Xa-2-Ph1-Cy-Z、R-Xa-2-Ph1-Ph-Z、R-Xa-2-Ph1-Ph1-Z、R-Xa-2-Ph1-Ph3-Z、R-Xa-2-Ph3-G-Ph-Z、R-Xa-2-Ph3-G-Ph1-Z、R-Xa-2-Ph3-G-Ph3-Z、R-Xa-2-Ph3-T-Ph-Z、R-Xa-2-Ph3-T-Ph1-Z、R-Xa-2-Ph3-T-Ph3-Z、R-Xa-2-Ph3-VO-Ph-Z、R-Xa-2-Ph3-VO-Ph1-Z、R-Xa-2-Ph3-VO-Ph3-Z、R-Xa-2-Ph3-Cy-Z、R-Xa-2-Ph3-Ph-Z、R-Xa-2-Ph3-Ph1-Z、R-Xa-2-Ph3-Ph3-Z、R-Xa-G-Ph-G-Ph-Z、R-Xa-G-Ph-G-Ph1-Z、R-Xa-G-Ph-G-Ph3-Z、R-Xa-G-Ph-T-Ph-Z、R-Xa-G-Ph-T-Ph1-Z、R-Xa-G-Ph-T-Ph3-Z、R-Xa-G-Ph-VO-Ph-Z、R-Xa-G-Ph-VO-Ph1-Z、R-Xa-G-Ph-VO-Ph3-Z、R-Xa-G-Ph-Cy-Z、R-Xa-G-Ph-Ph-Z、R-Xa-G-Ph-Ph1-Z、R-Xa-G-Ph-Ph3-Z、R-Xa-G-Ph1-G-Ph-Z、R-Xa-G-Ph1-G-Ph1-Z、R-Xa-G-Ph1-G-Ph3-Z、R-Xa-G-Ph1-T-Ph-Z、R-Xa-G-Ph1-T-Ph1-Z、R-Xa-G-Ph1-T-Ph3-Z、R-Xa-G-Ph1-VO-Ph-Z、R-Xa-G-Ph1-VO-Ph1-Z、R-Xa-G-Ph1-VO-Ph3-Z、R-Xa-G-Ph1-Cy-Z、R-Xa-G-Ph1-Ph-Z、R-Xa-G-Ph1-Ph1-Z、R-Xa-G-Ph1-Ph3-Z、R-Xa-G-Ph3-G-Ph-Z、R-Xa-G-Ph3-G-Ph1-Z、R-Xa-G-Ph3-G-Ph3-Z、R-Xa-G-Ph3-T-Ph-Z、R-Xa-G-Ph3-T-Ph1-Z、R-Xa-G-Ph3-T-Ph3-Z、R-Xa-G-Ph3-VO-Ph-Z、R-Xa-G-Ph3-VO-Ph1-Z、R-Xa-G-Ph3-VO-Ph3-Z、R-Xa-G-Ph3-Cy-Z、R-Xa-G-Ph3-Ph-Z、R-Xa-G-Ph3-Ph1-Z、R-Xa-G-Ph3-Ph3-Z、R-Xa-T-Ph-G-Ph-Z、R-Xa-T-Ph-G-Ph1-Z、R-Xa-T-Ph-G-Ph3-Z、R-Xa-T-Ph-T-Ph-Z、R-Xa-T-Ph-T-Ph1-Z、R-Xa-T-Ph-T-Ph3-Z、R-Xa-T-Ph-VO-Ph-Z、
【００４０】
R-Xa-T-Ph-VO-Ph1-Z、R-Xa-T-Ph-VO-Ph3-Z、R-Xa-T-Ph-Cy-Z、R-Xa-T-Ph-Ph-Z、R-Xa-T-Ph-Ph1-Z、R-Xa-T-Ph-Ph3-Z、R-Xa-T-Ph1-G-Ph-Z、R-Xa-T-Ph1-G-Ph1-Z、R-Xa-T-Ph1-G-Ph3-Z、R-Xa-T-Ph1-T-Ph-Z、R-Xa-T-Ph1-T-Ph1-Z、R-Xa-T-Ph1-T-Ph3-Z、R-Xa-T-Ph1-VO-Ph-Z、R-Xa-T-Ph1-VO-Ph1-Z、R-Xa-T-Ph1-VO-Ph3-Z、R-Xa-T-Ph1-Cy-Z、R-Xa-T-Ph1-Ph-Z、R-Xa-T-Ph1-Ph1-Z、R-Xa-T-Ph1-Ph3-Z、R-Xa-T-Ph3-G-Ph-Z、R-Xa-T-Ph3-G-Ph1-Z、R-Xa-T-Ph3-G-Ph3-Z、R-Xa-T-Ph3-T-Ph-Z、R-Xa-T-Ph3-T-Ph1-Z、R-Xa-T-Ph3-T-Ph3-Z、R-Xa-T-Ph3-VO-Ph-Z、R-Xa-T-Ph3-VO-Ph1-Z、R-Xa-T-Ph3-VO-Ph3-Z、R-Xa-T-Ph3-Cy-Z、R-Xa-T-Ph3-Ph-Z、R-Xa-T-Ph3-Ph1-Z、R-Xa-T-Ph3-Ph3-Z、R-Xa-VO-Ph-G-Ph-Z、R-Xa-VO-Ph-G-Ph1-Z、R-Xa-VO-Ph-G-Ph3-Z、R-Xa-VO-Ph-T-Ph-Z、R-Xa-VO-Ph-T-Ph1-Z、R-Xa-VO-Ph-T-Ph3-Z、R-Xa-VO-Ph-VO-Ph-Z、R-Xa-VO-Ph-VO-Ph1-Z、R-Xa-VO-Ph-VO-Ph3-Z、R-Xa-VO-Ph-Cy-Z、R-Xa-VO-Ph-Ph-Z、R-Xa-VO-Ph-Ph1-Z、R-Xa-VO-Ph-Ph3-Z、R-Xa-VO-Ph1-G-Ph-Z、R-Xa-VO-Ph1-G-Ph1-Z、R-Xa-VO-Ph1-G-Ph3-Z、R-Xa-VO-Ph1-T-Ph-Z、R-Xa-VO-Ph1-T-Ph1-Z、R-Xa-VO-Ph1-T-Ph3-Z、R-Xa-VO-Ph1-VO-Ph-Z、R-Xa-VO-Ph1-VO-Ph1-Z、R-Xa-VO-Ph1-VO-Ph3-Z、R-Xa-VO-Ph1-Cy-Z、R-Xa-VO-Ph1-Ph-Z、R-Xa-VO-Ph1-Ph1-Z、R-Xa-VO-Ph1-Ph3-Z、R-Xa-VO-Ph3-G-Ph-Z、R-Xa-VO-Ph3-G-Ph1-Z、R-Xa-VO-Ph3-G-Ph3-Z、R-Xa-VO-Ph3-T-Ph-Z、R-Xa-VO-Ph3-T-Ph1-Z、R-Xa-VO-Ph3-T-Ph3-Z、R-Xa-VO-Ph3-VO-Ph-Z、R-Xa-VO-Ph3-VO-Ph1-Z、R-Xa-VO-Ph3-VO-Ph3-Z、R-Xa-VO-Ph3-Cy-Z、R-Xa-VO-Ph3-Ph-Z、R-Xa-VO-Ph3-Ph1-Z、R-Xa-VO-Ph3-Ph3-Z、R-Xa-Cy-2-Cy-Z、R-Xa-Cy-Cy-Z、R-Xa-Ph-G-Ph-Z、R-Xa-Ph-G-Ph1-Z、R-Xa-Ph-G-Ph3-Z、R-Xa-Ph-T-Ph-Z、R-Xa-Ph-T-Ph1-Z、R-Xa-Ph-T-Ph3-Z、R-Xa-Ph-VO-Ph-Z、R-Xa-Ph-VO-Ph1-Z、R-Xa-Ph-VO-Ph3-Z、R-Xa-Ph-Cy-Z、R-Xa-Ph-Ph-Z、R-Xa-Ph-Ph1-Z、R-Xa-Ph-Ph3-Z、R-Xa-Ph1-G-Ph-Z、R-Xa-Ph1-G-Ph1-Z、R-Xa-Ph1-G-Ph3-Z、R-Xa-Ph1-T-Ph-Z、R-Xa-Ph1-T-Ph1-Z、R-Xa-Ph1-T-Ph3-Z、R-Xa-Ph1-VO-Ph-Z、R-Xa-Ph1-VO-Ph1-Z、R-Xa-Ph1-VO-Ph3-Z、R-Xa-Ph1-Cy-Z、R-Xa-Ph1-Ph-Z、R-Xa-Ph1-Ph1-Z、R-Xa-Ph1-Ph3-Z、R-Xa-Ph3-G-Ph-Z、R-Xa-Ph3-G-Ph1-Z、R-Xa-Ph3-G-Ph3-Z、R-Xa-Ph3-T-Ph-Z、R-Xa-Ph3-T-Ph1-Z、R-Xa-Ph3-T-Ph3-Z、R-Xa-Ph3-VO-Ph-Z、R-Xa-Ph3-VO-Ph1-Z、R-Xa-Ph3-VO-Ph3-Z、R-Xa-Ph3-Cy-Z、R-Xa-Ph3-Ph-Z、R-Xa-Ph3-Ph1-Z、R-Xa-Ph3-Ph3-Z
R-Xb-Cy-2-Cy-Z、R-Xb-Cy-Cy-Z、R-Xb-Ph-G-Ph-Z、R-Xb-Ph-G-Ph1-Z、R-Xb-Ph-G-Ph3-Z、R-Xb-Ph-T-Ph-Z、R-Xb-Ph-T-Ph1-Z、R-Xb-Ph-T-Ph3-Z、R-Xb-Ph-VO-Ph-Z、R-Xb-Ph-VO-Ph1-Z、R-Xb-Ph-VO-Ph3-Z、R-Xb-Ph-Cy-Z、R-Xb-Ph-Ph-Z、R-Xb-Ph-Ph1-Z、R-Xb-Ph-Ph3-Z、R-Xb-Ph1-G-Ph-Z、R-Xb-Ph1-G-Ph1-Z、R-Xb-Ph1-G-Ph3-Z、R-Xb-Ph1-T-Ph-Z、R-Xb-Ph1-T-Ph1-Z、R-Xb-Ph1-T-Ph3-Z、R-Xb-Ph1-VO-Ph-Z、R-Xb-Ph1-VO-Ph1-Z、R-Xb-Ph1-VO-Ph3-Z、R-Xb-Ph1-Cy-Z、R-Xb-Ph1-Ph-Z、R-Xb-Ph1-Ph1-Z、R-Xb-Ph1-Ph3-Z、R-Xb-Ph3-G-Ph-Z、R-Xb-Ph3-G-Ph1-Z、R-Xb-Ph3-G-Ph3-Z、R-Xb-Ph3-T-Ph-Z、R-Xb-Ph3-T-Ph1-Z、R-Xb-Ph3-T-Ph3-Z、R-Xb-Ph3-VO-Ph-Z、R-Xb-Ph3-VO-Ph1-Z、R-Xb-Ph3-VO-Ph3-Z、R-Xb-Ph3-Cy-Z、R-Xb-Ph3-Ph-Z、R-Xb-Ph3-Ph1-Z、R-Xb-Ph3-Ph3-Z、R-Cy-2-Xa-T-Ph-T-Cy-Z、R-Cy-2-Xa-T-Ph-Cy-Z、R-Cy-2-Xa-VO-Ph-2-Cy-Z、R-Cy-2-Xa-VO-Ph-T-Cy-Z、R-Cy-2-Xa-Ph1-2-Ph3-Z、R-Cy-2-Xa-Ph1-T-Ph3-Z、R-Cy-2-Xa-Ph1-Ph3-Z、R-Cy-J-Xa-T-Ph-2-Cy-Z、R-Cy-J-Xa-Ph1-T-Cy-Z、R-Cy-J-Xa-Ph1-Cy-Z、R-Cy-VO-Xa-VO-Ph-Cy-Z、R-Cy-VO-Xb-Ph-2-Cy-Z、R-Cy-VO-Xa-Ph-T-Cy-Z、R-Cy-VO-Xb-Ph-Cy-Z、R-Cy-Xa-T-Cy-2-Cy-Z、R-Cy-Xa-T-Cy-T-Cy-Z、R-Cy-Xa-T-Cy-Cy-Z、R-Cy-Xa-VO-Cy-2-Cy-Z、R-Cy-Xa-VO-Cy-T-Cy-Z、R-Cy-Xa-VO-Cy-Cy-Z、R-Cy-Xa-Cy-2-Cy-Z、R-Cy-Xa-Cy-Cy-Z、R-Ph-2-Xa-Cy-2-Ph-Z、R-Ph-2-Xa-Cy-Ph-Z、R-Ph-2-Xa-T-Ph1-2-Cy-Z、R-Ph-2-Xa-T-Ph1-T-Cy-Z、R-Ph-J-Xa-Cy-2-Ph-Z、R-Ph-J-Xa-Cy-T-Ph-Z、R-Ph-J-Xa-Cy-Ph-Z、R-Ph-T-Xa-Cy-2-Ph-Z、R-Ph-T-Xa-Cy-T-Ph-Z、R-Ph-T-Xa-Ph-T-Ph-Z、R-Ph-T-Xa-Ph-Ph-Z、R-Ph-VO-Xa-Ph-2-Ph-Z、R-Ph-VO-Xa-Ph-T-Ph-Z、R-Ph-VO-Xa-Ph-Ph-Z、R-Ph-Xa-T-Ph1-Cy-Z、R-Ph-Xa-VO-Ph1-2-Cy-Z、R-Ph-Xa-VO-Ph1-T-Cy-Z、R-Ph-Xa-VO-Ph1-Cy-Z、R-Ph1-2-Xa-Ph1-2-Ph-Z、R-Ph1-2-Xa-Ph1-T-Ph-Z、R-Ph1-2-Xa-Ph1-Ph-Z、R-Ph1-J-Xa-Ph1-2-Ph-Z、R-Ph1-J-Xa-Ph1-T-Ph-Z、R-Ph1-J-Xa-Ph1-Ph-Z、R-Ph1-T-Xa-Cy-Ph3-Z、R-Ph1-T-Xa-Ph1-2-Ph-Z、R-Ph1-T-Xa-Ph1-T-Ph-Z、R-Ph1-VO-Xa-Cy-2-Ph3-Z、R-Ph1-VO-Xa-Cy-T-Ph3-Z、R-Ph1-VO-Xa-Cy-Ph3-Z、R-Ph1-Xa-Ph-2-Ph-Z、R-Ph1-Xa-Ph-T-Ph-Z、R-Ph1-Xa-Ph-Ph-Z、R-Ph1-Xa-Ph1-Ph-Z、R-Ph3-2-Xa-Cy-2-Ph3-Z、R-Ph3-2-Xa-Ph-T-Ph3-Z、R-Ph3-2-Xa-Ph-Ph3-Z、R-Ph3-J-Xa-Ph-2-Ph3-Z、R-Ph3-J-Xa-Ph-T-Ph3-Z、R-Ph3-J-Xa-Ph-Ph3-Z、R-Ph3-T-Xa-Ph-2-Ph3-Z、R-Ph3-T-Xa-Ph-T-Ph3-Z、R-Ph3-T-Xa-Ph-Ph3-Z、R-Ph3-VO-Xa-Ph-2-Ph3-Z、R-Ph3-VO-Xa-Ph1-T-Ph3-Z、R-Ph3-VO-Xa-Ph1-Ph3-Z、R-Ph3-Xa-Cy-2-Ph3-Z、R-Ph3-Xa-Cy-T-Ph3-Z、R-Ph3-Xa-Cy-Ph3-Z、
【００４１】
5Xa-F、7Xa-CN、7-Ca-OV-Ca-D2-Xc-3a-Ca-4-Ca-F、9-Cb-D-Cb-3-Xd-3b-Cb-Cb-OCF3、2O-Oc-2D-Oc-3a-Xb-4-Oc-1O-Oc-CN、5O-Od-D2-Od-3b-Xc-Od-O1-Od-Cl、7O-Bc-3-Bc-Xd-1O-Bc-OV-Bc-OCHF2、1O-3-Dc-3a-Dc-4-Xb-O1-Dc-D-Dc-H、1d2-Ph2-3b-Ph2-1O-Xc-OV-Ph2-2D-Ph2-3、d(3)1O-Ph4-4-Ph4-O1-Xd-D-Ph4-D2-Ph4-4、6-Ph5-1O-Ph5-OV-Xb-2D-Ph5-3-Ph5-5、7-Ph6-O1-Ph6-D-Xc-D2-Ph6-3a-Ph6-0d1、9-Ph7-Ph7-2D-Xd-3-Ph7-3b-Ph7-0d3、2O-Ph8-OV-Ph8-D2-Xb-3a-Ph8-4-Ph8-1d3、5O-Ya-D-Ya-3-Xc-3b-Ya-Ya-1d1、7O-Yb-2D-Yb-3a-Xd-4-Yb-1O-Yb-3O、1O-3-Ma-D2-Ma-3b-Xb-Ma-O1-Ma-、1d2-Mb-3-Mb-Xc-1O-Mb-OV-Mb-F、d(3)1O-Pr-3a-Pr-4-Xd-O1-Pr-D-Pr-OCF3、6-Pr2-3b-Pr2-1O-Xb-OV-Pr2-2D-Pr2-CN、7-Te-4-Te-O1-Xc-D-Te-D2-Te-Cl、9-Te1-1O-Te1-OV-Xd-2D-Te1-3-Te1-OCHF2、2O-Te2-O1-Te2-D-Xb-D2-Te2-3a-Te2-H、5O-Te3-Te3-2D-Xc-3-Te3-3b-Te3-3、7O-Tb-OV-Tb-D2-Xd-3a-Tb-4-Tb-4、1O-3-Tb1-D-Tb1-3-Xb-3b-Tb1-Tb1-5、1d2-Tb2-2D-Tb2-3a-Xc-4-Tb2-1O-Tb2-0d1、d(3)1O-Tb3-D2-Tb3-3b-Xd-Tb3-O1-Tb3-0d3、6-Np-3-Np-Xb-1O-Np-OV-Np-1d3、7-Np1-3a-Np1-4-Xc-O1-Np1-D-Np1-1d1、9-Np2-3b-Np2-1O-Xd-OV-Np2-2D-Np2-3O、2O-Np3-4-Np3-O1-Xb-D-Np3-D2-Np3-、5O-Np4-1O-Np4-OV-Xc-2D-Np4-3-Np4-F、7O-Np5-O1-Np5-D-Xd-D2-Np5-3a-Np5-OCF3、1O-3-Np6-Np6-2D-Xb-3-Np6-3b-Np6-CN、1d2-Na1-OV-Na1-D2-Xc-3a-Na1-4-Na1-Cl、d(3)1O-Na2-D-Na2-3-Xd-3b-Na2-Na2-OCHF2、6-Na3-2D-Na3-3a-Xb-4-Na3-1O-Na3-H、7-Na4-D2-Na4-3b-Xc-Na4-O1-Na4-3、9-Na5-3-Na5-Xd-1O-Na5-OV-Na5-4、2O-Na6-3a-Na6-4-Xb-O1-Na6-D-Na6-5、5O-Nd1-3b-Nd1-1O-Xc-OV-Nd1-2D-Nd1-0d1、7O-Nd2-4-Nd2-O1-Xd-D-Nd2-D2-Nd2-0d3、1O-3-Nd3-1O-Nd3-OV-Xb-2D-Nd3-3-Nd3-1d3、1d2-Nd4-O1-Nd4-D-Xc-D2-Nd4-3a-Nd4-1d1、d(3)1O-Nd5-2-Nd5-3-Xd-3-Nd5-2-Nd5-3O
ただし、上記各例示式中、R及びZは一般式(1)と同義を表す。
【００４２】
一般式(1)の化合物は、R、A、B、C、D、L、M、Q、T、m、n、q、t、X1、X2及びZに応じ、以下の様に製造することができる。
【００４３】
一般式(2)
【化６】
【００４４】
【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、一般式(4)
【００４５】
【化８】
【００４６】
次いで、(4)で表される化合物から、文献(a)に記載の方法、あるいはグリニャール試剤、有機亜鉛化合物、有機リチウム試剤などの有機金属化合物等の求核剤等との反応より、一般式(5)
【化９】
【００４７】
次いで(5)で表される化合物から、文献(a)記載の方法等により一般式(6a)及び一般式(6b)
【化１０】
【００４８】
特に一般式(5)中のR1は、一般式(6b)で表される化合物から一般式(7)
【化１１】
【００４９】
一般式(4)で表される化合物と、一般式(8)
【化１２】
(式中、Xは塩素原子、臭素原子又はヨウ素原子を表し、R2は一般式(1)のRと同義を表し、m、n、A、B及びLは一般式(1)と同義を表す。ただし、n = 0かつm = 1のとき、Lは単結合を表し、n = 0かつm = 0のとき、はR2は炭素数が2少ないRを表す)とから一般式(5-1)
【化１３】
【化１４】
【００５１】
また、一般式(5-1)の化合物を接触還元し、一般式(5-2)
【化１５】
【化１６】
【００５２】
又は、一般式(4)で表される化合物と、一般式(9)
【化１７】
【００５３】
【化１８】
【化１９】
【００５４】
又は、一般式(4)で表される化合物と、一般式(10a)あるいは一般式(10b)
【化２０】
【００５５】
【化２１】
【００５６】
【化２２】
【００５７】
【化２３】
【００５８】
このようにして得られた一般式(6b)あるいは一般式(7)の化合物が、一般式(1)の化合物に相当するときには、そのまま本発明のために用いることができるが、更に以下述べるような方法で、他の誘導体の製造に供することも可能である。
【００５９】
一般式(6b)あるいは一般式(7)においてX3が水素原子あるいはハロゲン原子の場合、n-ブチルリチウム等の有機リチウム化合物を用いて、あるいは、一般式(6b)あるいは一般式(7)においてX3がハロゲン原子の場合、マグネシウムを用いて、一般式(11)
【００６０】
【化２４】
【化２５】
【００６１】
一般式(11)の化合物と一般式(14)
【化２６】
【化２７】
【化２８】
【００６２】
あるいは、一般式(11)の化合物とヨウ素から一般式(16)
【化２９】
【化３０】
【化３１】
【００６３】
あるいは、一般式(11)の化合物から文献(a)に記載の方法等により一般式(18)
【化３２】
【化３３】
【化３４】
【００６４】
あるいは、一般式(11)の化合物と二酸化炭素から一般式(20)
【化３５】
【化３６】
【００６５】
あるいは、一般式(16)の化合物、あるいはX3がハロゲン原子又はスルホニルオキシ基を表す一般式(6b)の化合物、あるいは一般式(19)の化合物から文献(a)に記載と類似の方法等で誘導されるトリフラートと、一般式(21)
【化３７】
【化３８】
【００６６】
あるいは、一般式(20)の化合物と一般式(22)
【化３９】
【化４０】
【００６７】
あるいは、一般式(19)の化合物と一般式(23)
【化４１】
(式中、t、C、D、T及びZは一般式(1)と同義を表す)で表される化合物との、カルボジイミド化合物等の縮合剤存在下での反応により一般式(7-12)
【化４２】
【００６９】
更に、一般式(7-11)及び一般式(7-12)の化合物から、特開平10-204016に記載の方法等により、一般式(7-13)及び一般式(7-14)
【化４３】
【００７０】
あるいは、一般式(11)の化合物とジメチルホルムアミドから一般式(24)
【００７１】
【化４４】
【００７２】
【化４５】
【００７３】
これらの製造方法は、目的とする化合物を得るに際し、適時組替えたり順番を変えたりして用いることも可能であり、従来公知の方法を追加して用いることも可能である。また、目的とする化合物を得るに際し、各化合物中の官能基に応じて、適時、保護・脱保護を用いることも可能である。
【００７４】
一般式(1)で表される化合物は高い比抵抗や電圧保持率を得ることも容易であり、また他の液晶組成物との相溶性に優れており、他の液晶化合物との混合物の状態で液晶表示セル用材料として、好適に用いることができる。一般式(1)で表される化合物を2種以上用いて、他の液晶化合物との混合物の状態で液晶表示セル用材料として、好適に用いることも可能である。(1)の化合物は前述の各種表示方式のいずれにおいても使用可能であるが、単純マトリックス駆動あるいはアクティブマトリックス駆動のTN型表示素子、及びSTN表示素子に用いることが適している。
【００７５】
本発明の提供する組成物においては、その第一成分として一般式(1)で表される化合物を少なくとも1種含有するが、その他の成分として特に以下の第二〜第四成分から少なくとも1種含有することが好ましい。
【００７６】
即ち、第二成分はいわゆるフッ素系(ハロゲン系)のp型液晶化合物であって、以下の一般式(A1)〜(A3)で示される化合物からなるものである。
【化４６】
上式中、Rbは炭素原子数1〜12のアルキル基を表し、これらは直鎖状であってもメチル又はエチル分岐を有していてもよく、3〜6員環の環状構造を有していてもよく、基内に存在する任意の-CH2-は-O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-又は-C≡C-により交換されていてもよく、基内に存在する任意の水素原子はフッ素原子又はトリフルオロメトキシ基により置換されていてもよいが、炭素原子数2〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基、炭素原子数4〜7の直鎖状3-アルケニル基、末端が炭素原子数1〜3のアルコキシル基により置換された炭素原子数1〜5のアルキル基が好ましい。また、分岐により不斉炭素が生じる場合には、化合物として光学活性であってもラセミ体であってもよい。
【００７８】
A、B及びCはそれぞれ独立的にトランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基を表すが、トランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、フッ素原子により置換されていてもよいナフタレン-2,6-ジイル基又は1〜2個のフッ素原子により置換されていてもよい1,4-フェニレン基が好ましい。特にBがトランス-1,4-シクロヘキシレン基又はトランスデカヒドロナフタレン-トランス-2,6-ジイル基を表す場合に、Aはトランス-1,4-シクロヘキシレン基を表すことが好ましく、Cがトランス-1,4-シクロヘキシレン基又はトランスデカヒドロナフタレン-トランス-2,6-ジイル基を表す場合にB及びAはトランス-1,4-シクロヘキシレン基を表すことが好ましい。また、(A3)においてAはトランス-1,4-シクロヘキシレン基を表すことが好ましい。
【００７９】
La、Lb及びLcは連結基であって、それぞれ独立的に単結合、エチレン基(-CH2CH2-)、1,2-プロピレン基(-CH(CH3)CH2-及び-CH2CH(CH3)-)、1,4-ブチレン基、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-、-C≡C-又は-CH=NN=CH-を表すが、単結合、エチレン基、1,4-ブチレン基、-COO-、-OCF2-、-CF2O-、-CF=CF-又は-C≡C-が好ましく、単結合又はエチレン基が特に好ましい。また、(A2)においてはその少なくとも1個が、(A3)においてはその少なくとも2個が単結合を表すことが好ましい。
【００８０】
環Zは芳香環を表し以下の一般式(IXa)〜(IXc)で表すことができる。
【化４７】
式中、Ya〜Yjはそれぞれ独立的に水素原子あるいはフッ素原子を表すが、(IXa)において、Ya及びYbの少なくとも1個はフッ素原子を表すことが好ましく、(IXb)において、Yd〜Yfの少なくとも1個はフッ素原子を表すことが好ましく、特にYdはフッ素原子を表すことがさらに好ましい。
【００８２】
末端基Paはフッ素原子、塩素原子、トリフルオロメトキシ基、ジフルオロメトキシ基、トリフルオロメチル基又はジフルオロメチル基あるいは2個以上のフッ素原子により置換された炭素原子数2又は3のアルコキシル基、アルキル基、アルケニル基又はアルケニルオキシ基を表すが、フッ素原子、トリフルオロメトキシ基又はジフルオロメトキシ基が好ましく、フッ素原子が特に好ましい。
【００８３】
第三成分はいわゆるシアノ系のp型液晶化合物であって、以下の一般式(B1)〜(B3)で示される化合物からなるものである。
【化４８】
上式中、Rcは炭素原子数1〜12のアルキル基を表し、これらは直鎖状であってもメチル又はエチル分岐を有していてもよく、3〜6員環の環状構造を有していてもよく、基内に存在する任意の-CH2-は-O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-又は-C≡C-により交換されていてもよく、基内に存在する任意の水素原子はフッ素原子又はトリフルオロメトキシ基により置換されていてもよいが、炭素原子数2〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基、炭素原子数4〜7の直鎖状3-アルケニル基、末端が炭素原子数1〜3のアルコキシル基により置換された炭素原子数1〜5のアルキル基が好ましい。また、分岐により不斉炭素が生じる場合には、化合物として光学活性であってもラセミ体であってもよい。
【００８５】
D、E及びFはそれぞれ独立的にトランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基を表すが、トランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、フッ素原子により置換されていてもよいナフタレン-2,6-ジイル基又は1〜2個のフッ素原子により置換されていてもよい1,4-フェニレン基が好ましい。特にEがトランス-1,4-シクロヘキシレン基又はトランスデカヒドロナフタレン-トランス-2,6-ジイル基を表す場合に、Dはトランス-1,4-シクロヘキシレン基を表すことが好ましく、Fがトランス-1,4-シクロヘキシレン基又はトランスデカヒドロナフタレン-トランス-2,6-ジイル基を表す場合にD及びEはトランス-1,4-シクロヘキシレン基を表すことが好ましい。また、(B3)においてDはトランス-1,4-シクロヘキシレン基を表すことが好ましい。
【００８６】
Ld、Le及びLfは連結基であって、それぞれ独立的に単結合、エチレン基(-CH2CH2-)、1,2-プロピレン基(-CH(CH3)CH2-及び-CH2CH(CH3)-)、1,4-ブチレン基、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-、-C≡C-、-OCH2-、-CH2O-、又は-CH=NN=CH-を表すが、単結合、エチレン基、-COO-、-OCF2-、-CF2O-、-CF=CF-又は-C≡C-が好ましく、単結合、エチレン基又は-COO-が特に好ましい。また、(B2)においてはその少なくとも1個が、(B3)においてはその少なくとも2個が単結合を表すことが好ましい。
【００８７】
環Yは芳香環を表し以下の一般式(IXd)〜(IXf)で表すことができる。
【化４９】
末端基Paはシアノ基(-CN)、シアナト基(-OCN)又は-C≡CCNを表すが、シアノ基が好ましい。
【００８８】
第四成分は誘電率異方性が0程度である、いわゆるn型液晶であり、以下の一般式(C1)〜(C3)で示される化合物からなるものである。
【化５０】
上式中、Rd及びReはそれぞれ独立的に炭素原子数1〜12のアルキル基を表し、これらは直鎖状であってもメチル又はエチル分岐を有していてもよく、3〜6員環の環状構造を有していてもよく、基内に存在する任意の-CH2-は-O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-又は-C≡C-により交換されていてもよく、基内に存在する任意の水素原子はフッ素原子又はトリフルオロメトキシ基により置換されていてもよいが、炭素原子数1〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基、炭素原子数4〜7の直鎖状3-アルケニル基、炭素原子数1〜3の直鎖状アルコキシル基又は末端が炭素原子数1〜3アルコキシル基により置換された炭素原子数1〜5の直鎖状アルキル基が好ましく、さらに少なくとも一方は炭素原子数1〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基又は炭素原子数4〜7の直鎖状3-アルケニル基を表すことが特に好ましい。
【００９０】
G、H、I及びJはそれぞれ独立的に、トランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1〜2個のフッ素原子あるいはメチル基により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基を表すが、各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基は1個以内であることが好ましく、他の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表すことが好ましい。
【００９１】
Lg、Lh及びLiは連結基であって、それぞれ独立的に単結合、エチレン基(-CH2CH2-)、1,2-プロピレン基(-CH(CH3)CH2-及び-CH2CH(CH3)-)、1,4-ブチレン基、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=CH-、-CH=CF-、-CF=CH-、-CF=CF-、-C≡C-又は-CH=NN=CH-を表すが、単結合、エチレン基、1,4-ブチレン基、-COO-、-OCO-、-OCF2-、-CF2O-、-CF=CF-、-C≡C-又は-CH=NN=CH-が好ましく、(C2)においてはその少なくとも1個が、(C3)においてはその少なくとも2個が単結合を表すことが好ましい。
【００９２】
(C1)におけるより好ましい形態は以下の一般式(C1a)〜(C1h)で表すことができる。
【化５１】
上記各式中、Rf及びRgはそれぞれ独立的に炭素原子数1〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基、炭素原子数4〜7の直鎖状3-アルケニル基、炭素原子数1〜3の直鎖状アルコキシル基又は末端が炭素原子数1〜3のアルコキシル基により置換された炭素原子数1〜5の直鎖状アルキル基を表すが、少なくとも一方は炭素原子数1〜7の直鎖状アルキル基、炭素原子数2〜7の直鎖状1-アルケニル基又は炭素原子数4〜7の直鎖状3-アルケニル基を表す。ただし、G1〜G3が芳香環の場合、対応するRfは1-アルケニル基及びアルコキシル基を除き、H1〜H3が芳香環の場合、対応するRgは1-アルケニル基及びアルコキシル基を除く。
【００９４】
G1及びH1はそれぞれ独立的にトランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1〜2個のフッ素原子あるいはメチル基により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基を表すが、各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基は1個以内であることが好ましく、その場合の他方の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表す。G2及びH2はそれぞれ独立的にトランス-1,4-シクロヘキシレン基、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1〜2個のフッ素原子あるいはメチル基により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基を表すが、各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基は1個以内を表すことが好ましく、その場合の他方の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表す。G3及びH3はそれぞれ独立的に1〜2個のフッ素原子あるいはメチル基により置換されていてもよい1,4-フェニレン基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基を表すが、各化合物において1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基は1個以内であることが好ましい。
【００９５】
(C2)におけるより好ましい形態は以下の一般式(C2a)〜(C2m)で表すことができる。
【化５２】
上式中、G1、G2、G3、H1、H2及びH3は前述の意味を表し、I1はG1と、I2はG2と、I3はG3とそれぞれおなじ意味を表す。また、上記各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基は1個以内であることが好ましく、その場合の他方の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表す。
【００９７】
次に(C3)におけるより好ましい形態は以下の一般式(C3a)〜(C3f)で表すことができる。
【化５３】
上式中、G1、G2、H1、H2、I1及びI2は前述の意味を表し、J1はG1またJ2はG2とそれぞれおなじ意味を表す。また、上記各化合物において、トランスデカヒドロナフタレン-トランス-2,6-ジイル基、1個以上のフッ素原子により置換されていてもよいナフタレン-2,6-ジイル基、1〜2個のフッ素原子により置換されていてもよいテトラヒドロナフタレン-2,6-ジイル基、フッ素原子により置換されていてもよい1,4-シクロヘキセニレン基、1,3-ジオキサン-トランス-2,5-ジイル基、ピリミジン-2,5-ジイル基又はピリジン-2,5-ジイル基は1個以内であることが好ましく、その場合の他方の環はトランス-1,4-シクロヘキシレン基あるいは1〜2個のフッ素原子又はメチル基により置換されていてもよい1,4-フェニレン基を表す。
【００９９】
後述する実施例からも明らかなように、本発明の化合物は、レスポンスに優れ、高速表示液晶ディスプレイ用の液晶材料として好適である。本発明の液晶組成物についても同様であり、本発明の表示素子は高速に応答するという優れた特性を発揮する。また、本発明の化合物は、優れた液晶性、及び現在汎用の液晶化合物、液晶組成物への優れた相溶性を有している。また、液晶相を示す温度範囲が広く、閾値電圧が低く、高速応答が可能な液晶組成物を調製するうえにおいて従来の化合物より優れた効果を有していることがわかる。閾値電圧の低減効果が大きく、低電圧駆動可能な液晶材料としても極めて優れている。
【０１００】
従って、一般式(1)の化合物は、他のネマチック液晶化合物との混合物の状態で、TN型あるいはSTN型等の電界効果型表示セル用として、特に温度範囲が広く低電圧駆動が可能な液晶材料として好適に使用することができる。また(1)の化合物のなかで分子内に強い極性基を持たないものは、大きい比抵抗と高い電圧保持率を得ることが容易であり、アクティブマトリックス駆動用液晶材料の構成成分として使用することも可能である。本発明はこのように一般式(1)で表される化合物、及び、少なくともその1種類をその構成成分として含有する液晶組成物をも提供するものである。
【０１０１】
【実施例】
以下、実施例を挙げて本発明を更に詳述するが、本発明はこれらの実施例に限定されるものではない。
【０１０２】
(実施例1) 5,7-ジフルオロ-2-プロピル-1,4-ジヒドロナフタレンの合成
【化５４】
5,7-ジフルオロフェニル酢酸200g及び塩化チオニル300gの1,2-ジクロロエタン400mL溶液中に、触媒量のピリジンを加え窒素雰囲気5時間加熱還流した後、1,2-ジクロロエタン及び過剰の塩化チオニルを溜去した。得られた残渣を、-20℃の冷却下、ジクロロメタン1000mL、塩化アルミニウム320gに滴下する。30分の攪拌の後、エチレンガスを吹き入れ、さらに5時間攪拌した後、稀塩酸を加え、有機層を分離した後、水層はトルエンで抽出した。有機層を併せ、水、飽和重曹水、水、飽和食塩水で順次洗浄後、無水硫酸ナトリウムで脱水乾燥させ、溶媒を溜去し、減圧蒸留を行った後、ヘキサンから再結晶させ5,7-ジフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンの170gを得た。
【０１０３】
(1-b)5,7-ジフルオロ-2-プロピル-1,4-ジヒドロナフタレンの合成
テトラヒドロフラン(THF)50mLに(1-a)で得た5,7-ジフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オン10.0gを溶解させ、次いで亜鉛末5.4gを加え、攪拌下、懸濁させる。室温下、トリメチルシリルクロリド0.3mLを加えた後、アリルブロミド10.0gを30分かけて滴下し(このとき系内温度は50℃に達していた)、更に1時間攪拌した。10％塩酸20mLを加えた後、トルエンで抽出し、水、飽和食塩水の順に洗浄し、無水硫酸マグネシウムで乾燥した。次いで、溶媒を溜去して12.3gの5,7-ジフルオロ-2-(2-プロぺニル)-1,2,3,4-テトラヒドロナフタレン-2-オール粗生成物を得た。
【０１０４】
この粗生成物を酢酸エチル48mLに溶解し、5％パラジウムカーボン0.6gとともに0.5MPaの水素雰囲気下、2時間攪拌した後、濾過、濃縮し5,7-ジフルオロ-2-プロピル-1,2,3,4-テトラヒドロナフタレン-2-オールの粗生成物12gを得た。この粗生成物をトルエン50mL中、p-トルエンスルホン酸一水和物0.6gとともに2時間加熱還流した後、室温へ冷却し、水、飽和食塩水の順に洗浄、無水硫酸マグネシウムで乾燥、濃縮し、5,7-ジフルオロ-2-プロピル-3,4-ジヒドロナフタレン及び5,7-ジフルオロ-2-プロピル-1,4-ジヒドロナフタレンの混合物を得た。次いで、減圧蒸留、カラムクロマトグラフィーで精製し、5,7-ジフルオロ-2-プロピル-1,4-ジヒドロナフタレン3.2gを得た。このものは室温で液体であった。
【０１０５】
同様にして以下の化合物を得た。
6-フルオロ-2-プロピル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-プロピル-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-プロピル-1,4-ジヒドロナフタレン
5,7-ジクロロ-6-トリフルオロメトキシ-2-プロピル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-プロピル-1,4-ジヒドロナフタレン
【０１０６】
(実施例2) 2-プロピル-6-ヨード-5,7-ジフルオロ-1,4-ジヒドロナフタレンの合成
【化５５】
【０１０７】
(実施例3) 5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンの合成
【化５６】
【０１０８】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-プロピル-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-プロピル-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-プロピル-6-{4-(トリフルオロメトキシ)フェニル}-3,4,-ジヒドロナフタレン
5,7-ジフルオロ-2-プロピル-6-{4-(トリフルオロメトキシ)-3-フルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-プロピル-6-{4-(トリフルオロメトキシ)-3,5-ジフルオロフェニル}-1,4-ジヒドロナフタレン
【０１０９】
(実施例4) 2-プロピル-6-｛2-(3,4,5-トリフルオロフェニル)エチニル｝-5,7-ジフルオロ-1,4-ジヒドロナフタレンの合成
【化５７】
【０１１０】
同様にして以下の化合物を得た。
2-プロピル-6-｛2-(4-フルオロフェニル)エチニル｝-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-｛2-(3,4-ジフルオロフェニル)エチニル｝-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-｛2-{4-(トリフルオロメトキシ)フェニル}エチニル｝-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-｛2-{4-(トリフルオロメトキシ)-3-フルオロフェニル}エチニル｝-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-｛2-{4-(トリフルオロメトキシ)-3,5-ジフルオロフェニル}エチニル｝-5,7-ジフルオロ-1,4-ジヒドロナフタレン
【０１１１】
(実施例5) 2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸
3,4,5-トリフルオロフェニルの合成
【化５８】
【０１１２】
同様にして以下の化合物を得た。
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 4-フルオロフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3,4-ジフルオロフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 4-トリフルオロメトキシフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3-フルオロ-4-トリフルオロメトキシフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3,5-ジフルオロ-4-トリフルオロメトキシフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 4-シアノフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3-フルオロ-4-シアノフェニル
2-プロピル-5,7-ジフルオロ-1,4-ジヒドロナフタレン-6-カルボン酸 3,5-ジフルオロ-4-シアノフェニル
【０１１３】
(実施例6)2-プロピル-6-(トランス-4-プロピルシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレンの合成
【化５９】
【０１１４】
同様にして以下の化合物を得た。
2-プロピル-6-(トランス-4-ブチルシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス-4-ペンチルシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス-4-ビニルシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{トランス-4-(3-ブテニル)シクロヘキシル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{トランス-4-(3-ペンテニル)シクロヘキシル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス,トランス-4'-プロピルビシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス,トランス-4'-ブチルビシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス,トランス-4'-ペンチルビシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-(トランス,トランス-4'-ビニルビシクロヘキシル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{トランス,トランス-4'-(3-ブテニル)ビシクロヘキシル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-プロピル-6-{トランス,トランス-4'-(3-ペンテニル)ビシクロヘキシル}-5,7-ジフルオロ-1,4-ジヒドロナフタレン
【０１１５】
(実施例7) 5,7-ジフルオロ-2-ペンチル-1,4-ジヒドロナフタレンの合成
【化６０】
【０１１６】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-ブチル-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-ヘキシル-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-ヘプチル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-ブチル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-ペンチル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-ヘキシル-1,4-ジヒドロナフタレン
5,7-ジクロロ-2-ヘプチル-1,4-ジヒドロナフタレン
6-フルオロ-2-ブチル-1,4-ジヒドロナフタレン
6-フルオロ-2-ペンチル-1,4-ジヒドロナフタレン
6-フルオロ-2-ヘキシル-1,4-ジヒドロナフタレン
6-フルオロ-2-ヘプチル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-ブチル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-ペンチル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-ヘキシル-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-ヘプチル-1,4-ジヒドロナフタレン
3,4,5-トリフルオロ-2-ブチル-1,4-ジヒドロナフタレン
3,4,5-トリフルオロ-2-ペンチル-1,4-ジヒドロナフタレン
3,4,5-トリフルオロ-2-ヘキシル-1,4-ジヒドロナフタレン
3,4,5-トリフルオロ-2-ヘプチル-1,4-ジヒドロナフタレン
【０１１７】
(実施例8) 2-ペンチル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレンの合成
実施例7で得た、5,7-ジフルオロ-2-ペンチル-1,4-ジヒドロナフタレンより、実施例3と同様にして2-ペンチル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレンを得た。
【０１１８】
同様にして以下の化合物を得た。
2-ブチル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(3,4,5-トリフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4-トリフルオロメトキシフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4-トリフルオロメトキシフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4-トリフルオロメトキシフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4-トリフルオロメトキシフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ブチル-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ペンチル-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘキシル-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
2-ヘプチル-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-5,7-ジフルオロ-1,4-ジヒドロナフタレン
【０１１９】
(実施例9)5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレンの合成
【化６１】
【０１２０】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス-4-ヘプチルシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{2-(トランス,トランス-4'-ヘプチルビシクロヘキシル)エチル}-1,4-ジヒドロナフタレン
【０１２１】
(実施例10) 5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンの合成
【化６２】
【０１２２】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-エチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ブチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ペンチルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス-4-ヘキシルシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-エチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-プロピルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ブチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ペンチルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{2-(トランス,トランス-4'-ヘキシルビシクロヘキシル)エチル}-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
【０１２３】
(実施例11) 5,6,7-トリフルオロ-2-プロピル-1,4-ジヒドロナフタレンの合成
(11-a)5,6,7-トリフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンの合成
5,6,7-トリフルオロフェニル酢酸から、実施例1と同様にして5,6,7-トリフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンを得た。
(11-b) 5,6,7-トリフルオロ-2-プロピル-1,4-ジヒドロナフタレンの合成
上記(11-a)で得た5,6,7-トリフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンから、実施例1と同様にして5,6,7-トリフルオロ-2-プロピル-1,4-ジヒドロナフタレンを得た。
【０１２４】
(実施例12) 5,6,7-トリフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレンの合成
実施例11で得た5,6,7-トリフルオロ-1,2,3,4-テトラヒドロナフタレン-2-オンから、実施例9と同様にして5,6,7-トリフルオロ-2-{2-(トランス-4-プロピルシクロヘキシル)エチル}-1,4-ジヒドロナフタレンを得た。
【０１２５】
(実施例13)5,7-ジフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンの合成
【化６３】
【０１２６】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ブチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ブチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ブチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ブチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-エチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-プロピル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ブチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチル-2-フルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-フルオロ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-エチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-プロピル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ブチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-{4-(トランス-4-ペンチル-2,6-ジフルオロシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
【０１２７】
(実施例14) 5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンの合成
実施例13で得た5,7-ジフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンから、実施例3と同様にして5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンを得た。
【０１２８】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチルフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピルフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチルフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチルフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2-フルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-エチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-プロピル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ブチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(4-ペンチル-2,6-ジフルオロフェニル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
【０１２９】
(実施例15) 5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレンの合成
4-プロピルブロモベンゼンに代えてトランス-4-プロピル-1-ブロモシクロヘキサンを用いて、実施例13と同様にして5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレンを得た。
【０１３０】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,6,7-トリフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-フルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
6-トリフルオロメトキシ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-トリフルオロメトキシ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
【０１３１】
(実施例16) 5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンの合成
実施例15で得た5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレンから、実施例3と同様にして5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンを得た。
【０１３２】
同様にして以下の化合物を得た。
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(3,4-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(4-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(4-トリフルオロメトキシフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-エチルシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-プロピルシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス-4-ペンチルシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-エチルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-プロピルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-2-(トランス,トランス-4'-ペンチルビシクロヘキシル)-6-(4-トリフルオロメトキシ-3,5-ジフルオロフェニル)-1,4-ジヒドロナフタレン
【０１３３】
(実施例17) 5,7-ジフルオロ-6-シアノ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンの合成
実施例13で得た5,7-ジフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンから、実施例5と同様にして5,7-ジフルオロ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレン-6-カルボン酸を得た後、下記のようにして、5,7-ジフルオロ-6-シアノ-2-(4-プロピルフェニル)-1,4-ジヒドロナフタレンを得た。
【化６４】
同様にして以下の化合物を得た。
5,7-ジフルオロ-6-シアノ-2-(4-エチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-ペンチルフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-エチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-プロピル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-ペンチル-2-フルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-エチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-プロピル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(4-ペンチル-2,6-ジフルオロフェニル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-エチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-プロピルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-ペンチルシクロヘキシル)フェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-エチルシクロヘキシル)-2-フルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-プロピルシクロヘキシル)-2-フルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-ペンチルシクロヘキシル)-2-フルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-エチルシクロヘキシル)-2,6-ジフルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-プロピルシクロヘキシル)-2,6-ジフルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-{4-(トランス-4-ペンチルシクロヘキシル)-2,6-ジフルオロフェニル}-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4-エチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4-プロピルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4-ペンチルシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4'-エチルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4'-プロピルビシクロヘキシル)-1,4-ジヒドロナフタレン
5,7-ジフルオロ-6-シアノ-2-(トランス-4'-ペンチルビシクロヘキシル)-1,4-ジヒドロナフタレン
【０１３５】
(実施例18) 液晶組成物の調製
温度範囲が広く低粘性でアクティブマトリックス駆動にも使用可能な汎用のホスト液晶(H)
【化６５】
閾値電圧(Vth)： 2.14V
誘電率異方性(Δε)： 4.8
レスポンス(τr=τd)： 25.3m秒
屈折率異方性(Δn)： 0.090
ここで、レスポンスは立ち上がり時間(τr)と立ち下がり時間(τd)とが等しくなる電圧印加時の測定値である。
【０１３６】
次にこのホスト液晶(H)の80％と実施例3で得られた下記の5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン
【化６６】
【０１３７】
次に、(M-1)をセル厚6.0μmのTNセルに充填して液晶素子を作成し、その電気光学特性を測定したところ、以下の通りであった。
閾値電圧(Vth)： 1.30V
誘電率異方性(Δε)： 7.5
レスポンス(τr=τd)： 41.4m秒
屈折率異方性(Δn)： 0.094
従って、5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンを20％添加することにより、レスポンスも16.1m秒の増加に抑えながら、誘電率異方性を増大させ閾値電圧(Vth)を0.84Vも低減することができた。
【０１３８】
(比較例1)
実施例18において、5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレンに換えて、下記の5,7-ジフルオロ-6-(3,4,5-トリフルオロフェニル)-2-プロピル-1,2,3,4-テトラヒドロナフタレン
【化６７】
【０１３９】
次に、(M-2)をセル厚6.0μmのTNセルに充填して液晶素子を作成し、その電気光学特性を測定したところ、以下の通りであった。
閾値電圧(Vth)： 1.36V
誘電率異方性(Δε)： 7.4
レスポンス(τr=τd)： 44.4m秒
屈折率異方性(Δn)： 0.089
実施例18に示した化合物と比べ、レスポンスが悪く、誘電率異方性が小さく、閾値電圧の低減効果も小さい。さらに、ネマチック相上限温度も低く、液晶性に劣ることが判る。
【０１４０】
(実施例19) 液晶組成物の調製
以下の組成からなるホスト液晶組成物(H')
【０１４１】
【化６８】
を調製した。ここで(H')の物性値は以下の通りである。
ネマチック相上限温度(TN-I) 75.0℃
固体相又はスメクチック相-ネマチック相転移温度(T→N) -70℃
閾値電圧(Vth) 1.49V
誘電率異方性(Δε) 10.3
屈折率異方性(Δn) 0.142
【０１４３】
この母体液晶(H')90％と実施例3で得られた5,7-ジフルオロ-2-プロピル-6-(3,4,5-トリフルオロフェニル)-1,4-ジヒドロナフタレン10％からなる液晶組成物(M-3)を調製した。この組成物の物性値は以下の通りである。
ネマチック相上限温度(TN-I) 69.5℃
固体相又はスメクチック相-ネマチック相転移温度(T→N) -70℃
閾値電圧(Vth) 1.23V
誘電率異方性(Δε) 11.7
屈折率異方性(Δn) 0.140
【０１４４】
【発明の効果】
本発明のジヒドロナフタレン化合物は液晶組成物の構成材料として用いた場合、表示素子のレスポンスを改善あるいは悪化させることなく、閾値電圧を下げる効果を有する。従って、動画に対応した高速表示液晶ディスプレイ用の材料として優れ、さらに、閾値電圧を下げる効果を有することから液晶ディスプレイの省電力化に大きな効果を有する。
【０１４５】
【発明の属する技術分野】
本発明は電気光学的液晶表示材料として有用な、ジヒドロナフタレン誘導体である新規液晶性化合物とそれを含む液晶組成物及びそれを用いた液晶表示素子に関する。[0001]
[Prior art]
Liquid crystal display elements are used in various measuring instruments, mobile phones, automotive panels, word processors, electronic notebooks, printers, computers, televisions, etc., including watches and calculators. Typical liquid crystal display methods include TN (twisted nematic), STN (super twisted nematic), DS (dynamic light scattering), GH (guest / host), or FLC capable of high-speed response. (Ferroelectric liquid crystal). Also, as a drive system, multiplex drive has become common from the conventional static drive, and recently, an AM-LCD (active matrix) system has been put into practical use.
[0002]
In recent years, the demand for notebook computers for portable purposes has increased, and there has been a growing demand for low power consumption that enables a wide operating temperature range that enables outdoor use and long-time battery operation. Due to the demand for recycling, reduction of power consumption is strongly desired even for equipment used indoors. For low power consumption, a liquid crystal composition having a low threshold voltage that can be driven at a low voltage is required. In order to lower the threshold voltage, a material that increases the dielectric anisotropy (Δε) is necessary. However, a material with a large dielectric anisotropy generally has a problem that its viscosity increases and the response tends to deteriorate. was there.
[0003]
For this reason, liquid crystal compositions for liquid crystal display elements such as TN, STN, AM-LCD, etc.
(1) Wide liquid crystal phase temperature range that can be used outdoors
(2) Low threshold voltage
(3) Fast response
(4) Compatibility with other liquid crystal materials
Therefore, it is required to improve these by developing a liquid crystal material constituting the liquid crystal composition.
[0004]
A liquid crystal compound is usually composed of a central skeleton part called a core and terminal parts on both sides. Usually, the ring structure constituting the core part of the liquid crystal compound includes a 1,4-phenylene group (which may be substituted by 1 to 2 halogen atoms, a cyano group, a methyl group, etc.) and trans-1,4 -Cyclohexylene group accounts for the majority. However, liquid crystal compounds composed only of 1,4-phenylene groups and trans-1,4-cyclohexylene groups have limitations in their types and characteristics, and these alone cannot meet the above requirements. It is a fact. Ring structures other than 1,4-phenylene group and trans-1,4-cyclohexylene group include condensed ring systems such as naphthalene-2,6-diyl group and tetrahydronaphthalene-2,6-diyl group, and cores of these A compound in which a fluorine atom is introduced into the part has also been studied. Japanese Patent Application Laid-Open No. 2001-19648 or German Patent Publication No. 19652247 discloses a liquid crystal compound having a tetrahydronaphthalene-2,6-diyl group. When the liquid crystal compounds described in these are used for display elements, they are relatively effective in reducing the threshold voltage, and the response is also compatible with the currently required moving image display. However, faster response and lower threshold voltage are required simultaneously for larger and finer liquid crystal displays that will be required in the future, and excellent liquid crystal materials for use in next-generation liquid crystal televisions and liquid crystal compositions using the same There was a strong demand for things.
[0005]
[Problems to be solved by the invention]
The problem to be solved by the present invention is a liquid crystal capable of effectively reducing the response and the threshold voltage without improving or deteriorating the compatibility with the liquid crystal phase temperature range and other liquid crystal materials. It is to provide a compound. Another object of the present invention is to provide a practical liquid crystal composition and a liquid crystal display element using the same.
[0006]
[Means for Solving the Problems]
The present invention has found a novel liquid crystalline compound having a dihydronaphthalene ring in order to solve the above problems.
[0007]
That is, the present invention provides a general formula (1)
[Chemical 2]
Wherein R represents an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an alkenyloxy group having 2 to 20 carbon atoms. May be substituted by an alkoxyl group having 1 to 7 carbon atoms or 1 to 7 halogen atoms, m, n, q and t each independently represent 0 or 1, and A, B, C and D are Each independently a trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4'-diyl group, bicyclo [2.2.2] octane-1,4-diyl group, or one or more halogens 1,4-phenylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, pyridazine-3,6-diyl optionally substituted by atoms Group, trans-1,3-dioxane-2,5-diyl group, transdecahydronaphthalene-2,6-diyl group, tetrahydronaphthalene- 2,6-diyl group and naphthalene-2,6-diyl group, L, M, Q and T are each independently -CH2CH2-, -CH2CH2CH2CH2-, -CH = CH-, -CH = CHCH2CH2-, -CH2CH2CH = CH-, -CH (CHThree) CH2-, -CH2CH (CHThree)-, -CF = CF-, -CH2O-, -OCH2-, -CF2O-, -OCF2-, -COO-, -OCO-, -C≡C- or a single bond, X1And X2Represents a chlorine atom or a fluorine atom, and Z is a hydrogen atom, a halogen atom, a cyano group, a cyanato group, —SCN, or an alkyl having 1 to 20 carbon atoms which may be substituted with one or more fluorine atoms. Represents a group, an alkoxyl group, an alkenyl group, or an alkenyloxy group. And a practical liquid crystal composition and a liquid crystal display device using the dihydronaphthalene derivative.
[0009]
DETAILED DESCRIPTION OF THE INVENTION
The present invention is described in detail below.
X1And X2Preferably represents at least one fluorine atom,1More preferably represents a fluorine atom, X1And X2More preferably, represents a fluorine atom.
[0010]
m, n, q and t are m = 1 and n = q = t = 0, m = n = q = 0 and t = 1, m = n = 1 and q = t = 0, m = t = 1 It is preferable that n = q = 0, m = n = 0, q = t = 1, m = n = t = 1, q = 0 or m = q = t = 1 and n = 0.
[0011]
A, B, C and D are each independently substituted with a trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4′-diyl group, or one or more halogen atoms. 1,4-phenylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, pyridazine-3,6-diyl group, trans-1, It preferably represents 3-dioxane-2,5-diyl group, transdecahydronaphthalene-2,6-diyl group, tetrahydronaphthalene-2,6-diyl group or naphthalene-2,6-diyl group, More preferably, it represents a 1,4-cyclohexylene group, a trans, trans-bicyclohexane-4,4′-diyl group or a 1,4-phenylene group optionally substituted by one or more halogen atoms, Trans-1,4-cyclohexylene group, 1,4-phenylene group, 3-fluoro-1,4-phenylene group 3,5-difluoro-1,4-phenylene group is more preferable. In particular, D preferably represents a 1,4-phenylene group, a 3-fluoro-1,4-phenylene group or a 3,5-difluoro-1,4-phenylene group.
[0012]
R preferably represents an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an alkenyloxy group having 2 to 20 carbon atoms, A linear alkyl group having 1 to 12 atoms, a linear alkoxyl group having 1 to 12 carbon atoms, a linear alkenyl group having 2 to 12 carbon atoms, or a linear alkenyloxy group having 2 to 12 carbon atoms Is more preferable, and it is particularly preferable to represent a linear alkyl group having 1 to 7 carbon atoms or a linear alkenyl group having 2 to 7 carbon atoms. When m = n = 0, R preferably represents an alkyl group or an alkenyl group, more preferably a linear alkyl group or a linear alkenyl group, and a linear alkyl group of 1 to 7 carbon atoms. Or it is especially preferable to represent a linear alkenyl group.
[0013]
L, M, Q and T are each independently -CH2CH2-, -CH = CH-, -CH (CHThree) CH2-, -CH2CH (CHThree)-, -CF = CF-, -CH2O-, -OCH2-, -CF2O-, -OCF2Preferably represents-, -COO-, -OCO-, -C≡C- or a single bond, -CH2CH2-, -CF = CF-, -CH2O-, -OCH2-, -CF2O-, -OCF2More preferably, it represents-, -COO-, -OCO-, -C≡C- or a single bond,2CH2-, -CF = CF-, -CF2O-, -OCF2It is particularly preferable to represent-, -C≡C- or a single bond. When m = 1 and n = 0, L is -COO-, -CF2O-, -CH2It is preferable to represent other than O-. When m = 0 and n = 1, M is -COO-, -CF2O-, -CH2It is preferable to represent other than O-.
[0014]
Z is a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 9 carbon atoms that may be substituted by one or more fluorine atoms, or a substituent that is substituted by one or more fluorine atoms A good C1-C9 alkoxyl group, a C2-C9 alkenyl group optionally substituted by one or more fluorine atoms, or a C-carbon number optionally substituted by one or more fluorine atoms Preferably represents an alkenyloxy group of 2 to 9, and is substituted by a fluorine atom, a cyano group, an alkyl group having 1 to 5 carbon atoms which may be substituted by one or more fluorine atoms, and one or more fluorine atoms Optionally substituted by an alkoxyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms which may be substituted by one or more fluorine atoms, or one or more fluorine atoms It is more preferable to represent an alkenyloxy group having 2 to 5 carbon atoms, which may be a fluorine atom, a cyano group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a fluoromethyl group, a difluoromethyl group, or trifluoromethyl. It is more preferable to represent a group, and it is particularly preferable to represent a fluorine atom, a cyano group, a fluoromethoxy group, a difluoromethoxy group or a trifluoromethoxy group. Further, when q = t = 0, Z preferably represents other than a hydrogen atom.
[0015]
Specific examples of the compounds are shown below. In addition, the following abbreviations are used in the following compound descriptions.
n represents the carbon number of the linear alkyl group. In the alkenyl group, m represents the number of double bonds attached from the ring, and n represents the number of carbon atoms ahead of the double bond.
n (number): CnH2n + 1
nO: CnH2n + 1O
-ndm:-(CnH2n + 1-CH = CH- (CH2)m-1)
ndm-: CnH2n + 1-CH = CH- (CH2)m-1-
-Od (m) n: -O (CnH2n + 1-CH = CH- (CH2)m-2)
d (m) nO-: CnH2n + 1-CH = CH- (CH2)m-2O-
The following abbreviations are used.
-VO-: -COO-
-OV-: -OCO-
-T-: -C≡C-
-2-: -CH2CH2-
-3-: -CH2CH2CH2-
-3a-: -CH (CHThree) CH2-
-3b-: -CH2CH (CHThree)-
-4-: -CH2CH2CH2CH2-
-1O-: -CH2-O-
-O1-: -O-CH2-
-G-: -CF = CF-
-D-: -CH = CH-
-2D-: -CH2CH2CH = CH-
-D2-: -CH = CHCH2CH2-
-J-: -CF2O-
-K-: -OCF2-
-H: Hydrogen atom
-CN: Cyano group
-F: Fluorine atom
-Cl: Chlorine atom
-OCF3: trifluoromethoxy group
-OCHF2: Difluoromethoxy group
[0016]
[Chemical Formula 3]
[Formula 4]
[Chemical formula 5]
[0018]
R-Xa-Ph-Z, R-Xa-VO-Ph-Z, R-Xa-Cy-Z, R-Xa-VO-Cy-Z, R-Xa-T-Ph-Z, R-Xa- G-Ph-Z, R-Xa-J-Ph-Z, R-Xa-K-Ph-Z, R-Xa-Ph1-Z, R-Xa-Ph3-Z, R-Xb-Ph-Z, R-Xb-G-Ph-Z, R-Xb-J-Ph-Z, R-By-Xa-Z
[0019]
R-Cy-Xa-Z, R-Cy-Xc-Z, R-Cy-Xa-Z, R-Cy-Xb-Z, R-Cy-Xd-Z, R-Cy-Xa-Z, R- Cy-2-Xa-Z, R-Cy-VO-Xa-Z, R-Cy-G-Xa-Z, R-Cy-J-Xa-Z, R-Cy-K-Xa-Z, R- Ph-Xa-Z, R-Ph1-Xa-Z, R-Ph3-Xa-Z, R-Cy-Xa-Ph-Z, R-Cy-Xa-Ph1-Z, R-Cy-Xa-Ph3- Z, R-Cy-Xa-VO-Ph-Z, R-Cy-Xa-VO-Ph1-Z, R-Cy-Xa-VO-Ph3-Z, R-Cy-Xa-T-Ph-Z, R-Cy-Xa-T-Ph1-Z, R-Cy-Xa-T-Ph3-Z, R-Cy-Xa-G-Ph-Z, R-Cy-Xa-G-Ph1-Z, R- Cy-Xa-G-Ph3-Z, R-Cy-Xa-J-Ph-Z, R-Cy-Xa-J-Ph1-Z, R-Cy-Xa-J-Ph3-Z, R-Cy- VO-Xa-Ph-Z, R-Cy-VO-Xa-Ph1-Z, R-Cy-VO-Xa-Ph3-Z, R-Cy-VO-Xa-VO-Ph-Z, R-Cy- VO-Xa-VO-Ph1-Z, R-Cy-VO-Xa-VO-Ph3-Z, R-Cy-VO-Xa-T-Ph-Z, R-Cy-VO-Xa-T-Ph1- Z, R-Cy-VO-Xa-T-Ph3-Z, R-Cy-VO-Xa-G-Ph-Z, R-Cy-VO-Xa-G-Ph1-Z, R-Cy-VO- Xa-G-Ph3-Z, R-Cy-VO-Xa-J-Ph-Z, R-Cy-VO-Xa-J-Ph1-Z, R-Cy-VO-Xa-J-Ph3-Z, R-Cy-2-Xa-Ph-Z, R-Cy-2-Xa-Ph1-Z, R-Cy-2-Xa-Ph3-Z, R-Cy-2-Xa-VO-Ph-Z, R-Cy-2-Xa-VO-Ph1-Z, R-Cy-2-Xa-VO-Ph3-Z, R-Cy-2-Xa-T-Ph-Z, R-Cy-2-Xa- T-Ph1-Z, R-Cy-2-Xa-T-Ph3-Z, R-Cy-2-Xa-G-Ph-Z, R-Cy-2-Xa-G-Ph1-Z, R- Cy-2-Xa-G-Ph3-Z, R-Cy-2-Xa-J-Ph-Z R-Cy-2-Xa-J-Ph1-Z, R-Cy-2-Xa-J-Ph3-Z, R-Cy-G-Xa-Ph-Z, R-Cy-G-Xa-Ph1- Z, R-Cy-G-Xa-Ph3-Z, R-Cy-G-Xa-VO-Ph-Z, R-Cy-G-Xa-VO-Ph1-Z, R-Cy-G-Xa- VO-Ph3-Z, R-Cy-G-Xa-T-Ph-Z, R-Cy-G-Xa-T-Ph1-Z, R-Cy-G-Xa-T-Ph3-Z, R- Cy-G-Xa-G-Ph-Z, R-Cy-G-Xa-G-Ph1-Z, R-Cy-G-Xa-G-Ph3-Z, R-Cy-G-Xa-J- Ph-Z, R-Cy-G-Xa-J-Ph1-Z, R-Cy-G-Xa-J-Ph3-Z, R-Cy-J-Xa-Ph-Z, R-Cy-J- Xa-Ph1-Z, R-Cy-J-Xa-Ph3-Z, R-Cy-J-Xa-VO-Ph-Z, R-Cy-J-Xa-VO-Ph1-Z, R-Cy- J-Xa-VO-Ph3-Z, R-Cy-J-Xa-T-Ph-Z, R-Cy-J-Xa-T-Ph1-Z, R-Cy-J-Xa-T-Ph3- Z, R-Cy-J-Xa-G-Ph-Z, R-Cy-J-Xa-G-Ph1-Z, R-Cy-J-Xa-G-Ph3-Z, R-Cy-J- Xa-J-Ph-Z, R-Cy-J-Xa-J-Ph1-Z, R-Cy-J-Xa-J-Ph3-Z, R-Cy-Xb-Ph-Z, R-Cy- Xb-Ph1-Z, R-Cy-Xb-Ph3-Z, R-Cy-Xb-VO-Ph-Z, R-Cy-Xb-VO-Ph1-Z, R-Cy-Xb-T-Ph- Z, R-Cy-Xb-T-Ph-Z, R-Cy-Xb-T-Ph1-Z, R-Cy-Xb-G-Ph-Z, R-Cy-Xb-G-Ph1-Z, R-Cy-Xb-G-Ph3-Z, R-Cy-Xb-J-Ph-Z, R-Cy-Xb-J-Ph1-Z, R-Cy-VO-Xb-Ph-Z, R- Cy-VO-Xb-Ph1-Z, R-Cy-VO-Xb-Ph3-Z, R-Cy-VO-Xb-VO-Ph-Z, R-Cy-VO-Xb-VO-Ph1-Z, R-Cy-VO-Xb-VO-Ph3-Z, R-Cy-VO-Xb-T-Ph-Z, R-Cy-VO-X bT-Ph1-Z, R-Cy-VO-Xb-T-Ph3-Z, R-Cy-VO-Xb-G-Ph-Z, R-Cy-VO-Xb-G-Ph1-Z, R- Cy-VO-Xb-G-Ph3-Z, R-Cy-VO-Xb-J-Ph-Z, R-Cy-VO-Xb-J-Ph1-Z, R-Cy-VO-Xb-J- Ph3-Z, R-Cy-2-Xb-Ph-Z, R-Cy-2-Xb-Ph1-Z, R-Cy-2-Xb-Ph3-Z, R-Cy-2-Xb-VO- Ph-Z, R-Cy-2-Xb-VO-Ph1-Z, R-Cy-2-Xb-VO-Ph3-Z, R-Cy-2-Xb-T-Ph-Z, R-Cy- 2-Xb-T-Ph1-Z, R-Cy-2-Xb-T-Ph3-Z, R-Cy-2-Xb-G-Ph-Z, R-Cy-2-Xb-G-Ph1- Z, R-Cy-2-Xb-G-Ph3-Z, R-Cy-2-Xb-J-Ph-Z, R-Cy-2-Xb-J-Ph1-Z, R-Cy-2- Xb-J-Ph3-Z, R-Cy-G-Xb-Ph-Z, R-Cy-G-Xb-Ph1-Z, R-Cy-G-Xb-Ph3-Z, R-Cy-G- Xb-VO-Ph-Z, R-Cy-G-Xb-VO-Ph1-Z, R-Cy-G-Xb-VO-Ph3-Z, R-Cy-G-Xb-T-Ph-Z, R-Cy-G-Xb-T-Ph1-Z, R-Cy-G-Xb-T-Ph3-Z, R-Cy-G-Xb-G-Ph-Z, R-Cy-G-Xb- G-Ph1-Z, R-Cy-G-Xb-G-Ph3-Z, R-Cy-G-Xb-J-Ph-Z, R-Cy-G-Xb-J-Ph1-Z, R- Cy-G-Xb-J-Ph3-Z, R-Cy-J-Xb-Ph-Z, R-Cy-J-Xb-Ph1-Z, R-Cy-J-Xb-Ph3-Z, R- Cy-J-Xb-VO-Ph-Z, R-Cy-J-Xb-VO-Ph1-Z, R-Cy-J-Xb-VO-Ph3-Z, R-Cy-J-Xb-T- Ph-Z, R-Cy-J-Xb-T-Ph1-Z, R-Cy-J-Xb-T-Ph3-Z, R-Cy-J-Xb-G-Ph-Z, R-Cy- J-Xb-G-Ph1-Z, R-Cy-J-Xb-G-Ph3-Z, R-Cy-J-Xb-J-Ph-Z, R-Cy-J- Xb-J-Ph1-Z, R-Cy-J-Xb-J-Ph3-Z
[0020]
R-Ph-Xa-Ph-Z, R-Ph-Xa-Ph1-Z, R-Ph-Xa-Ph3-Z, R-Ph-Xa-VO-Ph-Z, R-Ph-Xa-VO- Ph1-Z, R-Ph-Xa-VO-Ph3-Z, R-Ph-Xa-T-Ph-Z, R-Ph-Xa-T-Ph1-Z, R-Ph-Xa-T-Ph3- Z, R-Ph-Xa-G-Ph-Z, R-Ph-Xa-G-Ph1-Z, R-Ph-Xa-G-Ph3-Z, R-Ph-Xa-J-Ph-Z, R-Ph-Xa-J-Ph1-Z, R-Ph-Xa-J-Ph3-Z, R-Ph-VO-Xa-Ph-Z, R-Ph-VO-Xa-Ph1-Z, R- Ph-VO-Xa-Ph3-Z, R-Ph-VO-Xa-VO-Ph-Z, R-Ph-VO-Xa-VO-Ph1-Z, R-Ph-VO-Xa-VO-Ph3- Z, R-Ph-VO-Xa-T-Ph-Z, R-Ph-VO-Xa-T-Ph1-Z, R-Ph-VO-Xa-T-Ph3-Z, R-Ph-VO- Xa-G-Ph-Z, R-Ph-VO-Xa-G-Ph1-Z, R-Ph-VO-Xa-G-Ph3-Z, R-Ph-VO-Xa-J-Ph-Z, R-Ph-VO-Xa-J-Ph1-Z, R-Ph-VO-Xa-J-Ph3-Z, R-Ph-2-Xa-Ph-Z, R-Ph-2-Xa-Ph1- Z, R-Ph-2-Xa-Ph3-Z, R-Ph-2-Xa-VO-Ph-Z, R-Ph-2-Xa-VO-Ph1-Z, R-Ph-2-Xa- VO-Ph3-Z, R-Ph-2-Xa-T-Ph-Z, R-Ph-2-Xa-T-Ph1-Z, R-Ph-2-Xa-T-Ph3-Z, R- Ph-2-Xa-G-Ph-Z, R-Ph-2-Xa-G-Ph1-Z, R-Ph-2-Xa-G-Ph3-Z,
[0021]
R-Ph-2-Xa-J-Ph-Z, R-Ph-2-Xa-J-Ph1-Z, R-Ph-2-Xa-J-Ph3-Z, R-Ph-G-Xa- Ph-Z, R-Ph-G-Xa-Ph1-Z, R-Ph-G-Xa-Ph3-Z, R-Ph-G-Xa-VO-Ph-Z, R-Ph-G-Xa- VO-Ph1-Z, R-Ph-G-Xa-VO-Ph3-Z, R-Ph-G-Xa-T-Ph-Z, R-Ph-G-Xa-T-Ph1-Z, R- Ph-G-Xa-T-Ph3-Z, R-Ph-G-Xa-G-Ph-Z, R-Ph-G-Xa-G-Ph1-Z, R-Ph-G-Xa-G- Ph3-Z, R-Ph-G-Xa-J-Ph-Z, R-Ph-G-Xa-J-Ph1-Z, R-Ph-G-Xa-J-Ph3-Z, R-Ph- J-Xa-Ph-Z, R-Ph-J-Xa-Ph1-Z, R-Ph-J-Xa-Ph3-Z, R-Ph-J-Xa-VO-Ph-Z, R-Ph- J-Xa-VO-Ph1-Z, R-Ph-J-Xa-VO-Ph3-Z, R-Ph-J-Xa-T-Ph-Z, R-Ph-J-Xa-T-Ph1- Z, R-Ph-J-Xa-T-Ph3-Z, R-Ph-J-Xa-G-Ph-Z, R-Ph-J-Xa-G-Ph1-Z, R-Ph-J- Xa-G-Ph3-Z, R-Ph-J-Xa-J-Ph-Z, R-Ph-J-Xa-J-Ph1-Z, R-Ph-J-Xa-J-Ph3-Z, R-Ph-Xb-Ph-Z, R-Ph-Xb-Ph1-Z, R-Ph-Xb-Ph3-Z, R-Ph-Xb-VO-Ph-Z, R-Ph-Xb-VO- Ph1-Z, R-Ph-Xb-VO-Ph3-Z, R-Ph-Xb-T-Ph-Z, R-Ph-Xb-T-Ph1-Z, R-Ph-Xb-T-Ph3- Z, R-Ph-Xb-G-Ph-Z, R-Ph-Xb-G-Ph1-Z, R-Ph-Xb-G-Ph3-Z, R-Ph-Xb-J-Ph-Z, R-Ph-Xb-J-Ph1-Z, R-Ph-Xb-J-Ph3-Z, R-Ph-VO-Xb-Ph-Z, R-Ph-VO-Xb-Ph1-Z, R- Ph-VO-Xb-Ph3-Z, R-Ph-VO-Xb-VO-Ph-Z, R-Ph-VO-Xb-VO-Ph1- Z, R-Ph-VO-Xb-VO-Ph3-Z, R-Ph-VO-Xb-T-Ph-Z, R-Ph-VO-Xb-T-Ph1-Z, R-Ph-VO- Xb-T-Ph3-Z, R-Ph-VO-Xb-G-Ph-Z, R-Ph-VO-Xb-G-Ph1-Z, R-Ph-VO-Xb-G-Ph3-Z, R-Ph-VO-Xb-J-Ph-Z, R-Ph-VO-Xb-J-Ph1-Z, R-Ph-VO-Xb-J-Ph3-Z, R-Ph-2-Xb- Ph-Z, R-Ph-2-Xb-Ph1-Z, R-Ph-2-Xb-Ph3-Z, R-Ph-2-Xb-VO-Ph-Z, R-Ph-2-Xb- VO-Ph1-Z, R-Ph-2-Xb-VO-Ph3-Z, R-Ph-2-Xb-T-Ph-Z, R-Ph-2-Xb-T-Ph1-Z, R- Ph-2-Xb-T-Ph3-Z, R-Ph-2-Xb-G-Ph-Z, R-Ph-2-Xb-G-Ph1-Z, R-Ph-2-Xb-G- Ph3-Z, R-Ph-2-Xb-J-Ph-Z, R-Ph-2-Xb-J-Ph1-Z, R-Ph-2-Xb-J-Ph3-Z, R-Ph- G-Xb-Ph-Z, R-Ph-G-Xb-Ph1-Z, R-Ph-G-Xb-Ph3-Z, R-Ph-G-Xb-VO-Ph-Z, R-Ph- G-Xb-VO-Ph1-Z, R-Ph-G-Xb-VO-Ph3-Z, R-Ph-G-Xb-T-Ph-Z, R-Ph-G-Xb-T-Ph1- Z, R-Ph-G-Xb-T-Ph3-Z, R-Ph-G-Xb-G-Ph-Z, R-Ph-G-Xb-G-Ph1-Z, R-Ph-G- Xb-G-Ph3-Z, R-Ph-G-Xb-J-Ph-Z, R-Ph-G-Xb-J-Ph1-Z, R-Ph-G-Xb-J-Ph3-Z, R-Ph-J-Xb-Ph-Z, R-Ph-J-Xb-Ph1-Z, R-Ph-J-Xb-Ph3-Z, R-Ph-J-Xb-VO-Ph-Z, R-Ph-J-Xb-VO-Ph1-Z, R-Ph-J-Xb-VO-Ph3-Z, R-Ph-J-Xb-T-Ph-Z, R-Ph-J-Xb- T-Ph1-Z, R-Ph-J-Xb-T-Ph3-Z, R-Ph-J-Xb-G-Ph-Z, R-Ph-J-Xb-G -Ph1-Z, R-Ph-J-Xb-G-Ph3-Z, R-Ph-J-Xb-J-Ph-Z, R-Ph-J-Xb-J-Ph1-Z, R-Ph -J-Xb-J-Ph3-Z
[0022]
R-Ph1-Xa-Ph-Z, R-Ph1-Xa-Ph1-Z, R-Ph1-Xa-Ph3-Z, R-Ph1-Xa-VO-Ph-Z, R-Ph1-Xa-VO- Ph1-Z, R-Ph1-Xa-VO-Ph3-Z, R-Ph1-Xa-T-Ph-Z, R-Ph1-Xa-T-Ph1-Z, R-Ph1-Xa-T-Ph3- Z, R-Ph1-Xa-G-Ph-Z, R-Ph1-Xa-G-Ph1-Z, R-Ph1-Xa-G-Ph3-Z, R-Ph1-Xa-J-Ph-Z, R-Ph1-Xa-J-Ph1-Z, R-Ph1-Xa-J-Ph3-Z, R-Ph1-VO-Xa-Ph-Z, R-Ph1-VO-Xa-Ph1-Z, R- Ph1-VO-Xa-Ph3-Z, R-Ph1-VO-Xa-VO-Ph-Z, R-Ph1-VO-Xa-VO-Ph1-Z, R-Ph1-VO-Xa-VO-Ph3- Z, R-Ph1-VO-Xa-T-Ph-Z, R-Ph1-VO-Xa-T-Ph1-Z, R-Ph1-VO-Xa-T-Ph3-Z, R-Ph1-VO- Xa-G-Ph-Z, R-Ph1-VO-Xa-G-Ph1-Z, R-Ph1-VO-Xa-G-Ph3-Z, R-Ph1-VO-Xa-J-Ph-Z, R-Ph1-VO-Xa-J-Ph1-Z, R-Ph1-VO-Xa-J-Ph3-Z, R-Ph1-2-Xa-Ph-Z, R-Ph1-2-Xa-Ph1- Z, R-Ph1-2-Xa-Ph3-Z, R-Ph1-2-Xa-VO-Ph-Z, R-Ph1-2-Xa-VO-Ph1-Z, R-Ph1-2-Xa- VO-Ph3-Z, R-Ph1-2-Xa-T-Ph-Z, R-Ph1-2-Xa-T-Ph1-Z, R-Ph1-2-Xa-T-Ph3-Z, R- Ph1-2-Xa-G-Ph-Z, R-Ph1-2-Xa-G-Ph1-Z, R-Ph1-2-Xa-G-Ph3-Z, R-Ph1-2-Xa-J- Ph-Z, R-Ph1-2-Xa-J-Ph1-Z, R-Ph1-2-Xa-J-Ph3-Z, R-Ph1-G-Xa-Ph-Z, R-Ph1-G- Xa-Ph1-Z, R-Ph1-G-Xa-Ph3-Z, R-Ph1-G-Xa-VO-Ph-Z, R-Ph1-G-Xa-VO-Ph1 -Z, R-Ph1-G-Xa-VO-Ph3-Z, R-Ph1-G-Xa-T-Ph-Z, R-Ph1-G-Xa-T-Ph1-Z, R-Ph1-G -Xa-T-Ph3-Z, R-Ph1-G-Xa-G-Ph-Z, R-Ph1-G-Xa-G-Ph1-Z, R-Ph1-G-Xa-G-Ph3-Z , R-Ph1-G-Xa-J-Ph-Z, R-Ph1-G-Xa-J-Ph1-Z, R-Ph1-G-Xa-J-Ph3-Z, R-Ph1-J-Xa -Ph-Z, R-Ph1-J-Xa-Ph1-Z, R-Ph1-J-Xa-Ph3-Z, R-Ph1-J-Xa-VO-Ph-Z, R-Ph1-J-Xa -VO-Ph1-Z, R-Ph1-J-Xa-VO-Ph3-Z, R-Ph1-J-Xa-T-Ph-Z, R-Ph1-J-Xa-T-Ph1-Z, R -Ph1-J-Xa-T-Ph3-Z, R-Ph1-J-Xa-G-Ph-Z, R-Ph1-J-Xa-G-Ph1-Z, R-Ph1-J-Xa-G -Ph3-Z, R-Ph1-J-Xa-J-Ph-Z, R-Ph1-J-Xa-J-Ph1-Z, R-Ph1-J-Xa-J-Ph3-Z, R-Ph1 -Xb-Ph-Z, R-Ph1-Xb-Ph1-Z, R-Ph1-Xb-Ph3-Z, R-Ph1-Xb-VO-Ph-Z, R-Ph1-Xb-VO-Ph1-Z , R-Ph1-Xb-VO-Ph3-Z, R-Ph1-Xb-T-Ph-Z, R-Ph1-Xb-T-Ph1-Z, R-Ph1-Xb-T-Ph3-Z, R -Ph1-Xb-G-Ph-Z, R-Ph1-Xb-G-Ph1-Z, R-Ph1-Xb-G-Ph3-Z, R-Ph1-Xb-J-Ph-Z, R-Ph1 -Xb-J-Ph1-Z, R-Ph1-Xb-J-Ph3-Z, R-Ph1-VO-Xb-Ph-Z, R-Ph1-VO-Xb-Ph1-Z, R-Ph1-VO -Xb-Ph3-Z, R-Ph1-VO-Xb-VO-Ph-Z, R-Ph1-VO-Xb-VO-Ph1-Z, R-Ph1-VO-Xb-VO-Ph3-Z, R -Ph1-VO-Xb-T-Ph-Z, R-Ph1-VO-Xb-T-Ph1-Z, R-Ph1-VO-Xb-T-Ph3-Z, R-Ph1-VO-Xb -G-Ph-Z, R-Ph1-VO-Xb-G-Ph1-Z, R-Ph1-VO-Xb-G-Ph3-Z, R-Ph1-VO-Xb-J-Ph-Z, R -Ph1-VO-Xb-J-Ph1-Z, R-Ph1-VO-Xb-J-Ph3-Z, R-Ph1-2-Xb-Ph-Z, R-Ph1-2-Xb-Ph1-Z , R-Ph1-2-Xb-Ph3-Z, R-Ph1-2-Xb-VO-Ph-Z, R-Ph1-2-Xb-VO-Ph1-Z, R-Ph1-2-Xb-VO -Ph3-Z, R-Ph1-2-Xb-T-Ph-Z, R-Ph1-2-Xb-T-Ph1-Z, R-Ph1-2-Xb-T-Ph3-Z, R-Ph1 -2-Xb-G-Ph-Z, R-Ph1-2-Xb-G-Ph1-Z, R-Ph1-2-Xb-G-Ph3-Z, R-Ph1-2-Xb-J-Ph -Z, R-Ph1-2-Xb-J-Ph1-Z, R-Ph1-2-Xb-J-Ph3-Z, R-Ph1-G-Xb-Ph-Z, R-Ph1-G-Xb -Ph1-Z, R-Ph1-G-Xb-Ph3-Z, R-Ph1-G-Xb-VO-Ph-Z, R-Ph1-G-Xb-VO-Ph1-Z, R-Ph1-G -Xb-VO-Ph3-Z, R-Ph1-G-Xb-T-Ph-Z, R-Ph1-G-Xb-T-Ph1-Z, R-Ph1-G-Xb-T-Ph3-Z , R-Ph1-G-Xb-G-Ph-Z, R-Ph1-G-Xb-G-Ph1-Z, R-Ph1-G-Xb-G-Ph3-Z, R-Ph1-G-Xb -J-Ph-Z, R-Ph1-G-Xb-J-Ph1-Z, R-Ph1-G-Xb-J-Ph3-Z, R-Ph1-J-Xb-Ph-Z, R-Ph1 -J-Xb-Ph1-Z, R-Ph1-J-Xb-Ph3-Z, R-Ph1-J-Xb-VO-Ph-Z, R-Ph1-J-Xb-VO-Ph1-Z, R -Ph1-J-Xb-VO-Ph3-Z, R-Ph1-J-Xb-T-Ph-Z, R-Ph1-J-Xb-T-Ph1-Z, R-Ph1-J-Xb-T -Ph3-Z, R-Ph1-J-Xb-G-Ph-Z, R-Ph1-J-Xb-G-Ph1-Z, R-Ph1-J-Xb-G-Ph3-Z, R-Ph1 -J-Xb-J-Ph-Z, R- Ph1-J-Xb-J-Ph1-Z, R-Ph1-J-Xb-J-Ph3-Z
R-Ph3-Xa-Ph-Z, R-Ph3-Xa-Ph1-Z, R-Ph3-Xa-Ph3-Z, R-Ph3-Xa-VO-Ph-Z, R-Ph3-Xa-VO- Ph1-Z, R-Ph3-Xa-VO-Ph3-Z, R-Ph3-Xa-T-Ph-Z, R-Ph3-Xa-T-Ph1-Z, R-Ph3-Xa-T-Ph3- Z, R-Ph3-Xa-G-Ph-Z, R-Ph3-Xa-G-Ph1-Z, R-Ph3-Xa-G-Ph3-Z, R-Ph3-Xa-J-Ph-Z, R-Ph3-Xa-J-Ph1-Z, R-Ph3-Xa-J-Ph3-Z, R-Ph3-VO-Xa-Ph-Z, R-Ph3-VO-Xa-Ph1-Z, R- Ph3-VO-Xa-Ph3-Z, R-Ph3-VO-Xa-VO-Ph-Z, R-Ph3-VO-Xa-VO-Ph1-Z, R-Ph3-VO-Xa-VO-Ph3- Z, R-Ph3-VO-Xa-T-Ph-Z, R-Ph3-VO-Xa-T-Ph1-Z, R-Ph3-VO-Xa-T-Ph3-Z, R-Ph3-VO- Xa-G-Ph-Z, R-Ph3-VO-Xa-G-Ph1-Z, R-Ph3-VO-Xa-G-Ph3-Z, R-Ph3-VO-Xa-J-Ph-Z, R-Ph3-VO-Xa-J-Ph1-Z, R-Ph3-VO-Xa-J-Ph3-Z, R-Ph3-2-Xa-Ph-Z, R-Ph3-2-Xa-Ph1- Z, R-Ph3-2-Xa-Ph3-Z, R-Ph3-2-Xa-VO-Ph-Z, R-Ph3-2-Xa-VO-Ph1-Z, R-Ph3-2-Xa- VO-Ph3-Z, R-Ph3-2-Xa-T-Ph-Z, R-Ph3-2-Xa-T-Ph1-Z, R-Ph3-2-Xa-T-Ph3-Z, R- Ph3-2-Xa-G-Ph-Z, R-Ph3-2-Xa-G-Ph1-Z, R-Ph3-2-Xa-G-Ph3-Z, R-Ph3-2-Xa-J- Ph-Z, R-Ph3-2-Xa-J-Ph1-Z, R-Ph3-2-Xa-J-Ph3-Z, R-Ph3-G-Xa-Ph-Z, R-Ph3-G- Xa-Ph1-Z, R-Ph3-G-Xa-Ph3-Z, R-Ph3-G-Xa-VO-Ph-Z, R-Ph3-G-Xa-VO-Ph1 -Z, R-Ph3-G-Xa-VO-Ph3-Z, R-Ph3-G-Xa-T-Ph-Z, R-Ph3-G-Xa-T-Ph1-Z, R-Ph3-G -Xa-T-Ph3-Z, R-Ph3-G-Xa-G-Ph-Z, R-Ph3-G-Xa-G-Ph1-Z, R-Ph3-G-Xa-G-Ph3-Z , R-Ph3-G-Xa-J-Ph-Z, R-Ph3-G-Xa-J-Ph1-Z, R-Ph3-G-Xa-J-Ph3-Z, R-Ph3-J-Xa -Ph-Z, R-Ph3-J-Xa-Ph1-Z, R-Ph3-J-Xa-Ph3-Z, R-Ph3-J-Xa-VO-Ph-Z, R-Ph3-J-Xa -VO-Ph1-Z, R-Ph3-J-Xa-VO-Ph3-Z, R-Ph3-J-Xa-T-Ph-Z, R-Ph3-J-Xa-T-Ph1-Z, R -Ph3-J-Xa-T-Ph3-Z, R-Ph3-J-Xa-G-Ph-Z, R-Ph3-J-Xa-G-Ph-1-Z,
[0023]
R-Ph3-J-Xa-G-Ph3-Z, R-Ph3-J-Xa-J-Ph-Z, R-Ph3-J-Xa-J-Ph1-Z, R-Ph3-J-Xa- J-Ph3-Z, R-Ph3-Xb-Ph-Z, R-Ph3-Xb-Ph1-Z, R-Ph3-Xb-Ph3-Z, R-Ph3-Xb-VO-Ph-Z, R- Ph3-Xb-VO-Ph1-Z, R-Ph3-Xb-VO-Ph3-Z, R-Ph3-Xb-T-Ph-Z, R-Ph3-Xb-T-Ph1-Z, R-Ph3- Xb-T-Ph3-Z, R-Ph3-Xb-G-Ph-Z, R-Ph3-Xb-G-Ph1-Z, R-Ph3-Xb-G-Ph3-Z, R-Ph3-Xb- J-Ph-Z, R-Ph3-Xb-J-Ph1-Z, R-Ph3-Xb-J-Ph3-Z, R-Ph3-VO-Xb-Ph-Z, R-Ph3-VO-Xb- Ph1-Z, R-Ph3-VO-Xb-Ph3-Z, R-Ph3-VO-Xb-VO-Ph-Z, R-Ph3-VO-Xb-VO-Ph1-Z, R-Ph3-VO- Xb-VO-Ph3-Z, R-Ph3-VO-Xb-T-Ph-Z, R-Ph3-VO-Xb-T-Ph1-Z, R-Ph3-VO-Xb-T-Ph3-Z, R-Ph3-VO-Xb-G-Ph-Z, R-Ph3-VO-Xb-G-Ph1-Z, R-Ph3-VO-Xb-G-Ph3-Z, R-Ph3-VO-Xb- J-Ph-Z, R-Ph3-VO-Xb-J-Ph1-Z, R-Ph3-VO-Xb-J-Ph3-Z, R-Ph3-2-Xb-Ph-Z, R-Ph3- 2-Xb-Ph1-Z, R-Ph3-2-Xb-Ph3-Z, R-Ph3-2-Xb-VO-Ph-Z, R-Ph3-2-Xb-VO-Ph1-Z, R- Ph3-2-Xb-VO-Ph3-Z, R-Ph3-2-Xb-T-Ph-Z, R-Ph3-2-Xb-T-Ph1-Z, R-Ph3-2-Xb-T- Ph3-Z, R-Ph3-2-Xb-G-Ph-Z, R-Ph3-2-Xb-G-Ph1-Z, R-Ph3-2-Xb-G-Ph3-Z, R-Ph3- 2-Xb-J-Ph-Z, R-Ph3-2-Xb-J-Ph1-Z, R-Ph3-2-Xb-J-Ph3-Z, R-Ph3-G-Xb- Ph-Z, R-Ph3-G-Xb-Ph1-Z, R-Ph3-G-Xb-Ph3-Z, R-Ph3-G-Xb-VO-Ph-Z, R-Ph3-G-Xb- VO-Ph1-Z, R-Ph3-G-Xb-VO-Ph3-Z, R-Ph3-G-Xb-T-Ph-Z, R-Ph3-G-Xb-T-Ph1-Z, R- Ph3-G-Xb-T-Ph3-Z, R-Ph3-G-Xb-G-Ph-Z, R-Ph3-G-Xb-G-Ph1-Z, R-Ph3-G-Xb-G- Ph3-Z, R-Ph3-G-Xb-J-Ph-Z, R-Ph3-G-Xb-J-Ph1-Z, R-Ph3-G-Xb-J-Ph3-Z, R-Ph3- J-Xb-Ph-Z, R-Ph3-J-Xb-Ph1-Z, R-Ph3-J-Xb-Ph3-Z, R-Ph3-J-Xb-VO-Ph-Z, R-Ph3- J-Xb-VO-Ph1-Z, R-Ph3-J-Xb-VO-Ph3-Z, R-Ph3-J-Xb-T-Ph-Z, R-Ph3-J-Xb-T-Ph1- Z, R-Ph3-J-Xb-T-Ph3-Z, R-Ph3-J-Xb-G-Ph-Z, R-Ph3-J-Xb-G-Ph1-Z, R-Ph3-J- Xb-G-Ph3-Z, R-Ph3-J-Xb-J-Ph-Z, R-Ph3-J-Xb-J-Ph1-Z, R-Ph3-J-Xb-J-Ph3-Z, R-Cy-Cy-Xa-Z, R-Cy-Cy-2-Xa-Z, R-Cy-Cy-VO-Xa-Z, R-Cy-Cy-T-Xa-Z, R-Cy- Cy-G-Xa-Z, R-Cy-Cy-J-Xa-Z, R-Cy-Cy-K-Xa-Z, R-Cy-Ph-Xa-Z, R-Cy-Ph-2- Xa-Z, R-Cy-Ph-VO-Xa-Z, R-Cy-Ph-T-Xa-Z, R-Cy-Ph-G-Xa-Z, R-Cy-Ph-J-Xa- Z, R-Cy-Ph-K-Xa-Z, R-Cy-Ph1-Xa-Z, R-Cy-Ph1-2-Xa-Z, R-Cy-Ph1-VO-Xa-Z, R- Cy-Ph1-T-Xa-Z, R-Cy-Ph1-G-Xa-Z, R-Cy-Ph1-J-Xa-Z, R-Cy-Ph1-K-Xa-Z, R-Cy- Ph3-Xa-Z, R-Cy-Ph3-2-Xa-Z, R- Cy-Ph3-VO-Xa-Z, R-Cy-Ph3-T-Xa-Z, R-Cy-Ph3-G-Xa-Z, R-Cy-Ph3-J-Xa-Z, R-Cy- Ph3-K-Xa-Z, R-Cy-Ph3-Xa-Z, R-Cy-Ph3-2-Xa-Z, R-Cy-Ph3-VO-Xa-Z, R-Cy-Ph3-T- Xa-Z, R-Cy-Ph3-G-Xa-Z, R-Cy-Ph3-J-Xa-Z, R-Cy-Ph3-K-Xa-Z,
[0024]
R-Cy-VO-Cy-Xa-Z, R-Cy-VO-Cy-2-Xa-Z, R-Cy-VO-Cy-VO-Xa-Z, R-Cy-VO-Cy-T- Xa-Z, R-Cy-VO-Cy-G-Xa-Z, R-Cy-VO-Cy-J-Xa-Z, R-Cy-VO-Cy-K-Xa-Z, R-Cy- VO-Ph-Xa-Z, R-Cy-VO-Ph-2-Xa-Z, R-Cy-VO-Ph-VO-Xa-Z, R-Cy-VO-Ph-T-Xa-Z, R-Cy-VO-Ph-G-Xa-Z, R-Cy-VO-Ph-J-Xa-Z, R-Cy-VO-Ph-K-Xa-Z, R-Cy-VO-Ph1- Xa-Z, R-Cy-VO-Ph1-2-Xa-Z, R-Cy-VO-Ph1-VO-Xa-Z, R-Cy-VO-Ph1-T-Xa-Z, R-Cy- VO-Ph1-G-Xa-Z, R-Cy-VO-Ph1-J-Xa-Z, R-Cy-VO-Ph1-K-Xa-Z, R-Cy-VO-Ph3-Xa-Z, R-Cy-VO-Ph3-2-Xa-Z, R-Cy-VO-Ph3-VO-Xa-Z, R-Cy-VO-Ph3-T-Xa-Z, R-Cy-VO-Ph3- G-Xa-Z, R-Cy-VO-Ph3-J-Xa-Z, R-Cy-VO-Ph3-K-Xa-Z, R-Cy-VO-Ph3-Xa-Z, R-Cy- VO-Ph3-2-Xa-Z, R-Cy-VO-Ph3-VO-Xa-Z, R-Cy-VO-Ph3-T-Xa-Z, R-Cy-VO-Ph3-G-Xa- Z, R-Cy-VO-Ph3-J-Xa-Z, R-Cy-VO-Ph3-K-Xa-Z, R-Cy-2-Cy-Xa-Z, R-Cy-2-Cy- 2-Xa-Z, R-Cy-2-Cy-VO-Xa-Z, R-Cy-2-Cy-T-Xa-Z, R-Cy-2-Cy-G-Xa-Z, R- Cy-2-Cy-J-Xa-Z, R-Cy-2-Cy-K-Xa-Z, R-Cy-2-Ph-Xa-Z, R-Cy-2-Ph-2-Xa- Z, R-Cy-2-Ph-VO-Xa-Z, R-Cy-2-Ph-T-Xa-Z, R-Cy-2-Ph-G-Xa-Z, R-Cy-2- Ph-J-Xa-Z, R-Cy-2-Ph-K-Xa-Z, R-Cy-2-Ph1-Xa-Z, R- Cy-2-Ph1-2-Xa-Z, R-Cy-2-Ph1-VO-Xa-Z, R-Cy-2-Ph1-T-Xa-Z, R-Cy-2-Ph1-G- Xa-Z, R-Cy-2-Ph1-J-Xa-Z, R-Cy-2-Ph1-K-Xa-Z, R-Cy-2-Ph3-Xa-Z, R-Cy-2- Ph3-2-Xa-Z, R-Cy-2-Ph3-VO-Xa-Z, R-Cy-2-Ph3-T-Xa-Z, R-Cy-2-Ph3-G-Xa-Z, R-Cy-2-Ph3-J-Xa-Z, R-Cy-2-Ph3-K-Xa-Z, R-Cy-2-Ph3-Xa-Z, R-Cy-2-Ph3-2- Xa-Z, R-Cy-2-Ph3-VO-Xa-Z, R-Cy-2-Ph3-T-Xa-Z, R-Cy-2-Ph3-G-Xa-Z, R-Cy- 2-Ph3-J-Xa-Z, R-Cy-2-Ph3-K-Xa-Z, R-Cy-J-Cy-Xa-Z, R-Cy-J-Cy-2-Xa-Z, R-Cy-J-Cy-VO-Xa-Z, R-Cy-J-Cy-T-Xa-Z, R-Cy-J-Cy-G-Xa-Z, R-Cy-J-Cy- J-Xa-Z, R-Cy-J-Cy-K-Xa-Z, R-Cy-J-Ph-Xa-Z, R-Cy-J-Ph-2-Xa-Z, R-Cy- J-Ph-VO-Xa-Z, R-Cy-J-Ph-T-Xa-Z, R-Cy-J-Ph-G-Xa-Z, R-Cy-J-Ph-J-Xa- Z, R-Cy-J-Ph-K-Xa-Z, R-Cy-J-Ph1-Xa-Z, R-Cy-J-Ph1-2-Xa-Z, R-Cy-J-Ph1- VO-Xa-Z, R-Cy-J-Ph1-T-Xa-Z, R-Cy-J-Ph1-G-Xa-Z, R-Cy-J-Ph1-J-Xa-Z, R- Cy-J-Ph1-K-Xa-Z, R-Cy-J-Ph3-Xa-Z, R-Cy-J-Ph3-2-Xa-Z, R-Cy-J-Ph3-VO-Xa- Z, R-Cy-J-Ph3-T-Xa-Z, R-Cy-J-Ph3-G-Xa-Z, R-Cy-J-Ph3-J-Xa-Z, R-Cy-J- Ph3-K-Xa-Z, R-Cy-J-Ph3-Xa-Z, R-Cy-J-Ph3-2-Xa-Z, R-Cy-J-Ph3-VO-Xa-Z, R- Cy-J-Ph3-T-Xa-Z, R-Cy-J-Ph3-G-Xa-Z, R-Cy-J-Ph3-J-Xa-Z,
[0025]
R-Cy-J-Ph3-K-Xa-Z, R-Ph-Cy-Xa-Z, R-Ph-Cy-2-Xa-Z, R-Ph-Cy-VO-Xa-Z, R- Ph-Cy-T-Xa-Z, R-Ph-Cy-G-Xa-Z, R-Ph-Cy-J-Xa-Z, R-Ph-Cy-K-Xa-Z, R-Ph- Ph-Xa-Z, R-Ph-Ph-2-Xa-Z, R-Ph-Ph-VO-Xa-Z, R-Ph-Ph-T-Xa-Z, R-Ph-Ph-G- Xa-Z, R-Ph-Ph-J-Xa-Z, R-Ph-Ph-K-Xa-Z, R-Ph-Ph1-Xa-Z, R-Ph-Ph1-2-Xa-Z, R-Ph-Ph1-VO-Xa-Z, R-Ph-Ph1-T-Xa-Z, R-Ph-Ph1-G-Xa-Z, R-Ph-Ph1-J-Xa-Z, R- Ph-Ph1-K-Xa-Z, R-Ph-Ph3-Xa-Z, R-Ph-Ph3-2-Xa-Z, R-Ph-Ph3-VO-Xa-Z, R-Ph-Ph3- T-Xa-Z, R-Ph-Ph3-G-Xa-Z, R-Ph-Ph3-J-Xa-Z, R-Ph-Ph3-K-Xa-Z, R-Ph-Ph3-Xa- Z, R-Ph-Ph3-2-Xa-Z, R-Ph-Ph3-VO-Xa-Z, R-Ph-Ph3-T-Xa-Z, R-Ph-Ph3-G-Xa-Z, R-Ph-Ph3-J-Xa-Z, R-Ph-Ph3-K-Xa-Z, R-Ph-VO-Cy-Xa-Z, R-Ph-VO-Cy-2-Xa-Z, R-Ph-VO-Cy-VO-Xa-Z, R-Ph-VO-Cy-T-Xa-Z, R-Ph-VO-Cy-G-Xa-Z, R-Ph-VO-Cy- J-Xa-Z, R-Ph-VO-Cy-K-Xa-Z, R-Ph-VO-Ph-Xa-Z, R-Ph-VO-Ph-2-Xa-Z, R-Ph- VO-Ph-VO-Xa-Z, R-Ph-VO-Ph-T-Xa-Z, R-Ph-VO-Ph-G-Xa-Z, R-Ph-VO-Ph-J-Xa- Z, R-Ph-VO-Ph-K-Xa-Z, R-Ph-VO-Ph1-Xa-Z, R-Ph-VO-Ph1-2-Xa-Z, R-Ph-VO-Ph1- VO-Xa-Z, R-Ph-VO-Ph1-T-Xa-Z, R-Ph-VO- Ph1-G-Xa-Z, R-Ph-VO-Ph1-J-Xa-Z, R-Ph-VO-Ph1-K-Xa-Z, R-Ph-VO-Ph3-Xa-Z, R- Ph-VO-Ph3-2-Xa-Z, R-Ph-VO-Ph3-VO-Xa-Z, R-Ph-VO-Ph3-T-Xa-Z, R-Ph-VO-Ph3-G- Xa-Z, R-Ph-VO-Ph3-J-Xa-Z, R-Ph-VO-Ph3-K-Xa-Z, R-Ph-VO-Ph3-Xa-Z, R-Ph-VO- Ph3-2-Xa-Z, R-Ph-VO-Ph3-VO-Xa-Z, R-Ph-VO-Ph3-T-Xa-Z, R-Ph-VO-Ph3-G-Xa-Z, R-Ph-VO-Ph3-J-Xa-Z, R-Ph-VO-Ph3-K-Xa-Z, R-Ph-2-Cy-Xa-Z, R-Ph-2-Cy-2- Xa-Z, R-Ph-2-Cy-VO-Xa-Z, R-Ph-2-Cy-T-Xa-Z, R-Ph-2-Cy-G-Xa-Z, R-Ph- 2-Cy-J-Xa-Z, R-Ph-2-Cy-K-Xa-Z, R-Ph-2-Ph-Xa-Z, R-Ph-2-Ph-2-Xa-Z, R-Ph-2-Ph-VO-Xa-Z, R-Ph-2-Ph-T-Xa-Z, R-Ph-2-Ph-G-Xa-Z, R-Ph-2-Ph- J-Xa-Z, R-Ph-2-Ph-K-Xa-Z, R-Ph-2-Ph1-Xa-Z, R-Ph-2-Ph1-2-Xa-Z, R-Ph- 2-Ph1-VO-Xa-Z, R-Ph-2-Ph1-T-Xa-Z, R-Ph-2-Ph1-G-Xa-Z, R-Ph-2-Ph1-J-Xa- Z, R-Ph-2-Ph1-K-Xa-Z, R-Ph-2-Ph3-Xa-Z, R-Ph-2-Ph3-2-Xa-Z, R-Ph-2-Ph3- VO-Xa-Z, R-Ph-2-Ph3-T-Xa-Z, R-Ph-2-Ph3-G-Xa-Z, R-Ph-2-Ph3-J-Xa-Z, R- Ph-2-Ph3-K-Xa-Z,
[0026]
R-Ph-2-Ph3-Xa-Z, R-Ph-2-Ph3-2-Xa-Z, R-Ph-2-Ph3-VO-Xa-Z, R-Ph-2-Ph3-T- Xa-Z, R-Ph-2-Ph3-G-Xa-Z, R-Ph-2-Ph3-J-Xa-Z, R-Ph-2-Ph3-K-Xa-Z, R-Ph- J-Cy-Xa-Z, R-Ph-J-Cy-2-Xa-Z, R-Ph-J-Cy-VO-Xa-Z, R-Ph-J-Cy-T-Xa-Z, R-Ph-J-Cy-G-Xa-Z, R-Ph-J-Cy-J-Xa-Z, R-Ph-J-Cy-K-Xa-Z, R-Ph-J-Ph- Xa-Z, R-Ph-J-Ph-2-Xa-Z, R-Ph-J-Ph-VO-Xa-Z, R-Ph-J-Ph-T-Xa-Z, R-Ph- J-Ph-G-Xa-Z, R-Ph-J-Ph-J-Xa-Z, R-Ph-J-Ph-K-Xa-Z, R-Ph-J-Ph1-Xa-Z, R-Ph-J-Ph1-2-Xa-Z, R-Ph-J-Ph1-VO-Xa-Z, R-Ph-J-Ph1-T-Xa-Z, R-Ph-J-Ph1- G-Xa-Z, R-Ph-J-Ph1-J-Xa-Z, R-Ph-J-Ph1-K-Xa-Z, R-Ph-J-Ph3-Xa-Z, R-Ph- J-Ph3-2-Xa-Z, R-Ph-J-Ph3-VO-Xa-Z, R-Ph-J-Ph3-T-Xa-Z, R-Ph-J-Ph3-G-Xa- Z, R-Ph-J-Ph3-J-Xa-Z, R-Ph-J-Ph3-K-Xa-Z, R-Ph-J-Ph3-Xa-Z, R-Ph-J-Ph3- 2-Xa-Z, R-Ph-J-Ph3-VO-Xa-Z, R-Ph-J-Ph3-T-Xa-Z, R-Ph-J-Ph3-G-Xa-Z, R- Ph-J-Ph3-J-Xa-Z, R-Ph-J-Ph3-K-Xa-Z, R-Ph3-Cy-Xa-Z, R-Ph3-Cy-2-Xa-Z, R- Ph3-Cy-VO-Xa-Z, R-Ph3-Cy-T-Xa-Z, R-Ph3-Cy-G-Xa-Z, R-Ph3-Cy-J-Xa-Z, R-Ph3- Cy-K-Xa-Z, R-Ph3-Ph-Xa-Z, R-Ph3-Ph-2-Xa-Z, R-Ph3-Ph-VO-Xa-Z, R- Ph3-Ph-T-Xa-Z, R-Ph3-Ph-G-Xa-Z, R-Ph3-Ph-J-Xa-Z, R-Ph3-Ph-K-Xa-Z, R-Ph3- Ph1-Xa-Z, R-Ph3-Ph1-2-Xa-Z, R-Ph3-Ph1-VO-Xa-Z, R-Ph3-Ph1-T-Xa-Z, R-Ph3-Ph1-G- Xa-Z, R-Ph3-Ph1-J-Xa-Z, R-Ph3-Ph1-K-Xa-Z, R-Ph3-Ph3-Xa-Z, R-Ph3-Ph3-2-Xa-Z, R-Ph3-Ph3-VO-Xa-Z, R-Ph3-Ph3-T-Xa-Z, R-Ph3-Ph3-G-Xa-Z, R-Ph3-Ph3-J-Xa-Z, R- Ph3-Ph3-K-Xa-Z, R-Ph3-Ph3-Xa-Z, R-Ph3-Ph3-2-Xa-Z, R-Ph3-Ph3-VO-Xa-Z, R-Ph3-Ph3- T-Xa-Z, R-Ph3-Ph3-G-Xa-Z, R-Ph3-Ph3-J-Xa-Z, R-Ph3-Ph3-K-Xa-Z,
[0027]
R-Ph3-VO-Cy-Xa-Z, R-Ph3-VO-Cy-2-Xa-Z, R-Ph3-VO-Cy-VO-Xa-Z, R-Ph3-VO-Cy-T- Xa-Z, R-Ph3-VO-Cy-G-Xa-Z, R-Ph3-VO-Cy-J-Xa-Z, R-Ph3-VO-Cy-K-Xa-Z, R-Ph3- VO-Ph-Xa-Z, R-Ph3-VO-Ph-2-Xa-Z, R-Ph3-VO-Ph-VO-Xa-Z, R-Ph3-VO-Ph-T-Xa-Z, R-Ph3-VO-Ph-G-Xa-Z, R-Ph3-VO-Ph-J-Xa-Z, R-Ph3-VO-Ph-K-Xa-Z, R-Ph3-VO-Ph1- Xa-Z, R-Ph3-VO-Ph1-2-Xa-Z, R-Ph3-VO-Ph1-VO-Xa-Z, R-Ph3-VO-Ph1-T-Xa-Z, R-Ph3- VO-Ph1-G-Xa-Z, R-Ph3-VO-Ph1-J-Xa-Z, R-Ph3-VO-Ph1-K-Xa-Z, R-Ph3-VO-Ph3-Xa-Z, R-Ph3-VO-Ph3-2-Xa-Z, R-Ph3-VO-Ph3-VO-Xa-Z, R-Ph3-VO-Ph3-T-Xa-Z, R-Ph3-VO-Ph3- G-Xa-Z, R-Ph3-VO-Ph3-J-Xa-Z, R-Ph3-VO-Ph3-K-Xa-Z, R-Ph3-VO-Ph3-Xa-Z, R-Ph3- VO-Ph3-2-Xa-Z, R-Ph3-VO-Ph3-VO-Xa-Z, R-Ph3-VO-Ph3-T-Xa-Z, R-Ph3-VO-Ph3-G-Xa- Z, R-Ph3-VO-Ph3-J-Xa-Z, R-Ph3-VO-Ph3-K-Xa-Z, R-Ph3-2-Cy-Xa-Z, R-Ph3-2-Cy- 2-Xa-Z, R-Ph3-2-Cy-VO-Xa-Z, R-Ph3-2-Cy-T-Xa-Z, R-Ph3-2-Cy-G-Xa-Z, R- Ph3-2-Cy-J-Xa-Z, R-Ph3-2-Cy-K-Xa-Z, R-Ph3-2-Ph-Xa-Z, R-Ph3-2-Ph-2-Xa- Z, R-Ph3-2-Ph-VO-Xa-Z, R-Ph3-2-Ph-T-Xa-Z, R-Ph3-2-Ph-G-Xa-Z, R-Ph3-2- Ph- J-Xa-Z, R-Ph3-2-Ph-K-Xa-Z, R-Ph3-2-Ph1-Xa-Z, R-Ph3-2-Ph1-2-Xa-Z, R-Ph3- 2-Ph1-VO-Xa-Z, R-Ph3-2-Ph1-T-Xa-Z, R-Ph3-2-Ph1-G-Xa-Z, R-Ph3-2-Ph1-J-Xa- Z, R-Ph3-2-Ph1-K-Xa-Z, R-Ph3-2-Ph3-Xa-Z, R-Ph3-2-Ph3-2-Xa-Z, R-Ph3-2-Ph3- VO-Xa-Z, R-Ph3-2-Ph3-T-Xa-Z, R-Ph3-2-Ph3-G-Xa-Z, R-Ph3-2-Ph3-J-Xa-Z, R- Ph3-2-Ph3-K-Xa-Z, R-Ph3-2-Ph3-Xa-Z, R-Ph3-2-Ph3-2-Xa-Z, R-Ph3-2-Ph3-VO-Xa- Z, R-Ph3-2-Ph3-T-Xa-Z, R-Ph3-2-Ph3-G-Xa-Z, R-Ph3-2-Ph3-J-Xa-Z, R-Ph3-2- Ph3-K-Xa-Z, R-Ph3-J-Cy-Xa-Z, R-Ph3-J-Cy-2-Xa-Z, R-Ph3-J-Cy-VO-Xa-Z, R- Ph3-J-Cy-T-Xa-Z, R-Ph3-J-Cy-G-Xa-Z, R-Ph3-J-Cy-J-Xa-Z, R-Ph3-J-Cy-K- Xa-Z, R-Ph3-J-Ph-Xa-Z, R-Ph3-J-Ph-2-Xa-Z, R-Ph3-J-Ph-VO-Xa-Z, R-Ph3-J- Ph-T-Xa-Z, R-Ph3-J-Ph-G-Xa-Z, R-Ph3-J-Ph-J-Xa-Z, R-Ph3-J-Ph-K-Xa-Z, R-Ph3-J-Ph1-Xa-Z, R-Ph3-J-Ph1-2-Xa-Z, R-Ph3-J-Ph1-VO-Xa-Z, R-Ph3-J-Ph1-T- Xa-Z, R-Ph3-J-Ph1-G-Xa-Z, R-Ph3-J-Ph1-J-Xa-Z, R-Ph3-J-Ph1-K-Xa-Z, R-Ph3- J-Ph3-Xa-Z, R-Ph3-J-Ph3-2-Xa-Z, R-Ph3-J-Ph3-VO-Xa-Z, R-Ph3-J-Ph3-T-Xa-Z, R-Ph3-J-Ph3-G-Xa-Z, R-Ph3 -J-Ph3-J-Xa-Z, R-Ph3-J-Ph3-K-Xa-Z, R-Ph3-J-Ph3-Xa-Z, R-Ph3-J-Ph3-2-Xa-Z , R-Ph3-J-Ph3-VO-Xa-Z, R-Ph3-J-Ph3-T-Xa-Z, R-Ph3-J-Ph3-G-Xa-Z, R-Ph3-J-Ph3 -J-Xa-Z, R-Ph3-J-Ph3-K-Xa-Z, R-By-Cy-Xa-Z, R-By-Cy-2-Xa-Z, R-By-Cy-VO -Xa-Z, R-By-Cy-T-Xa-Z, R-By-Cy-G-Xa-Z, R-By-Cy-J-Xa-Z, R-By-Cy-K-Xa -Z, R-By-Ph-Xa-Z, R-By-Ph-2-Xa-Z, R-By-Ph-VO-Xa-Z, R-By-Ph-T-Xa-Z, R -By-Ph-G-Xa-Z, R-By-Ph-J-Xa-Z, R-By-Ph-K-Xa-Z, R-By-Ph1-Xa-Z, R-By-Ph1 -2-Xa-Z, R-By-Ph1-VO-Xa-Z, R-By-Ph1-T-Xa-Z, R-By-Ph1-G-Xa-Z, R-By-Ph1-J -Xa-Z, R-By-Ph1-K-Xa-Z, R-By-Ph3-Xa-Z, R-By-Ph3-2-Xa-Z, R-By-Ph3-VO-Xa-Z , R-By-Ph3-T-Xa-Z, R-By-Ph3-G-Xa-Z, R-By-Ph3-J-Xa-Z, R-By-Ph3-K-Xa-Z, R -By-Ph3-Xa-Z, R-By-Ph3-2-Xa-Z, R-By-Ph3-VO-Xa-Z, R-By-Ph3-T-Xa-Z, R-By-Ph3 -G-Xa-Z, R-By-Ph3-J-Xa-Z,
[0028]
R-By-Ph3-K-Xa-Z, R-By-VO-Cy-Xa-Z, R-By-VO-Cy-2-Xa-Z, R-By-VO-Cy-VO-Xa- Z, R-By-VO-Cy-T-Xa-Z, R-By-VO-Cy-G-Xa-Z, R-By-VO-Cy-J-Xa-Z, R-By-VO- Cy-K-Xa-Z, R-By-VO-Ph-Xa-Z, R-By-VO-Ph-2-Xa-Z, R-By-VO-Ph-VO-Xa-Z, R- By-VO-Ph-T-Xa-Z, R-By-VO-Ph-G-Xa-Z, R-By-VO-Ph-J-Xa-Z, R-By-VO-Ph-K- Xa-Z, R-By-VO-Ph1-Xa-Z, R-By-VO-Ph1-2-Xa-Z, R-By-VO-Ph1-VO-Xa-Z, R-By-VO- Ph1-T-Xa-Z, R-By-VO-Ph1-G-Xa-Z, R-By-VO-Ph1-J-Xa-Z, R-By-VO-Ph1-K-Xa-Z, R-By-VO-Ph3-Xa-Z, R-By-VO-Ph3-2-Xa-Z, R-By-VO-Ph3-VO-Xa-Z, R-By-VO-Ph3-T- Xa-Z, R-By-VO-Ph3-G-Xa-Z, R-By-VO-Ph3-J-Xa-Z, R-By-VO-Ph3-K-Xa-Z, R-By- VO-Ph3-Xa-Z, R-By-VO-Ph3-2-Xa-Z, R-By-VO-Ph3-VO-Xa-Z, R-By-VO-Ph3-T-Xa-Z, R-By-VO-Ph3-G-Xa-Z, R-By-VO-Ph3-J-Xa-Z, R-By-VO-Ph3-K-Xa-Z, R-By-2-Cy- Xa-Z, R-By-2-Cy-2-Xa-Z, R-By-2-Cy-VO-Xa-Z, R-By-2-Cy-T-Xa-Z, R-By- 2-Cy-G-Xa-Z, R-By-2-Cy-J-Xa-Z, R-By-2-Cy-K-Xa-Z, R-By-2-Ph-Xa-Z, R-By-2-Ph-2-Xa-Z, R-By-2-Ph-VO-Xa-Z, R-By-2-Ph-T-Xa-Z, R-By-2-Ph- G-Xa-Z, R-By-2-Ph-J-Xa-Z, R-By-2-Ph-K-Xa-Z, R- By-2-Ph1-Xa-Z, R-By-2-Ph1-2-Xa-Z, R-By-2-Ph1-VO-Xa-Z, R-By-2-Ph1-T-Xa- Z, R-By-2-Ph1-G-Xa-Z, R-By-2-Ph1-J-Xa-Z, R-By-2-Ph1-K-Xa-Z, R-By-2- Ph3-Xa-Z, R-By-2-Ph3-2-Xa-Z, R-By-2-Ph3-VO-Xa-Z, R-By-2-Ph3-T-Xa-Z, R- By-2-Ph3-G-Xa-Z, R-By-2-Ph3-J-Xa-Z, R-By-2-Ph3-K-Xa-Z, R-By-2-Ph3-Xa- Z, R-By-2-Ph3-2-Xa-Z, R-By-2-Ph3-VO-Xa-Z, R-By-2-Ph3-T-Xa-Z, R-By-2- Ph3-G-Xa-Z, R-By-2-Ph3-J-Xa-Z, R-By-2-Ph3-K-Xa-Z, R-By-J-Cy-Xa-Z, R- By-J-Cy-2-Xa-Z, R-By-J-Cy-VO-Xa-Z, R-By-J-Cy-T-Xa-Z, R-By-J-Cy-G- Xa-Z, R-By-J-Cy-J-Xa-Z, R-By-J-Cy-K-Xa-Z, R-By-J-Ph-Xa-Z, R-By-J- Ph-2-Xa-Z, R-By-J-Ph-VO-Xa-Z, R-By-J-Ph-T-Xa-Z, R-By-J-Ph-G-Xa-Z, R-By-J-Ph-J-Xa-Z, R-By-J-Ph-K-Xa-Z, R-By-J-Ph1-Xa-Z, R-By-J-Ph1-2- Xa-Z, R-By-J-Ph1-VO-Xa-Z, R-By-J-Ph1-T-Xa-Z, R-By-J-Ph1-G-Xa-Z, R-By- J-Ph1-J-Xa-Z, R-By-J-Ph1-K-Xa-Z, R-By-J-Ph3-Xa-Z, R-By-J-Ph3-2-Xa-Z, R-By-J-Ph3-VO-Xa-Z, R-By-J-Ph3-T-Xa-Z, R-By-J-Ph3-G-Xa-Z, R-By-J-Ph3- J-Xa-Z, R-By-J-Ph3-K-Xa-Z, R-By-J-Ph3-Xa-Z, R-By-J-Ph3-2-Xa-Z, R-By- J-Ph3-VO-Xa-Z,
[0029]
R-By-J-Ph3-T-Xa-Z, R-By-J-Ph3-G-Xa-Z, R-By-J-Ph3-J-Xa-Z, R-By-J-Ph3- K-Xa-Z, R-Cy-2-Cy-2-Xa-T-Ph-Z, R-Cy-2-Cy-2-Xa-T-Ph1-Z, R-Cy-2-Cy- 2-Xa-T-Ph3-Z, R-Cy-2-Cy-J-Xa-T-Ph-Z, R-Cy-2-Cy-J-Xa-T-Ph1-Z, R-Cy- 2-Cy-J-Xa-T-Ph3-Z, R-Cy-2-Cy-Xa-T-Ph-Z, R-Cy-2-Cy-Xa-T-Ph1-Z, R-Cy- 2-Cy-Xa-T-Ph3-Z, R-Cy-Cy-2-Xa-T-Ph-Z, R-Cy-Cy-2-Xa-T-Ph1-Z, R-Cy-Cy- 2-Xa-T-Ph3-Z, R-Cy-Cy-J-Xa-T-Ph-Z, R-Cy-Cy-J-Xa-T-Ph1-Z, R-Cy-Cy-J- Xa-T-Ph3-Z, R-Cy-Cy-Xa-T-Ph-Z, R-Cy-Cy-Xa-T-Ph1-Z, R-Cy-Cy-Xa-T-Ph3-Z, R-Cy-2-Cy-2-Xa-VO-Ph-Z, R-Cy-2-Cy-2-Xa-VO-Ph1-Z, R-Cy-2-Cy-2-Xa-VO- Ph3-Z, R-Cy-2-Cy-J-Xa-VO-Ph-Z, R-Cy-2-Cy-J-Xa-VO-Ph1-Z, R-Cy-2-Cy-J- Xa-VO-Ph3-Z, R-Cy-2-Cy-Xa-VO-Ph-Z, R-Cy-2-Cy-Xa-VO-Ph1-Z, R-Cy-2-Cy-Xa- VO-Ph3-Z, R-Cy-Cy-2-Xa-VO-Ph-Z, R-Cy-Cy-2-Xa-VO-Ph1-Z, R-Cy-Cy-2-Xa-VO- Ph3-Z, R-Cy-Cy-J-Xa-VO-Ph-Z, R-Cy-Cy-J-Xa-VO-Ph1-Z, R-Cy-Cy-J-Xa-VO-Ph3- Z, R-Cy-Cy-Xa-VO-Ph-Z, R-Cy-Cy-Xa-VO-Ph1-Z, R-Cy-Cy-Xa-VO-Ph3-Z, R-Cy-2- Cy-2-Xa-Cy-Z, R-Cy-2-Cy-2-Xa-Ph-Z, R-Cy-2-Cy-2-Xa-Ph1-Z, R-Cy-2- Cy-2-Xa-Ph3-Z, R-Cy-2-Cy-J-Xa-Cy-Z, R-Cy-2-Cy-J-Xa-Ph-Z, R-Cy-2-Cy- J-Xa-Ph1-Z, R-Cy-2-Cy-J-Xa-Ph3-Z, R-Cy-2-Cy-Xa-Cy-Z, R-Cy-2-Cy-Xa-Ph- Z, R-Cy-2-Cy-Xa-Ph1-Z, R-Cy-2-Cy-Xa-Ph3-Z, R-Cy-Cy-2-Xa-Cy-Z, R-Cy-Cy- 2-Xa-Ph-Z, R-Cy-Cy-2-Xa-Ph1-Z, R-Cy-Cy-2-Xa-Ph3-Z, R-Cy-Cy-J-Xa-Cy-Z, R-Cy-Cy-J-Xa-Ph-Z, R-Cy-Cy-J-Xa-Ph1-Z, R-Cy-Cy-J-Xa-Ph3-Z, R-Cy-Cy-Xa- Cy-Z, R-Cy-Cy-Xa-Ph-Z, R-Cy-Cy-Xa-Ph1-Z, R-Cy-Cy-Xa-Ph3-Z, R-Cy-2-Ph-2- Xa-T-Ph-Z, R-Cy-2-Ph-2-Xa-T-Ph1-Z, R-Cy-2-Ph-2-Xa-T-Ph3-Z, R-Cy-2- Ph-T-Xa-T-Ph-Z, R-Cy-2-Ph-T-Xa-T-Ph1-Z, R-Cy-2-Ph-T-Xa-T-Ph3-Z,
R-Cy-2-Ph-Xa-T-Ph-Z, R-Cy-2-Ph-Xa-T-Ph1-Z, R-Cy-2-Ph-Xa-T-Ph3-Z, R- Cy-T-Ph-2-Xa-T-Ph-Z, R-Cy-T-Ph-2-Xa-T-Ph1-Z, R-Cy-T-Ph-2-Xa-T-Ph3- Z, R-Cy-T-Ph-T-Xa-T-Ph-Z, R-Cy-T-Ph-T-Xa-T-Ph1-Z, R-Cy-T-Ph-T-Xa- T-Ph3-Z, R-Cy-T-Ph-Xa-T-Ph-Z, R-Cy-T-Ph-Xa-T-Ph1-Z, R-Cy-T-Ph-Xa-T- Ph3-Z, R-Cy-Ph-2-Xa-T-Ph-Z, R-Cy-Ph-2-Xa-T-Ph1-Z, R-Cy-Ph-2-Xa-T-Ph3- Z, R-Cy-Ph-T-Xa-T-Ph-Z, R-Cy-Ph-T-Xa-T-Ph1-Z, R-Cy-Ph-T-Xa-T-Ph3-Z, R-Cy-Ph-Xa-T-Ph-Z,
R-Cy-Ph-Xa-T-Ph1-Z, R-Cy-Ph-Xa-T-Ph3-Z, R-Cy-2-Ph-2-Xa-VO-Ph-Z, R-Cy- 2-Ph-2-Xa-VO-Ph1-Z, R-Cy-2-Ph-2-Xa-VO-Ph3-Z, R-Cy-2-Ph-T-Xa-VO-Ph-Z, R-Cy-2-Ph-T-Xa-VO-Ph1-Z, R-Cy-2-Ph-T-Xa-VO-Ph3-Z, R-Cy-2-Ph-Xa-VO-Ph- Z, R-Cy-2-Ph-Xa-VO-Ph1-Z, R-Cy-2-Ph-Xa-VO-Ph3-Z, R-Cy-T-Ph-2-Xa-VO-Ph- Z, R-Cy-T-Ph-2-Xa-VO-Ph1-Z, R-Cy-T-Ph-2-Xa-VO-Ph3-Z, R-Cy-T-Ph-T-Xa- VO-Ph-Z, R-Cy-T-Ph-T-Xa-VO-Ph1-Z, R-Cy-T-Ph-T-Xa-VO-Ph3-Z, R-Cy-T-Ph- Xa-VO-Ph-Z, R-Cy-T-Ph-Xa-VO-Ph1-Z, R-Cy-T-Ph-Xa-VO-Ph3-Z, R-Cy-Ph-2-Xa- VO-Ph-Z, R-Cy-Ph-2-Xa-VO-Ph1-Z, R-Cy-Ph-2-Xa-VO-Ph3-Z, R-Cy-Ph-T-Xa-VO- Ph-Z, R-Cy-Ph-T-Xa-VO-Ph1-Z, R-Cy-Ph-T-Xa-VO-Ph3-Z, R-Cy-Ph-Xa-VO-Ph-Z, R-Cy-Ph-Xa-VO-Ph1-Z, R-Cy-Ph-Xa-VO-Ph3-Z, R-Cy-2-Ph-2-Xa-Cy-Z, R-Cy-2- Ph-2-Xa-Ph-Z, R-Cy-2-Ph-2-Xa-Ph1-Z, R-Cy-2-Ph-2-Xa-Ph3-Z, R-Cy-2-Ph- T-Xa-Cy-Z, R-Cy-2-Ph-T-Xa-Ph-Z, R-Cy-2-Ph-T-Xa-Ph1-Z, R-Cy-2-Ph-T- Xa-Ph3-Z, R-Cy-2-Ph-Xa-Cy-Z, R-Cy-2-Ph-Xa-Ph-Z, R-Cy-2-Ph-Xa-Ph1-Z, R- Cy-2-Ph-Xa-Ph3-Z, R-Cy-T-Ph-2-Xa-Cy-Z, R-Cy-T-Ph-2-Xa-Ph -Z, R-Cy-T-Ph-2-Xa-Ph1-Z, R-Cy-T-Ph-2-Xa-Ph3-Z, R-Cy-T-Ph-T-Xa-Cy-Z , R-Cy-T-Ph-T-Xa-Ph-Z, R-Cy-T-Ph-T-Xa-Ph1-Z, R-Cy-T-Ph-T-Xa-Ph3-Z, R -Cy-T-Ph-Xa-Cy-Z, R-Cy-T-Ph-Xa-Ph-Z, R-Cy-T-Ph-Xa-Ph1-Z, R-Cy-T-Ph-Xa -Ph3-Z, R-Cy-Ph-2-Xa-Cy-Z, R-Cy-Ph-2-Xa-Ph-Z, R-Cy-Ph-2-Xa-Ph1-Z, R-Cy -Ph-2-Xa-Ph3-Z,
[0030]
R-Cy-Ph-T-Xa-Cy-Z, R-Cy-Ph-T-Xa-Ph-Z, R-Cy-Ph-T-Xa-Ph1-Z, R-Cy-Ph-T- Xa-Ph3-Z, R-Cy-Ph-Xa-Cy-Z, R-Cy-Ph-Xa-Ph-Z, R-Cy-Ph-Xa-Ph1-Z, R-Cy-Ph-Xa- Ph3-Z, R-Cy-2-Ph1-2-Xa-T-Ph-Z, R-Cy-2-Ph1-2-Xa-T-Ph1-Z, R-Cy-2-Ph1-2- Xa-T-Ph3-Z, R-Cy-2-Ph1-T-Xa-T-Ph-Z, R-Cy-2-Ph1-T-Xa-T-Ph1-Z, R-Cy-2- Ph1-T-Xa-T-Ph3-Z, R-Cy-2-Ph1-Xa-T-Ph-Z, R-Cy-2-Ph1-Xa-T-Ph1-Z, R-Cy-2- Ph1-Xa-T-Ph3-Z, R-Cy-T-Ph1-2-Xa-T-Ph-Z, R-Cy-T-Ph1-2-Xa-T-Ph1-Z, R-Cy- T-Ph1-2-Xa-T-Ph3-Z, R-Cy-T-Ph1-T-Xa-T-Ph-Z, R-Cy-T-Ph1-T-Xa-T-Ph1-Z, R-Cy-T-Ph1-T-Xa-T-Ph3-Z, R-Cy-T-Ph1-Xa-T-Ph-Z, R-Cy-T-Ph1-Xa-T-Ph1-Z, R-Cy-T-Ph1-Xa-T-Ph3-Z, R-Cy-Ph1-2-Xa-T-Ph-Z, R-Cy-Ph1-2-Xa-T-Ph1-Z, R- Cy-Ph1-2-Xa-T-Ph3-Z, R-Cy-Ph1-T-Xa-T-Ph-Z, R-Cy-Ph1-T-Xa-T-Ph1-Z, R-Cy- Ph1-T-Xa-T-Ph3-Z, R-Cy-Ph1-Xa-T-Ph-Z, R-Cy-Ph1-Xa-T-Ph1-Z, R-Cy-Ph1-Xa-T- Ph3-Z, R-Cy-2-Ph1-2-Xa-VO-Ph-Z, R-Cy-2-Ph1-2-Xa-VO-Ph1-Z, R-Cy-2-Ph1-2- Xa-VO-Ph3-Z, R-Cy-2-Ph1-T-Xa-VO-Ph-Z, R-Cy-2-Ph1-T-Xa-VO-Ph1-Z, R-Cy-2- Ph1-T-Xa-VO-Ph3-Z, R-Cy-2-Ph1-Xa-VO-Ph-Z, RC y-2-Ph1-Xa-VO-Ph1-Z, R-Cy-2-Ph1-Xa-VO-Ph3-Z, R-Cy-T-Ph1-2-Xa-VO-Ph-Z, R- Cy-T-Ph1-2-Xa-VO-Ph1-Z, R-Cy-T-Ph1-2-Xa-VO-Ph3-Z, R-Cy-T-Ph1-T-Xa-VO-Ph- Z, R-Cy-T-Ph1-T-Xa-VO-Ph1-Z, R-Cy-T-Ph1-T-Xa-VO-Ph3-Z, R-Cy-T-Ph1-Xa-VO- Ph-Z, R-Cy-T-Ph1-Xa-VO-Ph1-Z, R-Cy-T-Ph1-Xa-VO-Ph3-Z, R-Cy-Ph1-2-Xa-VO-Ph- Z, R-Cy-Ph1-2-Xa-VO-Ph1-Z, R-Cy-Ph1-2-Xa-VO-Ph3-Z, R-Cy-Ph1-T-Xa-VO-Ph-Z, R-Cy-Ph1-T-Xa-VO-Ph1-Z, R-Cy-Ph1-T-Xa-VO-Ph3-Z, R-Cy-Ph1-Xa-VO-Ph-Z, R-Cy- Ph1-Xa-VO-Ph1-Z, R-Cy-Ph1-Xa-VO-Ph3-Z, R-Cy-2-Ph1-2-Xa-Cy-Z, R-Cy-2-Ph1-2- Xa-Ph-Z, R-Cy-2-Ph1-2-Xa-Ph1-Z, R-Cy-2-Ph1-2-Xa-Ph3-Z, R-Cy-2-Ph1-T-Xa- Cy-Z, R-Cy-2-Ph1-T-Xa-Ph-Z, R-Cy-2-Ph1-T-Xa-Ph1-Z, R-Cy-2-Ph1-T-Xa-Ph3- Z, R-Cy-2-Ph1-Xa-Cy-Z, R-Cy-2-Ph1-Xa-Ph-Z, R-Cy-2-Ph1-Xa-Ph1-Z, R-Cy-2- Ph1-Xa-Ph3-Z, R-Cy-T-Ph1-2-Xa-Cy-Z, R-Cy-T-Ph1-2-Xa-Ph-Z, R-Cy-T-Ph1-2- Xa-Ph1-Z, R-Cy-T-Ph1-2-Xa-Ph3-Z, R-Cy-T-Ph1-T-Xa-Cy-Z, R-Cy-T-Ph1-T-Xa- Ph-Z,
[0031]
R-Cy-T-Ph1-T-Xa-Ph1-Z, R-Cy-T-Ph1-T-Xa-Ph3-Z, R-Cy-T-Ph1-Xa-Cy-Z, R-Cy- T-Ph1-Xa-Ph-Z, R-Cy-T-Ph1-Xa-Ph1-Z, R-Cy-T-Ph1-Xa-Ph3-Z, R-Cy-Ph1-2-Xa-Cy- Z, R-Cy-Ph1-2-Xa-Ph-Z, R-Cy-Ph1-2-Xa-Ph1-Z, R-Cy-Ph1-2-Xa-Ph3-Z, R-Cy-Ph1- T-Xa-Cy-Z, R-Cy-Ph1-T-Xa-Ph-Z, R-Cy-Ph1-T-Xa-Ph1-Z, R-Cy-Ph1-T-Xa-Ph3-Z, R-Cy-Ph1-Xa-Cy-Z, R-Cy-Ph1-Xa-Ph-Z, R-Cy-Ph1-Xa-Ph1-Z, R-Cy-Ph1-Xa-Ph3-Z, R- Cy-T-Ph3-2-Xa-T-Ph-Z, R-Cy-T-Ph3-2-Xa-T-Ph1-Z, R-Cy-T-Ph3-2-Xa-T-Ph3- Z, R-Cy-T-Ph3-T-Xa-T-Ph-Z, R-Cy-T-Ph3-T-Xa-T-Ph1-Z, R-Cy-T-Ph3-T-Xa- T-Ph3-Z, R-Cy-T-Ph3-Xa-T-Ph-Z, R-Cy-T-Ph3-Xa-T-Ph1-Z, R-Cy-T-Ph3-Xa-T- Ph3-Z, R-Cy-Ph3-2-Xa-T-Ph-Z, R-Cy-Ph3-2-Xa-T-Ph1-Z, R-Cy-Ph3-2-Xa-T-Ph3- Z, R-Cy-Ph3-T-Xa-T-Ph-Z, R-Cy-Ph3-T-Xa-T-Ph1-Z, R-Cy-Ph3-T-Xa-T-Ph3-Z, R-Cy-Ph3-Xa-T-Ph-Z, R-Cy-Ph3-Xa-T-Ph1-Z, R-Cy-Ph3-Xa-T-Ph3-Z, R-Cy-T-Ph3- 2-Xa-VO-Ph-Z, R-Cy-T-Ph3-2-Xa-VO-Ph1-Z, R-Cy-T-Ph3-2-Xa-VO-Ph3-Z, R-Cy- T-Ph3-T-Xa-VO-Ph-Z, R-Cy-T-Ph3-T-Xa-VO-Ph1-Z, R-Cy-T-Ph3-T-Xa-VO-Ph3-Z, R-Cy-T-Ph3-Xa-VO-Ph-Z, R-Cy-T-Ph3-Xa-VO-Ph1-Z, R-Cy-T-Ph3-Xa-VO-Ph3-Z, R-Cy-Ph3-2-Xa-VO-Ph-Z, R- Cy-Ph3-2-Xa-VO-Ph1-Z, R-Cy-Ph3-2-Xa-VO-Ph3-Z, R-Cy-Ph3-T-Xa-VO-Ph-Z, R-Cy- Ph3-T-Xa-VO-Ph1-Z, R-Cy-Ph3-T-Xa-VO-Ph3-Z, R-Cy-Ph3-Xa-VO-Ph-Z, R-Cy-Ph3-Xa- VO-Ph1-Z, R-Cy-Ph3-Xa-VO-Ph3-Z, R-Cy-T-Ph3-2-Xa-Cy-Z, R-Cy-T-Ph3-2-Xa-Ph- Z, R-Cy-T-Ph3-2-Xa-Ph1-Z, R-Cy-T-Ph3-2-Xa-Ph3-Z, R-Cy-T-Ph3-T-Xa-Cy-Z, R-Cy-T-Ph3-T-Xa-Ph-Z, R-Cy-T-Ph3-T-Xa-Ph1-Z, R-Cy-T-Ph3-T-Xa-Ph3-Z, R- Cy-T-Ph3-Xa-Cy-Z, R-Cy-T-Ph3-Xa-Ph-Z, R-Cy-T-Ph3-Xa-Ph1-Z, R-Cy-T-Ph3-Xa- Ph3-Z, R-Cy-Ph3-2-Xa-Cy-Z, R-Cy-Ph3-2-Xa-Ph-Z, R-Cy-Ph3-2-Xa-Ph1-Z, R-Cy- Ph3-2-Xa-Ph3-Z, R-Cy-Ph3-T-Xa-Cy-Z, R-Cy-Ph3-T-Xa-Ph-Z, R-Cy-Ph3-T-Xa-Ph1- Z, R-Cy-Ph3-T-Xa-Ph3-Z, R-Cy-Ph3-Xa-Cy-Z, R-Cy-Ph3-Xa-Ph-Z, R-Cy-Ph3-Xa-Ph1- Z, R-Cy-Ph3-Xa-Ph3-Z
[0032]
R-Ph-2-Cy-2-Xa-T-Ph-Z, R-Ph-2-Cy-2-Xa-T-Ph1-Z, R-Ph-2-Cy-2-Xa-T- Ph3-Z, R-Ph-2-Cy-J-Xa-T-Ph-Z, R-Ph-2-Cy-J-Xa-T-Ph1-Z, R-Ph-2-Cy-J- Xa-T-Ph3-Z, R-Ph-2-Cy-Xa-T-Ph-Z, R-Ph-2-Cy-Xa-T-Ph1-Z, R-Ph-2-Cy-Xa- T-Ph3-Z, R-Ph-Cy-2-Xa-T-Ph-Z, R-Ph-Cy-2-Xa-T-Ph1-Z, R-Ph-Cy-2-Xa-T- Ph3-Z, R-Ph-Cy-J-Xa-T-Ph-Z, R-Ph-Cy-J-Xa-T-Ph1-Z, R-Ph-Cy-J-Xa-T-Ph3- Z, R-Ph-Cy-Xa-T-Ph-Z, R-Ph-Cy-Xa-T-Ph1-Z, R-Ph-Cy-Xa-T-Ph3-Z, R-Ph-2- Cy-2-Xa-VO-Ph-Z, R-Ph-2-Cy-2-Xa-VO-Ph1-Z, R-Ph-2-Cy-2-Xa-VO-Ph3-Z, R- Ph-2-Cy-J-Xa-VO-Ph-Z, R-Ph-2-Cy-J-Xa-VO-Ph1-Z, R-Ph-2-Cy-J-Xa-VO-Ph3- Z, R-Ph-2-Cy-Xa-VO-Ph-Z, R-Ph-2-Cy-Xa-VO-Ph1-Z, R-Ph-2-Cy-Xa-VO-Ph3-Z, R-Ph-Cy-2-Xa-VO-Ph-Z, R-Ph-Cy-2-Xa-VO-Ph1-Z, R-Ph-Cy-2-Xa-VO-Ph3-Z, R- Ph-Cy-J-Xa-VO-Ph-Z, R-Ph-Cy-J-Xa-VO-Ph1-Z, R-Ph-Cy-J-Xa-VO-Ph3-Z, R-Ph- Cy-Xa-VO-Ph-Z, R-Ph-Cy-Xa-VO-Ph1-Z, R-Ph-Cy-Xa-VO-Ph3-Z, R-Ph-2-Cy-2-Xa- Cy-Z, R-Ph-2-Cy-2-Xa-Ph-Z, R-Ph-2-Cy-2-Xa-Ph1-Z, R-Ph-2-Cy-2-Xa-Ph3- Z, R-Ph-2-Cy-J-Xa-Cy-Z, R-Ph-2-Cy-J-Xa-Ph-Z, R-Ph-2-Cy-J-Xa-Ph1-Z , R-Ph-2-Cy-J-Xa-Ph3-Z, R-Ph-2-Cy-Xa-Cy-Z, R-Ph-2-Cy-Xa-Ph-Z, R-Ph-2 -Cy-Xa-Ph1-Z, R-Ph-2-Cy-Xa-Ph3-Z, R-Ph-Cy-2-Xa-Cy-Z, R-Ph-Cy-2-Xa-Ph-Z , R-Ph-Cy-2-Xa-Ph1-Z, R-Ph-Cy-2-Xa-Ph3-Z, R-Ph-Cy-J-Xa-Cy-Z, R-Ph-Cy-J -Xa-Ph-Z, R-Ph-Cy-J-Xa-Ph1-Z, R-Ph-Cy-J-Xa-Ph3-Z, R-Ph-Cy-Xa-Cy-Z, R-Ph -Cy-Xa-Ph-Z, R-Ph-Cy-Xa-Ph1-Z, R-Ph-Cy-Xa-Ph3-Z, R-Ph-T-Ph-2-Xa-T-Ph-Z , R-Ph-T-Ph-2-Xa-T-Ph1-Z, R-Ph-T-Ph-2-Xa-T-Ph3-Z, R-Ph-T-Ph-T-Xa-T -Ph-Z, R-Ph-T-Ph-T-Xa-T-Ph1-Z, R-Ph-T-Ph-T-Xa-T-Ph3-Z, R-Ph-T-Ph-Xa -T-Ph-Z, R-Ph-T-Ph-Xa-T-Ph1-Z, R-Ph-T-Ph-Xa-T-Ph3-Z, R-Ph-Ph-2-Xa-T -Ph-Z, R-Ph-Ph-2-Xa-T-Ph1-Z, R-Ph-Ph-2-Xa-T-Ph3-Z, R-Ph-Ph-T-Xa-T-Ph -Z, R-Ph-Ph-T-Xa-T-Ph1-Z, R-Ph-Ph-T-Xa-T-Ph3-Z, R-Ph-Ph-Xa-T-Ph-Z, R -Ph-Ph-Xa-T-Ph1-Z, R-Ph-Ph-Xa-T-Ph3-Z, R-Ph-T-Ph-2-Xa-VO-Ph-Z, R-Ph-T -Ph-2-Xa-VO-Ph1-Z, R-Ph-T-Ph-2-Xa-VO-Ph3-Z, R-Ph-T-Ph-T-Xa-VO-Ph-Z, R -Ph-T-Ph-T-Xa-VO-Ph1-Z, R-Ph-T-Ph-T-Xa-VO-Ph3-Z, R-Ph-T-Ph-Xa-VO-Ph-Z , R-Ph-T-Ph-Xa-VO-Ph1-Z, R-Ph-T-Ph-Xa-VO-Ph3-Z, R-Ph-Ph-2-Xa-VO -Ph-Z, R-Ph-Ph-2-Xa-VO-Ph1-Z,
[0033]
R-Ph-Ph-2-Xa-VO-Ph3-Z, R-Ph-Ph-T-Xa-VO-Ph-Z, R-Ph-Ph-T-Xa-VO-Ph1-Z, R- Ph-Ph-T-Xa-VO-Ph3-Z, R-Ph-Ph-Xa-VO-Ph-Z, R-Ph-Ph-Xa-VO-Ph1-Z, R-Ph-Ph-Xa- VO-Ph3-Z, R-Ph-T-Ph-2-Xa-Cy-Z, R-Ph-T-Ph-2-Xa-Ph-Z, R-Ph-T-Ph-2-Xa- Ph1-Z, R-Ph-T-Ph-2-Xa-Ph3-Z, R-Ph-T-Ph-T-Xa-Cy-Z, R-Ph-T-Ph-T-Xa-Ph- Z, R-Ph-T-Ph-T-Xa-Ph1-Z, R-Ph-T-Ph-T-Xa-Ph3-Z, R-Ph-T-Ph-Xa-Cy-Z, R- Ph-T-Ph-Xa-Ph-Z, R-Ph-T-Ph-Xa-Ph1-Z, R-Ph-T-Ph-Xa-Ph3-Z, R-Ph-Ph-2-Xa- Cy-Z, R-Ph-Ph-2-Xa-Ph-Z, R-Ph-Ph-2-Xa-Ph1-Z, R-Ph-Ph-2-Xa-Ph3-Z, R-Ph- Ph-T-Xa-Cy-Z, R-Ph-Ph-T-Xa-Ph-Z, R-Ph-Ph-T-Xa-Ph1-Z, R-Ph-Ph-T-Xa-Ph3- Z, R-Ph-Ph-Xa-Cy-Z, R-Ph-Ph-Xa-Ph-Z, R-Ph-Ph-Xa-Ph1-Z, R-Ph-Ph-Xa-Ph3-Z, R-Ph-T-Ph1-2-Xa-T-Ph-Z, R-Ph-T-Ph1-2-Xa-T-Ph1-Z, R-Ph-T-Ph1-2-Xa-T- Ph3-Z, R-Ph-T-Ph1-T-Xa-T-Ph-Z, R-Ph-T-Ph1-T-Xa-T-Ph1-Z, R-Ph-T-Ph1-T- Xa-T-Ph3-Z, R-Ph-T-Ph1-Xa-T-Ph-Z, R-Ph-T-Ph1-Xa-T-Ph1-Z, R-Ph-T-Ph1-Xa- T-Ph3-Z, R-Ph-Ph1-2-Xa-T-Ph-Z, R-Ph-Ph1-2-Xa-T-Ph1-Z, R-Ph-Ph1-2-Xa-T- Ph3-Z, R-Ph-Ph1-T-Xa-T-Ph-Z, R-Ph-Ph1-T-Xa-T-Ph1-Z , R-Ph-Ph1-T-Xa-T-Ph3-Z, R-Ph-Ph1-Xa-T-Ph-Z, R-Ph-Ph1-Xa-T-Ph1-Z, R-Ph-Ph1 -Xa-T-Ph3-Z, R-Ph-T-Ph1-2-Xa-VO-Ph-Z, R-Ph-T-Ph1-2-Xa-VO-Ph1-Z, R-Ph-T -Ph1-2-Xa-VO-Ph3-Z, R-Ph-T-Ph1-T-Xa-VO-Ph-Z, R-Ph-T-Ph1-T-Xa-VO-Ph1-Z, R -Ph-T-Ph1-T-Xa-VO-Ph3-Z, R-Ph-T-Ph1-Xa-VO-Ph-Z, R-Ph-T-Ph1-Xa-VO-Ph1-Z, R -Ph-T-Ph1-Xa-VO-Ph3-Z, R-Ph-Ph1-2-Xa-VO-Ph-Z, R-Ph-Ph1-2-Xa-VO-Ph1-Z, R-Ph -Ph1-2-Xa-VO-Ph3-Z, R-Ph-Ph1-T-Xa-VO-Ph-Z, R-Ph-Ph1-T-Xa-VO-Ph1-Z, R-Ph-Ph1 -T-Xa-VO-Ph3-Z, R-Ph-Ph1-Xa-VO-Ph-Z, R-Ph-Ph1-Xa-VO-Ph1-Z, R-Ph-Ph1-Xa-VO-Ph3 -Z, R-Ph-T-Ph1-2-Xa-Cy-Z, R-Ph-T-Ph1-2-Xa-Ph-Z, R-Ph-T-Ph1-2-Xa-Ph1-Z , R-Ph-T-Ph1-2-Xa-Ph3-Z, R-Ph-T-Ph1-T-Xa-Cy-Z, R-Ph-T-Ph1-T-Xa-Ph-Z, R -Ph-T-Ph1-T-Xa-Ph1-Z, R-Ph-T-Ph1-T-Xa-Ph3-Z, R-Ph-T-Ph1-Xa-Cy-Z, R-Ph-T -Ph1-Xa-Ph-Z, R-Ph-T-Ph1-Xa-Ph1-Z, R-Ph-T-Ph1-Xa-Ph3-Z, R-Ph-Ph1-2-Xa-Cy-Z , R-Ph-Ph1-2-Xa-Ph-Z, R-Ph-Ph1-2-Xa-Ph1-Z, R-Ph-Ph1-2-Xa-Ph3-Z, R-Ph-Ph1-T -Xa-Cy-Z, R-Ph-Ph1-T-Xa-Ph-Z, R-Ph-Ph1-T-Xa-Ph1-Z, R-Ph-Ph1-T-Xa-Ph3-Z, R -Ph-Ph1-Xa- Cy-Z, R-Ph-Ph1-Xa-Ph-Z, R-Ph-Ph1-Xa-Ph1-Z, R-Ph-Ph1-Xa-Ph3-Z, R-Ph-T-Ph3-2- Xa-T-Ph-Z, R-Ph-T-Ph3-2-Xa-T-Ph1-Z, R-Ph-T-Ph3-2-Xa-T-Ph3-Z, R-Ph-T- Ph3-T-Xa-T-Ph-Z, R-Ph-T-Ph3-T-Xa-T-Ph1-Z, R-Ph-T-Ph3-T-Xa-T-Ph3-Z, R- Ph-T-Ph3-Xa-T-Ph-Z, R-Ph-T-Ph3-Xa-T-Ph1-Z, R-Ph-T-Ph3-Xa-T-Ph3-Z, R-Ph- Ph3-2-Xa-T-Ph-Z,
[0034]
R-Ph-Ph3-2-Xa-T-Ph1-Z, R-Ph-Ph3-2-Xa-T-Ph3-Z, R-Ph-Ph3-T-Xa-T-Ph-Z, R- Ph-Ph3-T-Xa-T-Ph1-Z, R-Ph-Ph3-T-Xa-T-Ph3-Z, R-Ph-Ph3-Xa-T-Ph-Z, R-Ph-Ph3- Xa-T-Ph1-Z, R-Ph-Ph3-Xa-T-Ph3-Z, R-Ph-T-Ph3-2-Xa-VO-Ph-Z, R-Ph-T-Ph3-2- Xa-VO-Ph1-Z, R-Ph-T-Ph3-2-Xa-VO-Ph3-Z, R-Ph-T-Ph3-T-Xa-VO-Ph-Z, R-Ph-T- Ph3-T-Xa-VO-Ph1-Z, R-Ph-T-Ph3-T-Xa-VO-Ph3-Z, R-Ph-T-Ph3-Xa-VO-Ph-Z, R-Ph- T-Ph3-Xa-VO-Ph1-Z, R-Ph-T-Ph3-Xa-VO-Ph3-Z, R-Ph-Ph3-2-Xa-VO-Ph-Z, R-Ph-Ph3- 2-Xa-VO-Ph1-Z, R-Ph-Ph3-2-Xa-VO-Ph3-Z, R-Ph-Ph3-T-Xa-VO-Ph-Z, R-Ph-Ph3-T- Xa-VO-Ph1-Z, R-Ph-Ph3-T-Xa-VO-Ph3-Z, R-Ph-Ph3-Xa-VO-Ph-Z, R-Ph-Ph3-Xa-VO-Ph1- Z, R-Ph-Ph3-Xa-VO-Ph3-Z, R-Ph-T-Ph3-2-Xa-Cy-Z, R-Ph-T-Ph3-2-Xa-Ph-Z, R- Ph-T-Ph3-2-Xa-Ph1-Z, R-Ph-T-Ph3-2-Xa-Ph3-Z, R-Ph-T-Ph3-T-Xa-Cy-Z, R-Ph- T-Ph3-T-Xa-Ph-Z, R-Ph-T-Ph3-T-Xa-Ph1-Z, R-Ph-T-Ph3-T-Xa-Ph3-Z, R-Ph-T- Ph3-Xa-Cy-Z, R-Ph-T-Ph3-Xa-Ph-Z, R-Ph-T-Ph3-Xa-Ph1-Z, R-Ph-T-Ph3-Xa-Ph3-Z, R-Ph-Ph3-2-Xa-Cy-Z, R-Ph-Ph3-2-Xa-Ph-Z, R-Ph-Ph3-2-Xa-Ph1-Z, R-Ph-Ph3-2- Xa-Ph3-Z, R-Ph-P h3-T-Xa-Cy-Z, R-Ph-Ph3-T-Xa-Ph-Z, R-Ph-Ph3-T-Xa-Ph1-Z, R-Ph-Ph3-T-Xa-Ph3- Z, R-Ph-Ph3-Xa-Cy-Z, R-Ph-Ph3-Xa-Ph-Z, R-Ph-Ph3-Xa-Ph1-Z, R-Ph-Ph3-Xa-Ph3-Z, R-Ph1-T-Ph-2-Xa-T-Ph-Z, R-Ph1-T-Ph-2-Xa-T-Ph1-Z, R-Ph1-T-Ph-2-Xa-T- Ph3-Z, R-Ph1-T-Ph-T-Xa-T-Ph-Z, R-Ph1-T-Ph-T-Xa-T-Ph1-Z, R-Ph1-T-Ph-T- Xa-T-Ph3-Z, R-Ph1-T-Ph-Xa-T-Ph-Z, R-Ph1-T-Ph-Xa-T-Ph1-Z, R-Ph1-T-Ph-Xa- T-Ph3-Z, R-Ph1-Ph-2-Xa-T-Ph-Z, R-Ph1-Ph-2-Xa-T-Ph1-Z, R-Ph1-Ph-2-Xa-T- Ph3-Z, R-Ph1-Ph-T-Xa-T-Ph-Z, R-Ph1-Ph-T-Xa-T-Ph1-Z, R-Ph1-Ph-T-Xa-T-Ph3- Z, R-Ph1-Ph-Xa-T-Ph-Z, R-Ph1-Ph-Xa-T-Ph1-Z, R-Ph1-Ph-Xa-T-Ph3-Z, R-Ph1-T- Ph-2-Xa-VO-Ph-Z, R-Ph1-T-Ph-2-Xa-VO-Ph1-Z, R-Ph1-T-Ph-2-Xa-VO-Ph3-Z, R- Ph1-T-Ph-T-Xa-VO-Ph-Z, R-Ph1-T-Ph-T-Xa-VO-Ph1-Z, R-Ph1-T-Ph-T-Xa-VO-Ph3- Z, R-Ph1-T-Ph-Xa-VO-Ph-Z, R-Ph1-T-Ph-Xa-VO-Ph1-Z, R-Ph1-T-Ph-Xa-VO-Ph3-Z, R-Ph1-Ph-2-Xa-VO-Ph-Z, R-Ph1-Ph-2-Xa-VO-Ph1-Z, R-Ph1-Ph-2-Xa-VO-Ph3-Z, R- Ph1-Ph-T-Xa-VO-Ph-Z, R-Ph1-Ph-T-Xa-VO-Ph1-Z, R-Ph1-Ph-T-Xa-VO-Ph3-Z, R-Ph1- Ph-Xa-VO-Ph-Z, R-Ph1- Ph-Xa-VO-Ph1-Z, R-Ph1-Ph-Xa-VO-Ph3-Z, R-Ph1-T-Ph-2-Xa-Cy-Z, R-Ph1-T-Ph-2- Xa-Ph-Z, R-Ph1-T-Ph-2-Xa-Ph1-Z, R-Ph1-T-Ph-2-Xa-Ph3-Z, R-Ph1-T-Ph-T-Xa- Cy-Z, R-Ph1-T-Ph-T-Xa-Ph-Z, R-Ph1-T-Ph-T-Xa-Ph1-Z, R-Ph1-T-Ph-T-Xa-Ph3- Z, R-Ph1-T-Ph-Xa-Cy-Z,
[0035]
R-Ph1-T-Ph-Xa-Ph-Z, R-Ph1-T-Ph-Xa-Ph1-Z, R-Ph1-T-Ph-Xa-Ph3-Z, R-Ph1-Ph-2- Xa-Cy-Z, R-Ph1-Ph-2-Xa-Ph-Z, R-Ph1-Ph-2-Xa-Ph1-Z, R-Ph1-Ph-2-Xa-Ph3-Z, R- Ph1-Ph-T-Xa-Cy-Z, R-Ph1-Ph-T-Xa-Ph-Z, R-Ph1-Ph-T-Xa-Ph1-Z, R-Ph1-Ph-T-Xa- Ph3-Z, R-Ph1-Ph-Xa-Cy-Z, R-Ph1-Ph-Xa-Ph-Z, R-Ph1-Ph-Xa-Ph1-Z, R-Ph1-Ph-Xa-Ph3- Z, R-Ph1-T-Ph1-2-Xa-T-Ph-Z, R-Ph1-T-Ph1-2-Xa-T-Ph1-Z, R-Ph1-T-Ph1-2-Xa- T-Ph3-Z, R-Ph1-T-Ph1-T-Xa-T-Ph-Z, R-Ph1-T-Ph1-T-Xa-T-Ph1-Z, R-Ph1-T-Ph1- T-Xa-T-Ph3-Z, R-Ph1-T-Ph1-Xa-T-Ph-Z, R-Ph1-T-Ph1-Xa-T-Ph1-Z, R-Ph1-T-Ph1- Xa-T-Ph3-Z, R-Ph1-Ph1-2-Xa-T-Ph-Z, R-Ph1-Ph1-2-Xa-T-Ph1-Z, R-Ph1-Ph1-2-Xa- T-Ph3-Z, R-Ph1-Ph1-T-Xa-T-Ph-Z, R-Ph1-Ph1-T-Xa-T-Ph1-Z, R-Ph1-Ph1-T-Xa-T- Ph3-Z, R-Ph1-Ph1-Xa-T-Ph-Z, R-Ph1-Ph1-Xa-T-Ph1-Z, R-Ph1-Ph1-Xa-T-Ph3-Z, R-Ph1- T-Ph1-2-Xa-VO-Ph-Z, R-Ph1-T-Ph1-2-Xa-VO-Ph1-Z, R-Ph1-T-Ph1-2-Xa-VO-Ph3-Z, R-Ph1-T-Ph1-T-Xa-VO-Ph-Z, R-Ph1-T-Ph1-T-Xa-VO-Ph1-Z, R-Ph1-T-Ph1-T-Xa-VO- Ph3-Z, R-Ph1-T-Ph1-Xa-VO-Ph-Z, R-Ph1-T-Ph1-Xa-VO-Ph1-Z, R-Ph1-T-Ph1-Xa-VO- Ph3-Z, R-Ph1-Ph1-2-Xa-VO-Ph-Z, R-Ph1-Ph1-2-Xa-VO-Ph1-Z, R-Ph1-Ph1-2-Xa-VO-Ph3- Z, R-Ph1-Ph1-T-Xa-VO-Ph-Z, R-Ph1-Ph1-T-Xa-VO-Ph1-Z, R-Ph1-Ph1-T-Xa-VO-Ph3-Z, R-Ph1-Ph1-Xa-VO-Ph-Z, R-Ph1-Ph1-Xa-VO-Ph1-Z, R-Ph1-Ph1-Xa-VO-Ph3-Z, R-Ph1-T-Ph1- 2-Xa-Cy-Z, R-Ph1-T-Ph1-2-Xa-Ph-Z, R-Ph1-T-Ph1-2-Xa-Ph1-Z, R-Ph1-T-Ph1-2- Xa-Ph3-Z, R-Ph1-T-Ph1-T-Xa-Cy-Z, R-Ph1-T-Ph1-T-Xa-Ph-Z, R-Ph1-T-Ph1-T-Xa- Ph1-Z, R-Ph1-T-Ph1-T-Xa-Ph3-Z, R-Ph1-T-Ph1-Xa-Cy-Z, R-Ph1-T-Ph1-Xa-Ph-Z, R- Ph1-T-Ph1-Xa-Ph1-Z, R-Ph1-T-Ph1-Xa-Ph3-Z, R-Ph1-Ph1-2-Xa-Cy-Z, R-Ph1-Ph1-2-Xa- Ph-Z, R-Ph1-Ph1-2-Xa-Ph1-Z, R-Ph1-Ph1-2-Xa-Ph3-Z,
[0036]
R-Ph1-Ph1-T-Xa-Cy-Z, R-Ph1-Ph1-T-Xa-Ph-Z, R-Ph1-Ph1-T-Xa-Ph1-Z, R-Ph1-Ph1-T- Xa-Ph3-Z, R-Ph1-Ph1-Xa-Cy-Z, R-Ph1-Ph1-Xa-Ph-Z, R-Ph1-Ph1-Xa-Ph1-Z, R-Ph1-Ph1-Xa- Ph3-Z, R-Ph1-T-Ph3-2-Xa-T-Ph-Z, R-Ph1-T-Ph3-2-Xa-T-Ph1-Z, R-Ph1-T-Ph3-2- Xa-T-Ph3-Z, R-Ph1-T-Ph3-T-Xa-T-Ph-Z, R-Ph1-T-Ph3-T-Xa-T-Ph1-Z, R-Ph1-T- Ph3-T-Xa-T-Ph3-Z, R-Ph1-T-Ph3-Xa-T-Ph-Z, R-Ph1-T-Ph3-Xa-T-Ph1-Z, R-Ph1-T- Ph3-Xa-T-Ph3-Z, R-Ph1-Ph3-2-Xa-T-Ph-Z, R-Ph1-Ph3-2-Xa-T-Ph1-Z, R-Ph1-Ph3-2- Xa-T-Ph3-Z, R-Ph1-Ph3-T-Xa-T-Ph-Z, R-Ph1-Ph3-T-Xa-T-Ph1-Z, R-Ph1-Ph3-T-Xa- T-Ph3-Z, R-Ph1-Ph3-Xa-T-Ph-Z, R-Ph1-Ph3-Xa-T-Ph1-Z, R-Ph1-Ph3-Xa-T-Ph3-Z, R- Ph1-T-Ph3-2-Xa-VO-Ph-Z, R-Ph1-T-Ph3-2-Xa-VO-Ph1-Z, R-Ph1-T-Ph3-2-Xa-VO-Ph3- Z, R-Ph1-T-Ph3-T-Xa-VO-Ph-Z, R-Ph1-T-Ph3-T-Xa-VO-Ph1-Z, R-Ph1-T-Ph3-T-Xa- VO-Ph3-Z, R-Ph1-T-Ph3-Xa-VO-Ph-Z, R-Ph1-T-Ph3-Xa-VO-Ph1-Z, R-Ph1-T-Ph3-Xa-VO- Ph3-Z, R-Ph1-Ph3-2-Xa-VO-Ph-Z, R-Ph1-Ph3-2-Xa-VO-Ph1-Z, R-Ph1-Ph3-2-Xa-VO-Ph3- Z, R-Ph1-Ph3-T-Xa-VO-Ph-Z, R-Ph1-Ph3-T-Xa-VO-Ph1-Z, R-Ph1-P h3-T-Xa-VO-Ph3-Z, R-Ph1-Ph3-Xa-VO-Ph-Z, R-Ph1-Ph3-Xa-VO-Ph1-Z, R-Ph1-Ph3-Xa-VO- Ph3-Z, R-Ph1-T-Ph3-2-Xa-Cy-Z, R-Ph1-T-Ph3-2-Xa-Ph-Z, R-Ph1-T-Ph3-2-Xa-Ph1- Z, R-Ph1-T-Ph3-2-Xa-Ph3-Z, R-Ph1-T-Ph3-T-Xa-Cy-Z, R-Ph1-T-Ph3-T-Xa-Ph-Z, R-Ph1-T-Ph3-T-Xa-Ph1-Z, R-Ph1-T-Ph3-T-Xa-Ph3-Z, R-Ph1-T-Ph3-Xa-Cy-Z, R-Ph1- T-Ph3-Xa-Ph-Z, R-Ph1-T-Ph3-Xa-Ph1-Z, R-Ph1-T-Ph3-Xa-Ph3-Z, R-Ph1-Ph3-2-Xa-Cy- Z, R-Ph1-Ph3-2-Xa-Ph-Z, R-Ph1-Ph3-2-Xa-Ph1-Z, R-Ph1-Ph3-2-Xa-Ph3-Z, R-Ph1-Ph3- T-Xa-Cy-Z, R-Ph1-Ph3-T-Xa-Ph-Z, R-Ph1-Ph3-T-Xa-Ph1-Z, R-Ph1-Ph3-T-Xa-Ph3-Z, R-Ph1-Ph3-Xa-Cy-Z, R-Ph1-Ph3-Xa-Ph-Z, R-Ph1-Ph3-Xa-Ph1-Z, R-Ph1-Ph3-Xa-Ph3-Z, R- Ph3-T-Ph-2-Xa-T-Ph-Z, R-Ph3-T-Ph-2-Xa-T-Ph1-Z, R-Ph3-T-Ph-2-Xa-T-Ph3- Z, R-Ph3-T-Ph-T-Xa-T-Ph-Z, R-Ph3-T-Ph-T-Xa-T-Ph1-Z, R-Ph3-T-Ph-T-Xa- T-Ph3-Z, R-Ph3-T-Ph-Xa-T-Ph-Z, R-Ph3-T-Ph-Xa-T-Ph1-Z, R-Ph3-T-Ph-Xa-T- Ph3-Z, R-Ph3-Ph-2-Xa-T-Ph-Z, R-Ph3-Ph-2-Xa-T-Ph1-Z, R-Ph3-Ph-2-Xa-T-Ph3- Z, R-Ph3-Ph-T-Xa-T-Ph-Z, R-Ph3-Ph-T-Xa-T-Ph1-Z, R-Ph3-Ph-T-Xa-T-Ph3 -Z, R-Ph3-Ph-Xa-T-Ph-Z, R-Ph3-Ph-Xa-T-Ph1-Z, R-Ph3-Ph-Xa-T-Ph3-Z, R-Ph3-T -Ph-2-Xa-VO-Ph-Z, R-Ph3-T-Ph-2-Xa-VO-Ph1-Z, R-Ph3-T-Ph-2-Xa-VO-Ph3-Z, R -Ph3-T-Ph-T-Xa-VO-Ph-Z, R-Ph3-T-Ph-T-Xa-VO-Ph1-Z,
[0037]
R-Ph3-T-Ph-T-Xa-VO-Ph3-Z, R-Ph3-T-Ph-Xa-VO-Ph-Z, R-Ph3-T-Ph-Xa-VO-Ph1-Z, R-Ph3-T-Ph-Xa-VO-Ph3-Z, R-Ph3-Ph-2-Xa-VO-Ph-Z, R-Ph3-Ph-2-Xa-VO-Ph1-Z, R- Ph3-Ph-2-Xa-VO-Ph3-Z, R-Ph3-Ph-T-Xa-VO-Ph-Z, R-Ph3-Ph-T-Xa-VO-Ph1-Z, R-Ph3- Ph-T-Xa-VO-Ph3-Z, R-Ph3-Ph-Xa-VO-Ph-Z, R-Ph3-Ph-Xa-VO-Ph1-Z, R-Ph3-Ph-Xa-VO- Ph3-Z, R-Ph3-T-Ph-2-Xa-Cy-Z, R-Ph3-T-Ph-2-Xa-Ph-Z, R-Ph3-T-Ph-2-Xa-Ph1- Z, R-Ph3-T-Ph-2-Xa-Ph3-Z, R-Ph3-T-Ph-T-Xa-Cy-Z, R-Ph3-T-Ph-T-Xa-Ph-Z, R-Ph3-T-Ph-T-Xa-Ph1-Z, R-Ph3-T-Ph-T-Xa-Ph3-Z, R-Ph3-T-Ph-Xa-Cy-Z, R-Ph3- T-Ph-Xa-Ph-Z, R-Ph3-T-Ph-Xa-Ph1-Z, R-Ph3-T-Ph-Xa-Ph3-Z, R-Ph3-Ph-2-Xa-Cy- Z, R-Ph3-Ph-2-Xa-Ph-Z, R-Ph3-Ph-2-Xa-Ph1-Z, R-Ph3-Ph-2-Xa-Ph3-Z, R-Ph3-Ph- T-Xa-Cy-Z, R-Ph3-Ph-T-Xa-Ph-Z, R-Ph3-Ph-T-Xa-Ph1-Z, R-Ph3-Ph-T-Xa-Ph3-Z, R-Ph3-Ph-Xa-Cy-Z, R-Ph3-Ph-Xa-Ph-Z, R-Ph3-Ph-Xa-Ph1-Z, R-Ph3-Ph-Xa-Ph3-Z, R- Ph3-T-Ph1-2-Xa-T-Ph-Z, R-Ph3-T-Ph1-2-Xa-T-Ph1-Z, R-Ph3-T-Ph1-2-Xa-T-Ph3- Z, R-Ph3-T-Ph1-T-Xa-T-Ph-Z, R-Ph3-T-Ph1-T-Xa-T-Ph1-Z, R-Ph3-T-Ph1-T-Xa- T-Ph3-Z R-Ph3-T-Ph1-Xa-T-Ph-Z, R-Ph3-T-Ph1-Xa-T-Ph1-Z, R-Ph3-T-Ph1-Xa-T-Ph3-Z, R- Ph3-Ph1-2-Xa-T-Ph-Z, R-Ph3-Ph1-2-Xa-T-Ph1-Z, R-Ph3-Ph1-2-Xa-T-Ph3-Z, R-Ph3- Ph1-T-Xa-T-Ph-Z, R-Ph3-Ph1-T-Xa-T-Ph1-Z, R-Ph3-Ph1-T-Xa-T-Ph3-Z, R-Ph3-Ph1- Xa-T-Ph-Z, R-Ph3-Ph1-Xa-T-Ph1-Z, R-Ph3-Ph1-Xa-T-Ph3-Z, R-Ph3-T-Ph1-2-Xa-VO- Ph-Z, R-Ph3-T-Ph1-2-Xa-VO-Ph1-Z, R-Ph3-T-Ph1-2-Xa-VO-Ph3-Z, R-Ph3-T-Ph1-T- Xa-VO-Ph-Z, R-Ph3-T-Ph1-T-Xa-VO-Ph1-Z, R-Ph3-T-Ph1-T-Xa-VO-Ph3-Z, R-Ph3-T- Ph1-Xa-VO-Ph-Z, R-Ph3-T-Ph1-Xa-VO-Ph1-Z, R-Ph3-T-Ph1-Xa-VO-Ph3-Z, R-Ph3-Ph1-2- Xa-VO-Ph-Z, R-Ph3-Ph1-2-Xa-VO-Ph1-Z, R-Ph3-Ph1-2-Xa-VO-Ph3-Z, R-Ph3-Ph1-T-Xa- VO-Ph-Z, R-Ph3-Ph-Z,
[0038]
1-T-Xa-VO-Ph1-Z, R-Ph3-Ph1-T-Xa-VO-Ph3-Z, R-Ph3-Ph1-Xa-VO-Ph-Z, R-Ph3-Ph1-Xa- VO-Ph1-Z, R-Ph3-Ph1-Xa-VO-Ph3-Z, R-Ph3-T-Ph1-2-Xa-Cy-Z, R-Ph3-T-Ph1-2-Xa-Ph- Z, R-Ph3-T-Ph1-2-Xa-Ph1-Z, R-Ph3-T-Ph1-2-Xa-Ph3-Z, R-Ph3-T-Ph1-T-Xa-Cy-Z, R-Ph3-T-Ph1-T-Xa-Ph-Z, R-Ph3-T-Ph1-T-Xa-Ph1-Z, R-Ph3-T-Ph1-T-Xa-Ph3-Z, R- Ph3-T-Ph1-Xa-Cy-Z, R-Ph3-T-Ph1-Xa-Ph-Z, R-Ph3-T-Ph1-Xa-Ph1-Z, R-Ph3-T-Ph1-Xa- Ph3-Z, R-Ph3-Ph1-2-Xa-Cy-Z, R-Ph3-Ph1-2-Xa-Ph-Z, R-Ph3-Ph1-2-Xa-Ph1-Z, R-Ph3- Ph1-2-Xa-Ph3-Z, R-Ph3-Ph1-T-Xa-Cy-Z, R-Ph3-Ph1-T-Xa-Ph-Z, R-Ph3-Ph1-T-Xa-Ph1- Z, R-Ph3-Ph1-T-Xa-Ph3-Z, R-Ph3-Ph1-Xa-Cy-Z, R-Ph3-Ph1-Xa-Ph-Z, R-Ph3-Ph1-Xa-Ph1- Z, R-Ph3-Ph1-Xa-Ph3-Z, R-Ph3-T-Ph3-2-Xa-T-Ph-Z, R-Ph3-T-Ph3-2-Xa-T-Ph1-Z, R-Ph3-T-Ph3-2-Xa-T-Ph3-Z, R-Ph3-T-Ph3-T-Xa-T-Ph-Z, R-Ph3-T-Ph3-T-Xa-T- Ph1-Z, R-Ph3-T-Ph3-T-Xa-T-Ph3-Z, R-Ph3-T-Ph3-Xa-T-Ph-Z, R-Ph3-T-Ph3-Xa-T- Ph1-Z, R-Ph3-T-Ph3-Xa-T-Ph3-Z, R-Ph3-Ph3-2-Xa-T-Ph-Z, R-Ph3-Ph3-2-Xa-T-Ph1- Z, R-Ph3-Ph3-2-Xa-T-Ph3-Z, R-Ph3-Ph3-T-Xa-T-Ph-Z, R-Ph3 -Ph3-T-Xa-T-Ph1-Z, R-Ph3-Ph3-T-Xa-T-Ph3-Z, R-Ph3-Ph3-Xa-T-Ph-Z, R-Ph3-Ph3-Xa -T-Ph1-Z, R-Ph3-Ph3-Xa-T-Ph3-Z, R-Ph3-T-Ph3-2-Xa-VO-Ph-Z, R-Ph3-T-Ph3-2-Xa -VO-Ph1-Z, R-Ph3-T-Ph3-2-Xa-VO-Ph3-Z, R-Ph3-T-Ph3-T-Xa-VO-Ph-Z, R-Ph3-T-Ph3 -T-Xa-VO-Ph1-Z, R-Ph3-T-Ph3-T-Xa-VO-Ph3-Z, R-Ph3-T-Ph3-Xa-VO-Ph-Z, R-Ph3-T -Ph3-Xa-VO-Ph1-Z, R-Ph3-T-Ph3-Xa-VO-Ph3-Z, R-Ph3-Ph3-2-Xa-VO-Ph-Z, R-Ph3-Ph3-2 -Xa-VO-Ph1-Z, R-Ph3-Ph3-2-Xa-VO-Ph3-Z, R-Ph3-Ph3-T-Xa-VO-Ph-Z, R-Ph3-Ph3-T-Xa -VO-Ph1-Z, R-Ph3-Ph3-T-Xa-VO-Ph3-Z, R-Ph3-Ph3-Xa-VO-Ph-Z, R-Ph3-Ph3-Xa-VO-Ph1-Z , R-Ph3-Ph3-Xa-VO-Ph3-Z, R-Ph3-T-Ph3-2-Xa-Cy-Z, R-Ph3-T-Ph3-2-Xa-Ph-Z, R-Ph3 -T-Ph3-2-Xa-Ph1-Z, R-Ph3-T-Ph3-2-Xa-Ph3-Z, R-Ph3-T-Ph3-T-Xa-Cy-Z, R-Ph3-T -Ph3-T-Xa-Ph-Z, R-Ph3-T-Ph3-T-Xa-Ph1-Z, R-Ph3-T-Ph3-T-Xa-Ph3-Z, R-Ph3-T-Ph3 -Xa-Cy-Z, R-Ph3-T-Ph3-Xa-Ph-Z, R-Ph3-T-Ph3-Xa-Ph1-Z, R-Ph3-T-Ph3-Xa-Ph3-Z, R -Ph3-Ph3-2-Xa-Cy-Z, R-Ph3-Ph3-2-Xa-Ph-Z, R-Ph3-Ph3-2-Xa-Ph1-Z, R-Ph3-Ph3-2-Xa -Ph3-Z, R-Ph3-Ph3-T-Xa-Cy-Z, R-Ph3-Ph3-T-Xa-Ph-Z R-Ph3-Ph3-T-Xa-Ph1-Z, R-Ph3-Ph3-T-Xa-Ph3-Z, R-Ph3-Ph3-Xa-Cy-Z, R-Ph3-Ph3-Xa-Ph- Z, R-Ph3-Ph3-Xa-Ph1-Z, R-Ph3-Ph3-Xa-Ph3-Z
[0039]
R-Xa-2-Ph-G-Ph-Z, R-Xa-2-Ph-G-Ph1-Z, R-Xa-2-Ph-G-Ph3-Z, R-Xa-2-Ph- T-Ph-Z, R-Xa-2-Ph-T-Ph1-Z, R-Xa-2-Ph-T-Ph3-Z, R-Xa-2-Ph-VO-Ph-Z, R- Xa-2-Ph-VO-Ph1-Z, R-Xa-2-Ph-VO-Ph3-Z, R-Xa-2-Ph-Cy-Z, R-Xa-2-Ph-Ph-Z, R-Xa-2-Ph-Ph1-Z, R-Xa-2-Ph-Ph3-Z, R-Xa-2-Ph1-G-Ph-Z, R-Xa-2-Ph1-G-Ph1- Z, R-Xa-2-Ph1-G-Ph3-Z, R-Xa-2-Ph1-T-Ph-Z, R-Xa-2-Ph1-T-Ph1-Z, R-Xa-2- Ph1-T-Ph3-Z, R-Xa-2-Ph1-VO-Ph-Z, R-Xa-2-Ph1-VO-Ph1-Z, R-Xa-2-Ph1-VO-Ph3-Z, R-Xa-2-Ph1-Cy-Z, R-Xa-2-Ph1-Ph-Z, R-Xa-2-Ph1-Ph1-Z, R-Xa-2-Ph1-Ph3-Z, R- Xa-2-Ph3-G-Ph-Z, R-Xa-2-Ph3-G-Ph1-Z, R-Xa-2-Ph3-G-Ph3-Z, R-Xa-2-Ph3-T- Ph-Z, R-Xa-2-Ph3-T-Ph1-Z, R-Xa-2-Ph3-T-Ph3-Z, R-Xa-2-Ph3-VO-Ph-Z, R-Xa- 2-Ph3-VO-Ph1-Z, R-Xa-2-Ph3-VO-Ph3-Z, R-Xa-2-Ph3-Cy-Z, R-Xa-2-Ph3-Ph-Z, R- Xa-2-Ph3-Ph1-Z, R-Xa-2-Ph3-Ph3-Z, R-Xa-G-Ph-G-Ph-Z, R-Xa-G-Ph-G-Ph1-Z, R-Xa-G-Ph-G-Ph3-Z, R-Xa-G-Ph-T-Ph-Z, R-Xa-G-Ph-T-Ph1-Z, R-Xa-G-Ph- T-Ph3-Z, R-Xa-G-Ph-VO-Ph-Z, R-Xa-G-Ph-VO-Ph1-Z, R-Xa-G-Ph-VO-Ph3-Z, R- Xa-G-Ph-Cy-Z, R-Xa-G-Ph-Ph-Z, R-Xa-G-Ph- Ph1-Z, R-Xa-G-Ph-Ph3-Z, R-Xa-G-Ph1-G-Ph-Z, R-Xa-G-Ph1-G-Ph1-Z, R-Xa-G- Ph1-G-Ph3-Z, R-Xa-G-Ph1-T-Ph-Z, R-Xa-G-Ph1-T-Ph1-Z, R-Xa-G-Ph1-T-Ph3-Z, R-Xa-G-Ph1-VO-Ph-Z, R-Xa-G-Ph1-VO-Ph1-Z, R-Xa-G-Ph1-VO-Ph3-Z, R-Xa-G-Ph1- Cy-Z, R-Xa-G-Ph1-Ph-Z, R-Xa-G-Ph1-Ph1-Z, R-Xa-G-Ph1-Ph3-Z, R-Xa-G-Ph3-G- Ph-Z, R-Xa-G-Ph3-G-Ph1-Z, R-Xa-G-Ph3-G-Ph3-Z, R-Xa-G-Ph3-T-Ph-Z, R-Xa- G-Ph3-T-Ph1-Z, R-Xa-G-Ph3-T-Ph3-Z, R-Xa-G-Ph3-VO-Ph-Z, R-Xa-G-Ph3-VO-Ph1- Z, R-Xa-G-Ph3-VO-Ph3-Z, R-Xa-G-Ph3-Cy-Z, R-Xa-G-Ph3-Ph-Z, R-Xa-G-Ph3-Ph1- Z, R-Xa-G-Ph3-Ph3-Z, R-Xa-T-Ph-G-Ph-Z, R-Xa-T-Ph-G-Ph1-Z, R-Xa-T-Ph- G-Ph3-Z, R-Xa-T-Ph-T-Ph-Z, R-Xa-T-Ph-T-Ph1-Z, R-Xa-T-Ph-T-Ph3-Z, R- Xa-T-Ph-VO-Ph-Z,
[0040]
R-Xa-T-Ph-VO-Ph1-Z, R-Xa-T-Ph-VO-Ph3-Z, R-Xa-T-Ph-Cy-Z, R-Xa-T-Ph-Ph- Z, R-Xa-T-Ph-Ph1-Z, R-Xa-T-Ph-Ph3-Z, R-Xa-T-Ph1-G-Ph-Z, R-Xa-T-Ph1-G- Ph1-Z, R-Xa-T-Ph1-G-Ph3-Z, R-Xa-T-Ph1-T-Ph-Z, R-Xa-T-Ph1-T-Ph1-Z, R-Xa- T-Ph1-T-Ph3-Z, R-Xa-T-Ph1-VO-Ph-Z, R-Xa-T-Ph1-VO-Ph1-Z, R-Xa-T-Ph1-VO-Ph3- Z, R-Xa-T-Ph1-Cy-Z, R-Xa-T-Ph1-Ph-Z, R-Xa-T-Ph1-Ph1-Z, R-Xa-T-Ph1-Ph3-Z, R-Xa-T-Ph3-G-Ph-Z, R-Xa-T-Ph3-G-Ph1-Z, R-Xa-T-Ph3-G-Ph3-Z, R-Xa-T-Ph3- T-Ph-Z, R-Xa-T-Ph3-T-Ph1-Z, R-Xa-T-Ph3-T-Ph3-Z, R-Xa-T-Ph3-VO-Ph-Z, R- Xa-T-Ph3-VO-Ph1-Z, R-Xa-T-Ph3-VO-Ph3-Z, R-Xa-T-Ph3-Cy-Z, R-Xa-T-Ph3-Ph-Z, R-Xa-T-Ph3-Ph1-Z, R-Xa-T-Ph3-Ph3-Z, R-Xa-VO-Ph-G-Ph-Z, R-Xa-VO-Ph-G-Ph1- Z, R-Xa-VO-Ph-G-Ph3-Z, R-Xa-VO-Ph-T-Ph-Z, R-Xa-VO-Ph-T-Ph1-Z, R-Xa-VO- Ph-T-Ph3-Z, R-Xa-VO-Ph-VO-Ph-Z, R-Xa-VO-Ph-VO-Ph1-Z, R-Xa-VO-Ph-VO-Ph3-Z, R-Xa-VO-Ph-Cy-Z, R-Xa-VO-Ph-Ph-Z, R-Xa-VO-Ph-Ph1-Z, R-Xa-VO-Ph-Ph3-Z, R- Xa-VO-Ph1-G-Ph-Z, R-Xa-VO-Ph1-G-Ph1-Z, R-Xa-VO-Ph1-G-Ph3-Z, R-Xa-VO-Ph1-T- Ph-Z, R-Xa-VO-Ph1-T -Ph1-Z, R-Xa-VO-Ph1-T-Ph3-Z, R-Xa-VO-Ph1-VO-Ph-Z, R-Xa-VO-Ph1-VO-Ph1-Z, R-Xa -VO-Ph1-VO-Ph3-Z, R-Xa-VO-Ph1-Cy-Z, R-Xa-VO-Ph1-Ph-Z, R-Xa-VO-Ph1-Ph1-Z, R-Xa -VO-Ph1-Ph3-Z, R-Xa-VO-Ph3-G-Ph-Z, R-Xa-VO-Ph3-G-Ph1-Z, R-Xa-VO-Ph3-G-Ph3-Z , R-Xa-VO-Ph3-T-Ph-Z, R-Xa-VO-Ph3-T-Ph1-Z, R-Xa-VO-Ph3-T-Ph3-Z, R-Xa-VO-Ph3 -VO-Ph-Z, R-Xa-VO-Ph3-VO-Ph1-Z, R-Xa-VO-Ph3-VO-Ph3-Z, R-Xa-VO-Ph3-Cy-Z, R-Xa -VO-Ph3-Ph-Z, R-Xa-VO-Ph3-Ph1-Z, R-Xa-VO-Ph3-Ph3-Z, R-Xa-Cy-2-Cy-Z, R-Xa-Cy -Cy-Z, R-Xa-Ph-G-Ph-Z, R-Xa-Ph-G-Ph1-Z, R-Xa-Ph-G-Ph3-Z, R-Xa-Ph-T-Ph -Z, R-Xa-Ph-T-Ph1-Z, R-Xa-Ph-T-Ph3-Z, R-Xa-Ph-VO-Ph-Z, R-Xa-Ph-VO-Ph1-Z , R-Xa-Ph-VO-Ph3-Z, R-Xa-Ph-Cy-Z, R-Xa-Ph-Ph-Z, R-Xa-Ph-Ph1-Z, R-Xa-Ph-Ph3 -Z, R-Xa-Ph1-G-Ph-Z, R-Xa-Ph1-G-Ph1-Z, R-Xa-Ph1-G-Ph3-Z, R-Xa-Ph1-T-Ph-Z , R-Xa-Ph1-T-Ph1-Z, R-Xa-Ph1-T-Ph3-Z, R-Xa-Ph1-VO-Ph-Z, R-Xa-Ph1-VO-Ph1-Z, R -Xa-Ph1-VO-Ph3-Z, R-Xa-Ph1-Cy-Z, R-Xa-Ph1-Ph-Z, R-Xa-Ph1-Ph1-Z, R-Xa-Ph1-Ph3-Z , R-Xa-Ph3-G-Ph-Z, R-Xa-Ph3-G-Ph1-Z, R-Xa-Ph3-G-Ph3-Z R-Xa-Ph3-T-Ph-Z, R-Xa-Ph3-T-Ph1-Z, R-Xa-Ph3-T-Ph3-Z, R-Xa-Ph3-VO-Ph-Z, R- Xa-Ph3-VO-Ph1-Z, R-Xa-Ph3-VO-Ph3-Z, R-Xa-Ph3-Cy-Z, R-Xa-Ph3-Ph-Z, R-Xa-Ph3-Ph1- Z, R-Xa-Ph3-Ph3-Z
R-Xb-Cy-2-Cy-Z, R-Xb-Cy-Cy-Z, R-Xb-Ph-G-Ph-Z, R-Xb-Ph-G-Ph1-Z, R-Xb- Ph-G-Ph3-Z, R-Xb-Ph-T-Ph-Z, R-Xb-Ph-T-Ph1-Z, R-Xb-Ph-T-Ph3-Z, R-Xb-Ph- VO-Ph-Z, R-Xb-Ph-VO-Ph1-Z, R-Xb-Ph-VO-Ph3-Z, R-Xb-Ph-Cy-Z, R-Xb-Ph-Ph-Z, R-Xb-Ph-Ph1-Z, R-Xb-Ph-Ph3-Z, R-Xb-Ph1-G-Ph-Z, R-Xb-Ph1-G-Ph1-Z, R-Xb-Ph1- G-Ph3-Z, R-Xb-Ph1-T-Ph-Z, R-Xb-Ph1-T-Ph1-Z, R-Xb-Ph1-T-Ph3-Z, R-Xb-Ph1-VO- Ph-Z, R-Xb-Ph1-VO-Ph1-Z, R-Xb-Ph1-VO-Ph3-Z, R-Xb-Ph1-Cy-Z, R-Xb-Ph1-Ph-Z, R- Xb-Ph1-Ph1-Z, R-Xb-Ph1-Ph3-Z, R-Xb-Ph3-G-Ph-Z, R-Xb-Ph3-G-Ph1-Z, R-Xb-Ph3-G- Ph3-Z, R-Xb-Ph3-T-Ph-Z, R-Xb-Ph3-T-Ph1-Z, R-Xb-Ph3-T-Ph3-Z, R-Xb-Ph3-VO-Ph- Z, R-Xb-Ph3-VO-Ph1-Z, R-Xb-Ph3-VO-Ph3-Z, R-Xb-Ph3-Cy-Z, R-Xb-Ph3-Ph-Z, R-Xb- Ph3-Ph1-Z, R-Xb-Ph3-Ph3-Z, R-Cy-2-Xa-T-Ph-T-Cy-Z, R-Cy-2-Xa-T-Ph-Cy-Z, R-Cy-2-Xa-VO-Ph-2-Cy-Z, R-Cy-2-Xa-VO-Ph-T-Cy-Z, R-Cy-2-Xa-Ph1-2-Ph3- Z, R-Cy-2-Xa-Ph1-T-Ph3-Z, R-Cy-2-Xa-Ph1-Ph3-Z, R-Cy-J-Xa-T-Ph-2-Cy-Z, R-Cy-J-Xa-Ph1-T-Cy-Z, R-Cy-J-Xa-Ph1-Cy-Z, R-Cy-VO-Xa-VO-Ph-Cy-Z, R-Cy- VO-Xb-P h-2-Cy-Z, R-Cy-VO-Xa-Ph-T-Cy-Z, R-Cy-VO-Xb-Ph-Cy-Z, R-Cy-Xa-T-Cy-2- Cy-Z, R-Cy-Xa-T-Cy-T-Cy-Z, R-Cy-Xa-T-Cy-Cy-Z, R-Cy-Xa-VO-Cy-2-Cy-Z, R-Cy-Xa-VO-Cy-T-Cy-Z, R-Cy-Xa-VO-Cy-Cy-Z, R-Cy-Xa-Cy-2-Cy-Z, R-Cy-Xa- Cy-Cy-Z, R-Ph-2-Xa-Cy-2-Ph-Z, R-Ph-2-Xa-Cy-Ph-Z, R-Ph-2-Xa-T-Ph1-2- Cy-Z, R-Ph-2-Xa-T-Ph1-T-Cy-Z, R-Ph-J-Xa-Cy-2-Ph-Z, R-Ph-J-Xa-Cy-T- Ph-Z, R-Ph-J-Xa-Cy-Ph-Z, R-Ph-T-Xa-Cy-2-Ph-Z, R-Ph-T-Xa-Cy-T-Ph-Z, R-Ph-T-Xa-Ph-T-Ph-Z, R-Ph-T-Xa-Ph-Ph-Z, R-Ph-VO-Xa-Ph-2-Ph-Z, R-Ph- VO-Xa-Ph-T-Ph-Z, R-Ph-VO-Xa-Ph-Ph-Z, R-Ph-Xa-T-Ph1-Cy-Z, R-Ph-Xa-VO-Ph1- 2-Cy-Z, R-Ph-Xa-VO-Ph1-T-Cy-Z, R-Ph-Xa-VO-Ph1-Cy-Z, R-Ph1-2-Xa-Ph1-2-Ph- Z, R-Ph1-2-Xa-Ph1-T-Ph-Z, R-Ph1-2-Xa-Ph1-Ph-Z, R-Ph1-J-Xa-Ph1-2-Ph-Z, R- Ph1-J-Xa-Ph1-T-Ph-Z, R-Ph1-J-Xa-Ph1-Ph-Z, R-Ph1-T-Xa-Cy-Ph3-Z, R-Ph1-T-Xa- Ph1-2-Ph-Z, R-Ph1-T-Xa-Ph1-T-Ph-Z, R-Ph1-VO-Xa-Cy-2-Ph3-Z, R-Ph1-VO-Xa-Cy- T-Ph3-Z, R-Ph1-VO-Xa-Cy-Ph3-Z, R-Ph1-Xa-Ph-2-Ph-Z, R-Ph1-Xa-Ph-T-Ph-Z, R- Ph1-Xa-Ph-Ph-Z, R-Ph1-Xa-Ph1-Ph-Z, R-Ph3-2-Xa-C y-2-Ph3-Z, R-Ph3-2-Xa-Ph-T-Ph3-Z, R-Ph3-2-Xa-Ph-Ph3-Z, R-Ph3-J-Xa-Ph-2- Ph3-Z, R-Ph3-J-Xa-Ph-T-Ph3-Z, R-Ph3-J-Xa-Ph-Ph3-Z, R-Ph3-T-Xa-Ph-2-Ph3-Z, R-Ph3-T-Xa-Ph-T-Ph3-Z, R-Ph3-T-Xa-Ph-Ph3-Z, R-Ph3-VO-Xa-Ph-2-Ph3-Z, R-Ph3- VO-Xa-Ph1-T-Ph3-Z, R-Ph3-VO-Xa-Ph1-Ph3-Z, R-Ph3-Xa-Cy-2-Ph3-Z, R-Ph3-Xa-Cy-T- Ph3-Z, R-Ph3-Xa-Cy-Ph3-Z,
[0041]
5Xa-F, 7Xa-CN, 7-Ca-OV-Ca-D2-Xc-3a-Ca-4-Ca-F, 9-Cb-D-Cb-3-Xd-3b-Cb-Cb-OCF3, 2O-Oc-2D-Oc-3a-Xb-4-Oc-1O-Oc-CN, 5O-Od-D2-Od-3b-Xc-Od-O1-Od-Cl, 7O-Bc-3-Bc- Xd-1O-Bc-OV-Bc-OCHF2, 1O-3-Dc-3a-Dc-4-Xb-O1-Dc-D-Dc-H, 1d2-Ph2-3b-Ph2-1O-Xc-OV- Ph2-2D-Ph2-3, d (3) 1O-Ph4-4-Ph4-O1-Xd-D-Ph4-D2-Ph4-4, 6-Ph5-1O-Ph5-OV-Xb-2D-Ph5- 3-Ph5-5, 7-Ph6-O1-Ph6-D-Xc-D2-Ph6-3a-Ph6-0d1, 9-Ph7-Ph7-2D-Xd-3-Ph7-3b-Ph7-0d3, 2O- Ph8-OV-Ph8-D2-Xb-3a-Ph8-4-Ph8-1d3, 5O-Ya-D-Ya-3-Xc-3b-Ya-Ya-1d1, 7O-Yb-2D-Yb-3a- Xd-4-Yb-1O-Yb-3O, 1O-3-Ma-D2-Ma-3b-Xb-Ma-O1-Ma-, 1d2-Mb-3-Mb-Xc-1O-Mb-OV-Mb -F, d (3) 1O-Pr-3a-Pr-4-Xd-O1-Pr-D-Pr-OCF3, 6-Pr2-3b-Pr2-1O-Xb-OV-Pr2-2D-Pr2-CN , 7-Te-4-Te-O1-Xc-D-Te-D2-Te-Cl, 9-Te1-1O-Te1-OV-Xd-2D-Te1-3-Te1-OCHF2, 2O-Te2-O1 -Te2-D-Xb-D2-Te2-3a-Te2-H, 5O-Te3-Te3-2D-Xc-3-Te3-3b-Te3-3, 7O-Tb-OV-Tb-D2-Xd-3a -Tb-4-Tb-4, 1O-3-Tb1-D-Tb1-3-Xb-3b-Tb1-Tb1-5, 1d2-Tb2-2D-Tb2-3a-Xc-4-Tb2-1O-Tb2 -0d1, d (3) 1O-Tb3-D2-Tb3-3b-Xd-Tb3-O1-Tb3-0d3, 6-Np-3-Np-Xb-1O-Np-OV-Np-1d3, 7-Np1 -3a-Np1-4-Xc-O1-Np1-D-Np1- 1d1, 9-Np2-3b-Np2-1O-Xd-OV-Np2-2D-Np2-3O, 2O-Np3-4-Np3-O1-Xb-D-Np3-D2-Np3-, 5O-Np4-1O -Np4-OV-Xc-2D-Np4-3-Np4-F, 7O-Np5-O1-Np5-D-Xd-D2-Np5-3a-Np5-OCF3, 1O-3-Np6-Np6-2D-Xb -3-Np6-3b-Np6-CN, 1d2-Na1-OV-Na1-D2-Xc-3a-Na1-4-Na1-Cl, d (3) 1O-Na2-D-Na2-3-Xd-3b -Na2-Na2-OCHF2, 6-Na3-2D-Na3-3a-Xb-4-Na3-1O-Na3-H, 7-Na4-D2-Na4-3b-Xc-Na4-O1-Na4-3, 9 -Na5-3-Na5-Xd-1O-Na5-OV-Na5-4, 2O-Na6-3a-Na6-4-Xb-O1-Na6-D-Na6-5, 5O-Nd1-3b-Nd1-1O -Xc-OV-Nd1-2D-Nd1-0d1, 7O-Nd2-4-Nd2-O1-Xd-D-Nd2-D2-Nd2-0d3, 1O-3-Nd3-1O-Nd3-OV-Xb-2D -Nd3-3-Nd3-1d3, 1d2-Nd4-O1-Nd4-D-Xc-D2-Nd4-3a-Nd4-1d1, d (3) 1O-Nd5-2-Nd5-3-Xd-3-Nd5 -2-Nd5-3O
However, in each of the above exemplary formulas, R and Z have the same meaning as in the general formula (1).
[0042]
Compounds of general formula (1) are R, A, B, C, D, L, M, Q, T, m, n, q, t, X1, X2And according to Z, it can manufacture as follows.
[0043]
General formula (2)
[Chemical 6]
[0044]
[Chemical 7]
From the compound represented by the general formula (4), in the same manner as described in JP-T-9-512269 or JP-A-13-19648 (hereinafter referred to as literature (a)), etc.
[0045]
[Chemical 8]
[0046]
Next, from the compound represented by (4), from the reaction described in the literature (a), or a reaction with a nucleophile such as an organometallic compound such as a Grignard reagent, an organic zinc compound, an organic lithium reagent, etc. (Five)
[Chemical 9]
[0047]
Next, from the compound represented by (5), the general formula (6a) and the general formula (6b)
[Chemical Formula 10]
[0048]
In particular, R in the general formula (5)1Is represented by the general formula (7) from the compound represented by the general formula (6b)
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[0049]
A compound represented by the general formula (4) and the general formula (8)
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(In the formula, X represents a chlorine atom, a bromine atom or an iodine atom, and R2Represents the same meaning as R in the general formula (1), and m, n, A, B and L represent the same meaning as in the general formula (1). However, when n = 0 and m = 1, L represents a single bond, and when n = 0 and m = 0, R is R2Represents R with 2 fewer carbon atoms) and the general formula (5-1)
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[0051]
Further, catalytic reduction of the compound of the general formula (5-1), the general formula (5-2)
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[0052]
Or a compound represented by the general formula (4) and the general formula (9)
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[0053]
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[0054]
Or a compound represented by general formula (4) and general formula (10a) or general formula (10b)
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[0055]
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[0056]
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[0057]
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[0058]
When the compound of the general formula (6b) or the general formula (7) thus obtained corresponds to the compound of the general formula (1), it can be used as it is for the present invention. In this way, it can be used for the production of other derivatives.
[0059]
X in general formula (6b) or general formula (7)ThreeWhen is a hydrogen atom or a halogen atom, an organic lithium compound such as n-butyllithium is used, or X in general formula (6b) or general formula (7)ThreeWhen is a halogen atom, using magnesium, the general formula (11)
[0060]
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[0061]
Compounds of general formula (11) and general formula (14)
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[0062]
Alternatively, from the compound of the general formula (11) and iodine, the general formula (16)
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[0063]
Alternatively, from the compound of the general formula (11) by the method described in the literature (a), etc.
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[0064]
Alternatively, from the compound of the general formula (11) and carbon dioxide, the general formula (20)
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[0065]
Or a compound of general formula (16), or XThreeA compound of the general formula (6b) in which is a halogen atom or a sulfonyloxy group, or a triflate derived from a compound of the general formula (19) by a method similar to that described in the literature (a), and the general formula (21)
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[0066]
Or a compound of general formula (20) and general formula (22)
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[0067]
Alternatively, the compound of the general formula (19) and the general formula (23)
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(Wherein t, C, D, T and Z have the same meanings as those in the general formula (1)), in the presence of a condensing agent such as a carbodiimide compound, the general formula (7-12 )
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[0069]
Further, from the compounds of the general formula (7-11) and general formula (7-12), by the method described in JP-A-10-204016, etc., the general formula (7-13) and the general formula (7-14)
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[0070]
Alternatively, from the compound of the general formula (11) and dimethylformamide, the general formula (24)
[0071]
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[0072]
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[0073]
These production methods can be used by changing the order or changing the order in a timely manner when obtaining the target compound, and a conventionally known method can be additionally used. Moreover, when obtaining the target compound, protection / deprotection can be used in a timely manner according to the functional group in each compound.
[0074]
The compound represented by the general formula (1) is easy to obtain a high specific resistance and voltage holding ratio, is excellent in compatibility with other liquid crystal compositions, and is in a mixture state with other liquid crystal compounds. And can be suitably used as a liquid crystal display cell material. Two or more compounds represented by the general formula (1) can be used suitably as a liquid crystal display cell material in a mixture with other liquid crystal compounds. The compound (1) can be used in any of the various display systems described above, but is suitable for use in a TN display element and a STN display element driven by simple matrix or active matrix.
[0075]
The composition provided by the present invention contains at least one compound represented by the general formula (1) as the first component, and at least one of the following components from the following second to fourth components as other components. It is preferable to contain.
[0076]
That is, the second component is a so-called fluorine-based (halogen-based) p-type liquid crystal compound, and is composed of compounds represented by the following general formulas (A1) to (A3).
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In the above formula, RbRepresents an alkyl group having 1 to 12 carbon atoms, these may be linear or may have a methyl or ethyl branch, may have a 3 to 6 membered ring structure, Any -CH present in the group2-May be replaced by -O-, -CH = CH-, -CH = CF-, -CF = CH-, -CF = CF-, or -C≡C-, and any group present in the group The hydrogen atom may be substituted by a fluorine atom or a trifluoromethoxy group, but a linear alkyl group having 2 to 7 carbon atoms, a linear 1-alkenyl group having 2 to 7 carbon atoms, the number of carbon atoms A linear 3-alkenyl group having 4 to 7 carbon atoms and an alkyl group having 1 to 5 carbon atoms substituted with an alkoxyl group having 1 to 3 carbon atoms at the end are preferable. Further, when asymmetric carbon is generated by branching, the compound may be optically active or racemic.
[0078]
A, B and C may each independently be substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, or one or more fluorine atoms. -Phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, fluorine 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5-diyl group optionally substituted by atoms A trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by a fluorine atom, or 1 to 2 1,4-phenylene optionally substituted by fluorine atoms It is preferred. In particular, when B represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, A preferably represents a trans-1,4-cyclohexylene group, and C represents When it represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, B and A preferably represent a trans-1,4-cyclohexylene group. In (A3), A preferably represents a trans-1,4-cyclohexylene group.
[0079]
La, LbAnd LcAre linking groups, each independently a single bond, ethylene group (-CH2CH2-), 1,2-propylene group (-CH (CHThree) CH2-And-CH2CH (CHThree)-), 1,4-butylene group, -COO-, -OCO-, -OCF2-, -CF2O—, —CH═CH—, —CH═CF—, —CF═CH—, —CF═CF—, —C≡C— or —CH═NN═CH—, each represents a single bond, an ethylene group, 1,4-butylene group, -COO-, -OCF2-, -CF2O—, —CF═CF— or —C≡C— is preferred, and a single bond or an ethylene group is particularly preferred. In addition, it is preferable that at least one of (A2) represents a single bond and at least two of (A3) represent a single bond.
[0080]
Ring Z represents an aromatic ring and can be represented by the following general formulas (IXa) to (IXc).
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Where Ya~ YjEach independently represents a hydrogen atom or a fluorine atom, but in (IXa), YaAnd YbPreferably, at least one of represents a fluorine atom, and in (IXb), Yd~ YfPreferably at least one of represents a fluorine atom, in particular YdMore preferably represents a fluorine atom.
[0082]
Terminal group PaIs a fluorine atom, a chlorine atom, a trifluoromethoxy group, a difluoromethoxy group, a trifluoromethyl group or a difluoromethyl group, or an alkoxyl group having 2 or 3 carbon atoms substituted by two or more fluorine atoms, an alkyl group or an alkenyl group Or an alkenyloxy group, preferably a fluorine atom, a trifluoromethoxy group or a difluoromethoxy group, and particularly preferably a fluorine atom.
[0083]
The third component is a so-called cyano p-type liquid crystal compound, which is composed of compounds represented by the following general formulas (B1) to (B3).
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In the above formula, RcRepresents an alkyl group having 1 to 12 carbon atoms, these may be linear or may have a methyl or ethyl branch, may have a 3 to 6 membered ring structure, Any -CH present in the group2-May be replaced by -O-, -CH = CH-, -CH = CF-, -CF = CH-, -CF = CF-, or -C≡C-, and any group present in the group The hydrogen atom may be substituted by a fluorine atom or a trifluoromethoxy group, but a linear alkyl group having 2 to 7 carbon atoms, a linear 1-alkenyl group having 2 to 7 carbon atoms, the number of carbon atoms A linear 3-alkenyl group having 4 to 7 carbon atoms and an alkyl group having 1 to 5 carbon atoms substituted with an alkoxyl group having 1 to 3 carbon atoms at the end are preferable. Further, when asymmetric carbon is generated by branching, the compound may be optically active or racemic.
[0085]
D, E and F may each independently be substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, or one or more fluorine atoms. -Phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, fluorine 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5-diyl group optionally substituted by atoms A trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by a fluorine atom, or 1 to 2 1,4-phenylene optionally substituted by fluorine atoms It is preferred. In particular, when E represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, D preferably represents a trans-1,4-cyclohexylene group, and F represents When it represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, D and E preferably represent a trans-1,4-cyclohexylene group. In (B3), D preferably represents a trans-1,4-cyclohexylene group.
[0086]
Ld, LeAnd LfAre linking groups, each independently a single bond, ethylene group (-CH2CH2-), 1,2-propylene group (-CH (CHThree) CH2-And-CH2CH (CHThree)-), 1,4-butylene group, -COO-, -OCO-, -OCF2-, -CF2O-, -CH = CH-, -CH = CF-, -CF = CH-, -CF = CF-, -C≡C-, -OCH2-, -CH2O- or -CH = NN = CH- represents a single bond, ethylene group, -COO-, -OCF2-, -CF2O—, —CF═CF— or —C≡C— is preferred, and a single bond, ethylene group or —COO— is particularly preferred. In addition, it is preferable that at least one of them in (B2) represents a single bond in (B3).
[0087]
Ring Y represents an aromatic ring and can be represented by the following general formulas (IXd) to (IXf).
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Terminal group PaRepresents a cyano group (—CN), a cyanato group (—OCN), or —C≡CCN, with a cyano group being preferred.
[0088]
The fourth component is a so-called n-type liquid crystal having a dielectric anisotropy of about 0, and is composed of compounds represented by the following general formulas (C1) to (C3).
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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.
[0090]
G, H, I and J are each independently substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms or a methyl group. 1,4-phenylene group optionally substituted, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene optionally substituted by 1 to 2 fluorine atoms 2,6-diyl group, 1,4-cyclohexenylene group optionally substituted by 1 to 2 fluorine atoms, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5 -Diyl group or pyridine-2,5-diyl group, but in each compound, transdecahydronaphthalene-trans-2,6-diyl group, naphthalene-2 optionally substituted by one or more fluorine atoms , 6-diyl group, substituted by 1 to 2 fluorine atoms Good tetrahydronaphthalene-2,6-diyl group, 1,4-cyclohexenylene group optionally substituted by fluorine atom, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5- The number of diyl groups or pyridine-2,5-diyl groups is preferably 1 or less, and the other ring is substituted with a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or a methyl group. It is preferable to represent a good 1,4-phenylene group.
[0091]
Lg, LhAnd LiAre linking groups, each independently a single bond, ethylene group (-CH2CH2-), 1,2-propylene group (-CH (CHThree) CH2-And-CH2CH (CHThree)-), 1,4-butylene group, -COO-, -OCO-, -OCF2-, -CF2O—, —CH═CH—, —CH═CF—, —CF═CH—, —CF═CF—, —C≡C— or —CH═NN═CH—, each represents a single bond, an ethylene group, 1,4-butylene group, -COO-, -OCO-, -OCF2-, -CF2O-, -CF = CF-, -C≡C- or -CH = NN = CH- are preferred, at least one of them represents a single bond in (C2) and at least two of them in (C3) It is preferable.
[0092]
More preferable forms in (C1) can be represented by the following general formulas (C1a) to (C1h).
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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 G1 to G3 are aromatic rings, the corresponding RfExcept for 1-alkenyl group and alkoxyl group, when H1 to H3 are aromatic rings, the corresponding RgExcludes 1-alkenyl and alkoxyl groups.
[0094]
G1 and H1 may each independently be substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms, or a methyl group. , 4-phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by 1 to 2 fluorine atoms 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine optionally substituted by 1 to 2 fluorine atoms -2,5-diyl group, but in each compound, trans-decahydronaphthalene-trans-2,6-diyl group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms , May be substituted by 1 to 2 fluorine atoms Trahydronaphthalene-2,6-diyl group, 1,4-cyclohexenylene group optionally substituted by a fluorine atom, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5- The number of diyl groups or pyridine-2,5-diyl groups is preferably within one, and the other ring in that case is substituted with a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or a methyl group Represents an optionally substituted 1,4-phenylene group. G2 and H2 may each independently be substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms, or a methyl group. , 4-phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by 1 to 2 fluorine atoms In each compound, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, 1 to 2 The tetrahydronaphthalene-2,6-diyl group which may be substituted by a fluorine atom preferably represents no more than one, in which case the other ring is a trans-1,4-cyclohexylene group or 1 to 2 Fluorine atom or methyl group Represents a 1,4-phenylene group which may be substituted by G3 and H3 are each independently 1,4-phenylene group optionally substituted by 1 to 2 fluorine atoms or methyl groups, naphthalene-2,6 optionally substituted by one or more fluorine atoms -Diyl group represents a tetrahydronaphthalene-2,6-diyl group optionally substituted by 1 to 2 fluorine atoms, but naphthalene-2 optionally substituted by one or more fluorine atoms in each compound , 6-diyl group, and tetrahydronaphthalene-2,6-diyl group which may be substituted by 1 to 2 fluorine atoms are preferably within one.
[0095]
More preferable forms in (C2) can be represented by the following general formulas (C2a) to (C2m).
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In the above formula, G1, G2, G3, H1, H2, and H3 represent the above-mentioned meanings, I1 represents G1, I2 represents G2, and I3 represents G3. In each of the above compounds, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, and 1 to 2 fluorine atoms A tetrahydronaphthalene-2,6-diyl group optionally substituted by a 1,4-cyclohexenylene group optionally substituted by a fluorine atom, a 1,3-dioxane-trans-2,5-diyl group, The number of pyrimidine-2,5-diyl groups or pyridine-2,5-diyl groups is preferably one or less, and in this case, the other ring is a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms. It represents a 1,4-phenylene group which may be substituted with an atom or a methyl group.
[0097]
Next, more preferable forms in (C3) can be represented by the following general formulas (C3a) to (C3f).
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In the above formula, G1, G2, H1, H2, I1 and I2 represent the above-mentioned meanings, J1 represents G1 and J2 represents the same meaning as G2. In each of the above compounds, a transdecahydronaphthalene-trans-2,6-diyl group, a naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, and 1 to 2 fluorine atoms A tetrahydronaphthalene-2,6-diyl group optionally substituted by a 1,4-cyclohexenylene group optionally substituted by a fluorine atom, a 1,3-dioxane-trans-2,5-diyl group, The number of pyrimidine-2,5-diyl groups or pyridine-2,5-diyl groups is preferably one or less, and in this case, the other ring is a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms. It represents a 1,4-phenylene group which may be substituted with an atom or a methyl group.
[0099]
As will be apparent from Examples described later, the compound of the present invention is excellent in response and suitable as a liquid crystal material for a high-speed display liquid crystal display. The same applies to the liquid crystal composition of the present invention, and the display element of the present invention exhibits excellent characteristics of being responsive at high speed. The compound of the present invention has excellent liquid crystallinity and excellent compatibility with currently used liquid crystal compounds and liquid crystal compositions. In addition, it can be seen that the liquid crystal composition has an effect superior to conventional compounds in preparing a liquid crystal composition having a wide temperature range showing a liquid crystal phase, a low threshold voltage, and capable of high-speed response. The effect of reducing the threshold voltage is large, and it is extremely excellent as a liquid crystal material that can be driven at a low voltage.
[0100]
Therefore, the compound of the general formula (1) is a liquid crystal that can be driven at a low voltage with a wide temperature range, particularly for a field effect display cell such as a TN type or STN type in a mixture with other nematic liquid crystal compounds. It can be suitably used as a material. Among the compounds of (1), those that do not have a strong polar group in the molecule can easily obtain a large specific resistance and a high voltage holding ratio, and should be used as a component of liquid crystal materials for active matrix driving. Is also possible. The present invention also provides a compound represented by the general formula (1) and a liquid crystal composition containing at least one of them as a constituent component.
[0101]
【Example】
EXAMPLES Hereinafter, although an Example is given and this invention is further explained in full detail, this invention is not limited to these Examples.
[0102]
Example 1 Synthesis of 5,7-difluoro-2-propyl-1,4-dihydronaphthalene
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A catalytic amount of pyridine was added to a solution of 200 g of 5,7-difluorophenylacetic acid and 300 g of thionyl chloride in 400 mL of 1,2-dichloroethane, and the mixture was heated to reflux for 5 hours under a nitrogen atmosphere. Left. The obtained residue is added dropwise to 1000 mL of dichloromethane and 320 g of aluminum chloride under cooling at −20 ° C. After stirring for 30 minutes, ethylene gas was blown in, and after further stirring for 5 hours, diluted hydrochloric acid was added to separate the organic layer, and the aqueous layer was extracted with toluene. The organic layers were combined, washed successively with water, saturated aqueous sodium hydrogen carbonate, water and saturated brine, dried over anhydrous sodium sulfate, distilled off the solvent, distilled under reduced pressure, and recrystallized from hexane. 170 g of -difluoro-1,2,3,4-tetrahydronaphthalen-2-one were obtained.
[0103]
Synthesis of (1-b) 5,7-difluoro-2-propyl-1,4-dihydronaphthalene
Dissolve 10.0 g of 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in (1-a) in 50 mL of tetrahydrofuran (THF), then add 5.4 g of zinc dust and stir with stirring. Suspend. After adding 0.3 mL of trimethylsilyl chloride at room temperature, 10.0 g of allyl bromide was added dropwise over 30 minutes (at this time, the system temperature had reached 50 ° C.), and the mixture was further stirred for 1 hour. After adding 20 mL of 10% hydrochloric acid, the mixture was extracted with toluene, washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain 12.3 g of a crude product of 5,7-difluoro-2- (2-propenyl) -1,2,3,4-tetrahydronaphthalen-2-ol.
[0104]
The crude product was dissolved in 48 mL of ethyl acetate, stirred with 0.6 g of 5% palladium carbon in a 0.5 MPa hydrogen atmosphere for 2 hours, filtered and concentrated to 5,7-difluoro-2-propyl-1,2, 12 g of a crude product of 3,4-tetrahydronaphthalen-2-ol was obtained. The crude product was heated to reflux with 0.6 g of p-toluenesulfonic acid monohydrate in 50 mL of toluene for 2 hours, cooled to room temperature, washed with water and then saturated brine, dried over anhydrous magnesium sulfate and concentrated. A mixture of 5,7-difluoro-2-propyl-3,4-dihydronaphthalene and 5,7-difluoro-2-propyl-1,4-dihydronaphthalene was obtained. Subsequently, the residue was purified by distillation under reduced pressure and column chromatography to obtain 3.2 g of 5,7-difluoro-2-propyl-1,4-dihydronaphthalene. This was a liquid at room temperature.
[0105]
Similarly, the following compounds were obtained.
6-Fluoro-2-propyl-1,4-dihydronaphthalene
5,7-dichloro-2-propyl-1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2-propyl-1,4-dihydronaphthalene
5,7-Dichloro-6-trifluoromethoxy-2-propyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-propyl-1,4-dihydronaphthalene
[0106]
Example 2 Synthesis of 2-propyl-6-iodo-5,7-difluoro-1,4-dihydronaphthalene
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[0107]
Example 3 Synthesis of 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
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[0108]
Similarly, the following compounds were obtained.
5,7-Difluoro-2-propyl-6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2-propyl-6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2-propyl-6- {4- (trifluoromethoxy) phenyl} -3,4, -dihydronaphthalene
5,7-Difluoro-2-propyl-6- {4- (trifluoromethoxy) -3-fluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2-propyl-6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -1,4-dihydronaphthalene
[0109]
Example 4 Synthesis of 2-propyl-6- {2- (3,4,5-trifluorophenyl) ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
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[0110]
Similarly, the following compounds were obtained.
2-propyl-6- {2- (4-fluorophenyl) ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {2- (3,4-difluorophenyl) ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {2- {4- (trifluoromethoxy) phenyl} ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {2- {4- (trifluoromethoxy) -3-fluorophenyl} ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {2- {4- (trifluoromethoxy) -3,5-difluorophenyl} ethynyl} -5,7-difluoro-1,4-dihydronaphthalene
[0111]
Example 5 2-Propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid
Synthesis of 3,4,5-trifluorophenyl
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[0112]
Similarly, the following compounds were obtained.
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 4-fluorophenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3,4-difluorophenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 4-trifluoromethoxyphenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3-fluoro-4-trifluoromethoxyphenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3,5-difluoro-4-trifluoromethoxyphenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 4-cyanophenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3-fluoro-4-cyanophenyl
2-propyl-5,7-difluoro-1,4-dihydronaphthalene-6-carboxylic acid 3,5-difluoro-4-cyanophenyl
[0113]
Example 6 Synthesis of 2-propyl-6- (trans-4-propylcyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
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[0114]
Similarly, the following compounds were obtained.
2-propyl-6- (trans-4-butylcyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans-4-pentylcyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans-4-vinylcyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {trans-4- (3-butenyl) cyclohexyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {trans-4- (3-pentenyl) cyclohexyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-propylbicyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-butylbicyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-pentylbicyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- (trans, trans-4'-vinylbicyclohexyl) -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {trans, trans-4 '-(3-butenyl) bicyclohexyl} -5,7-difluoro-1,4-dihydronaphthalene
2-propyl-6- {trans, trans-4 '-(3-pentenyl) bicyclohexyl} -5,7-difluoro-1,4-dihydronaphthalene
[0115]
Example 7 Synthesis of 5,7-difluoro-2-pentyl-1,4-dihydronaphthalene
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[0116]
Similarly, the following compounds were obtained.
5,7-Difluoro-2-butyl-1,4-dihydronaphthalene
5,7-Difluoro-2-hexyl-1,4-dihydronaphthalene
5,7-Difluoro-2-heptyl-1,4-dihydronaphthalene
5,7-dichloro-2-butyl-1,4-dihydronaphthalene
5,7-dichloro-2-pentyl-1,4-dihydronaphthalene
5,7-Dichloro-2-hexyl-1,4-dihydronaphthalene
5,7-Dichloro-2-heptyl-1,4-dihydronaphthalene
6-Fluoro-2-butyl-1,4-dihydronaphthalene
6-Fluoro-2-pentyl-1,4-dihydronaphthalene
6-Fluoro-2-hexyl-1,4-dihydronaphthalene
6-Fluoro-2-heptyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-butyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-pentyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-hexyl-1,4-dihydronaphthalene
6-trifluoromethoxy-2-heptyl-1,4-dihydronaphthalene
3,4,5-trifluoro-2-butyl-1,4-dihydronaphthalene
3,4,5-trifluoro-2-pentyl-1,4-dihydronaphthalene
3,4,5-trifluoro-2-hexyl-1,4-dihydronaphthalene
3,4,5-trifluoro-2-heptyl-1,4-dihydronaphthalene
[0117]
Example 8 Synthesis of 2-pentyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
From 5,7-difluoro-2-pentyl-1,4-dihydronaphthalene obtained in Example 7, in the same manner as in Example 3, 2-pentyl-6- (3,4,5-trifluorophenyl)- 5,7-difluoro-1,4-dihydronaphthalene was obtained.
[0118]
Similarly, the following compounds were obtained.
2-Butyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-hexyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Hexyl-6- (4-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-hexyl-6- (4,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Hexyl-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Hexyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Butyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Pentyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Hexyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
2-Heptyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-1,4-dihydronaphthalene
[0119]
Example 9 Synthesis of 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
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[0120]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-Fluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -1,4-dihydronaphthalene
[0121]
Example 10 Synthesis of 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
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[0122]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
[0123]
Example 11 Synthesis of 5,6,7-trifluoro-2-propyl-1,4-dihydronaphthalene
Synthesis of (11-a) 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one
In the same manner as in Example 1, 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one was obtained from 5,6,7-trifluorophenylacetic acid.
(11-b) Synthesis of 5,6,7-trifluoro-2-propyl-1,4-dihydronaphthalene
From the 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in (11-a) above, 5,6,7-trifluoro- 2-Propyl-1,4-dihydronaphthalene was obtained.
[0124]
Example 12 Synthesis of 5,6,7-trifluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene
From 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 11, in the same manner as in Example 9, 5,6,7-trifluoro-2- { 2- (Trans-4-propylcyclohexyl) ethyl} -1,4-dihydronaphthalene was obtained.
[0125]
Example 13 Synthesis of 5,7-difluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene
Embedded image
[0126]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- (4-ethylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-ethylphenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-butylphenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-pentylphenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-ethylphenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-butylphenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-pentylphenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-ethylphenyl) -1,4-dihydronaphthalene
6-Trifluoromethoxy-2- (4-propylphenyl) -1,4-dihydronaphthalene
6-Trifluoromethoxy-2- (4-butylphenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-pentylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-ethylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-propylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-butylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-pentylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-butyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-Fluoro-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-butyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-butylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-ethyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-propyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-butyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-pentyl-2-fluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,6,7-trifluoro-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-Fluoro-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
6-trifluoromethoxy-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-ethyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-propyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-butyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- {4- (trans-4-pentyl-2,6-difluorocyclohexyl) phenyl} -1,4-dihydronaphthalene
[0127]
Example 14 Synthesis of 5,7-difluoro-2- (4-propylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
From the 5,7-difluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene obtained in Example 13, 5,7-difluoro-2- (4-propylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was obtained.
[0128]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- (4-ethylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2-fluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-ethyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-butyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
[0129]
Example 15 Synthesis of 5,7-difluoro-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
Substituting trans-4-propyl-1-bromocyclohexane in place of 4-propylbromobenzene, the same as in Example 13, 5,7-difluoro-2- (trans-4-propylcyclohexyl) -1,4- Dihydronaphthalene was obtained.
[0130]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
5,6,7-trifluoro-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
6-Fluoro-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
6-Trifluoromethoxy-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
6-Trifluoromethoxy-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
6-trifluoromethoxy-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans, trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans, trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-trifluoromethoxy-2- (trans, trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
[0131]
Example 16 Synthesis of 5,7-difluoro-2- (trans-4-propylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
From the 5,7-difluoro-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene obtained in Example 15, 5,7-difluoro-2- (trans-4) was prepared in the same manner as in Example 3. -Propylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene was obtained.
[0132]
Similarly, the following compounds were obtained.
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (3,4-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-trifluoromethoxyphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-ethylcyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-propylcyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -1,4-dihydronaphthalene
[0133]
Example 17 Synthesis of 5,7-difluoro-6-cyano-2- (4-propylphenyl) -1,4-dihydronaphthalene
From 5,7-difluoro-2- (4-propylphenyl) -1,4-dihydronaphthalene obtained in Example 13, 5,7-difluoro-2- (4-propylphenyl) was obtained in the same manner as in Example 5. After obtaining 1,4-dihydronaphthalene-6-carboxylic acid, 5,7-difluoro-6-cyano-2- (4-propylphenyl) -1,4-dihydronaphthalene was obtained as follows. It was.
Embedded image
Similarly, the following compounds were obtained.
5,7-Difluoro-6-cyano-2- (4-ethylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-pentylphenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-ethyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-propyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-pentyl-2-fluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-ethyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-propyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (4-pentyl-2,6-difluorophenyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-ethylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-propylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-pentylcyclohexyl) phenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-pentylcyclohexyl) -2-fluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-ethylcyclohexyl) -2,6-difluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-propylcyclohexyl) -2,6-difluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- {4- (trans-4-pentylcyclohexyl) -2,6-difluorophenyl} -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4-ethylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4-propylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4-pentylcyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4'-ethylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4'-propylbicyclohexyl) -1,4-dihydronaphthalene
5,7-Difluoro-6-cyano-2- (trans-4'-pentylbicyclohexyl) -1,4-dihydronaphthalene
[0135]
(Example 18) Preparation of liquid crystal composition
General-purpose host liquid crystal (H) with wide temperature range and low viscosity that can be used for active matrix drive
Embedded image
Threshold voltage (Vth): 2.14V
Dielectric anisotropy (Δε): 4.8
Response (τr = τd): 25.3msec
Refractive index anisotropy (Δn): 0.090
Here, the response is a measured value when a voltage is applied so that the rise time (τr) and the fall time (τd) are equal.
[0136]
Next, 80% of the host liquid crystal (H) and the following 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydro compound obtained in Example 3 were used. Naphthalene
Embedded image
[0137]
Next, (M-1) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and the electro-optical characteristics thereof were measured.
Threshold voltage (Vth): 1.30V
Dielectric Anisotropy (Δε): 7.5
Response (τr = τd): 41.4ms
Refractive index anisotropy (Δn): 0.094
Therefore, by adding 20% of 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene, the response is suppressed to an increase of 16.1 ms. As a result, the dielectric anisotropy was increased and the threshold voltage (Vth) was reduced by 0.84V.
[0138]
(Comparative Example 1)
In Example 18, instead of 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene, the following 5,7-difluoro-6- ( 3,4,5-trifluorophenyl) -2-propyl-1,2,3,4-tetrahydronaphthalene
Embedded image
[0139]
Next, (M-2) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and the electro-optical characteristics thereof were measured.
Threshold voltage (Vth): 1.36V
Dielectric Anisotropy (Δε): 7.4
Response (τr = τd): 44.4msec
Refractive index anisotropy (Δn): 0.089
Compared with the compound shown in Example 18, the response is poor, the dielectric anisotropy is small, and the effect of reducing the threshold voltage is also small. Furthermore, the nematic phase upper limit temperature is also low, and it can be seen that the liquid crystallinity is inferior.
[0140]
(Example 19) Preparation of liquid crystal composition
Host liquid crystal composition (H ') having the following composition
[0141]
Embedded image
Was prepared. Here, the physical properties of (H ′) are as follows.
Nematic phase upper limit temperature (TN-I) 75.0 ℃
Solid phase or smectic phase-nematic phase transition temperature (T → N) -70 ℃
Threshold voltage (Vth) 1.49V
Dielectric Anisotropy (Δε) 10.3
Refractive index anisotropy (Δn) 0.142
[0143]
From 90% of the base liquid crystal (H ′) and 10% of 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -1,4-dihydronaphthalene obtained in Example 3 A liquid crystal composition (M-3) was prepared. The physical properties of this composition are as follows.
Nematic phase upper limit temperature (TN-I) 69.5 ℃
Solid phase or smectic phase-nematic phase transition temperature (T → N) -70 ℃
Threshold voltage (Vth) 1.23V
Dielectric Anisotropy (Δε) 11.7
Refractive index anisotropy (Δn) 0.140
[0144]
【The invention's effect】
When used as a constituent material of a liquid crystal composition, the dihydronaphthalene compound of the present invention has the effect of lowering the threshold voltage without improving or deteriorating the response of the display element. Therefore, it is excellent as a material for a high-speed display liquid crystal display corresponding to a moving image, and further has an effect of lowering the threshold voltage, and thus has a great effect on power saving of the liquid crystal display.
[0145]
BACKGROUND OF THE INVENTION
The present invention relates to a novel liquid crystalline compound that is a dihydronaphthalene derivative, a liquid crystal composition containing the same, and a liquid crystal display device using the same, which are useful as an electro-optical liquid crystal display material.
Claims (18)
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| JP2001301171A JP4844785B2 (en) | 2001-09-28 | 2001-09-28 | Dihydronaphthalene derivative, liquid crystal composition containing the same, and liquid crystal display device |
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| JP2001192659A (en) * | 2000-01-13 | 2001-07-17 | Dainippon Ink & Chem Inc | Liquid crystal composition |
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