SU1591803A3

SU1591803A3 - СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ 2-АРИЛПРОНИЛОВОГО простого эфира

СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ 2-АРИЛПРОНИЛОВОГО простого эфира Download PDF

Info

Publication number: SU1591803A3
Authority: SU; USSR - Soviet Union
Prior art keywords: sch; calculated; found; ether; well
Prior art date: 1980-05-02

Application number

SU874202531A

Other languages

English (en)

Russian (ru)

Inventor

Kiesi Nakatani

Satosi Numata

Tsuneo Inoue

Kendzi Kodaka

Tsutomu Isii

Terukhiko Toyama

Khadzime Tatibana

Takatosi Udagava

Masatosi Gokhbara

Original Assignee

Mitsui Toatsu Chemicals

Priority date

1980-05-02

Filing date

1987-05-15

Publication date

1990-09-07

1987-05-15 Application filed by Mitsui Toatsu Chemicals filed Critical Mitsui Toatsu Chemicals

1990-09-07 Application granted granted Critical

1990-09-07 Publication of SU1591803A3 publication Critical patent/SU1591803A3/ru

Links

238000000034 method Methods 0.000 title claims abstract description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims description 186
150000001875 compounds Chemical class 0.000 claims abstract description 82
125000000217 alkyl group Chemical group 0.000 claims abstract description 7
229910052736 halogen Inorganic materials 0.000 claims abstract description 6
125000005843 halogen group Chemical group 0.000 claims abstract description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
-1 methylenedioxy Chemical group 0.000 claims description 147
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 55
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 16
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
125000003545 alkoxy group Chemical group 0.000 claims description 6
150000002367 halogens Chemical class 0.000 claims description 4
125000001424 substituent group Chemical group 0.000 claims description 4
HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 4
GCTFTMWXZFLTRR-GFCCVEGCSA-N (2r)-2-amino-n-[3-(difluoromethoxy)-4-(1,3-oxazol-5-yl)phenyl]-4-methylpentanamide Chemical compound FC(F)OC1=CC(NC(=O)[C@H](N)CC(C)C)=CC=C1C1=CN=CO1 GCTFTMWXZFLTRR-GFCCVEGCSA-N 0.000 claims description 3
125000003342 alkenyl group Chemical group 0.000 claims description 3
229940125900 compound 59 Drugs 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
125000001624 naphthyl group Chemical group 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
150000001350 alkyl halides Chemical class 0.000 claims description 2
125000004414 alkyl thio group Chemical group 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
230000000749 insecticidal effect Effects 0.000 claims description 2
239000002798 polar solvent Substances 0.000 claims description 2
229910052700 potassium Inorganic materials 0.000 claims description 2
108010038447 Chromogranin A Proteins 0.000 claims 6
102100031186 Chromogranin-A Human genes 0.000 claims 6
230000000052 comparative effect Effects 0.000 claims 6
CPTIBDHUFVHUJK-NZYDNVMFSA-N mitopodozide Chemical compound C1([C@@H]2C3=CC=4OCOC=4C=C3[C@H](O)[C@@H](CO)[C@@H]2C(=O)NNCC)=CC(OC)=C(OC)C(OC)=C1 CPTIBDHUFVHUJK-NZYDNVMFSA-N 0.000 claims 6
SBPPWJIDARICBS-PGCXOGMSSA-N (5r,5ar,8ar,9r)-5-[[(4ar,6r,7r,8r,8as)-7,8-dihydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5h-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one Chemical compound COC1=C(OC)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4OC(OC[C@H]4O3)C=3C=CC=CC=3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 SBPPWJIDARICBS-PGCXOGMSSA-N 0.000 claims 3
101000864782 Homo sapiens Surfactant-associated protein 2 Proteins 0.000 claims 3
102100030059 Surfactant-associated protein 2 Human genes 0.000 claims 3
241000220223 Fragaria Species 0.000 claims 2
235000021012 strawberries Nutrition 0.000 claims 2
JRLTTZUODKEYDH-UHFFFAOYSA-N 8-methylquinoline Chemical group C1=CN=C2C(C)=CC=CC2=C1 JRLTTZUODKEYDH-UHFFFAOYSA-N 0.000 claims 1
101000608750 Arachis hypogaea Alpha-methyl-mannoside-specific lectin Proteins 0.000 claims 1
101100352919 Caenorhabditis elegans ppm-2 gene Proteins 0.000 claims 1
235000005224 Eucalyptus bridgesiana Nutrition 0.000 claims 1
244000239638 Eucalyptus bridgesiana Species 0.000 claims 1
101000864810 Homo sapiens Surfactant-associated protein 3 Proteins 0.000 claims 1
VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 claims 1
241000399119 Spio Species 0.000 claims 1
102100030067 Surfactant-associated protein 3 Human genes 0.000 claims 1
101000771730 Tropidolaemus wagleri Waglerin-3 Proteins 0.000 claims 1
239000002253 acid Substances 0.000 claims 1
230000007059 acute toxicity Effects 0.000 claims 1
231100000403 acute toxicity Toxicity 0.000 claims 1
HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 claims 1
VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 claims 1
230000000694 effects Effects 0.000 abstract description 5
241000251468 Actinopterygii Species 0.000 abstract description 2
231100000053 low toxicity Toxicity 0.000 abstract 2
GZRCUJJPZZAZOU-UHFFFAOYSA-N 1-(2-phenylpropoxy)propan-2-ylbenzene Chemical class C=1C=CC=CC=1C(C)COCC(C)C1=CC=CC=C1 GZRCUJJPZZAZOU-UHFFFAOYSA-N 0.000 abstract 1
ZTBUPUXFQIMTCU-UHFFFAOYSA-N 1-methyl-4-[2-methyl-1-[2-methyl-2-(4-methylphenyl)propoxy]propan-2-yl]benzene Chemical compound C1=CC(C)=CC=C1C(C)(C)COCC(C)(C)C1=CC=C(C)C=C1 ZTBUPUXFQIMTCU-UHFFFAOYSA-N 0.000 abstract 1
241001465754 Metazoa Species 0.000 abstract 1
239000000642 acaricide Substances 0.000 abstract 1
239000002917 insecticide Substances 0.000 abstract 1
239000000463 material Substances 0.000 abstract 1
150000003568 thioethers Chemical class 0.000 description 204
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 30
150000002148 esters Chemical class 0.000 description 26
238000012360 testing method Methods 0.000 description 26
QDKWLJJOYIFEBS-UHFFFAOYSA-N 1-fluoro-4-$l^{1}-oxidanylbenzene Chemical group [O]C1=CC=C(F)C=C1 QDKWLJJOYIFEBS-UHFFFAOYSA-N 0.000 description 22
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
NVLYTIZCYSRSIQ-UHFFFAOYSA-N 1-bromo-4-[3-[[2-(4-chlorophenyl)-2-methylpropoxy]methyl]phenoxy]benzene Chemical compound C=1C=C(Cl)C=CC=1C(C)(C)COCC(C=1)=CC=CC=1OC1=CC=C(Br)C=C1 NVLYTIZCYSRSIQ-UHFFFAOYSA-N 0.000 description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
239000000203 mixture Substances 0.000 description 14
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 14
150000007970 thio esters Chemical class 0.000 description 14
230000032050 esterification Effects 0.000 description 8
238000005886 esterification reaction Methods 0.000 description 8
239000003480 eluent Substances 0.000 description 7
SZNYYWIUQFZLLT-UHFFFAOYSA-N 2-methyl-1-(2-methylpropoxy)propane Chemical compound CC(C)COCC(C)C SZNYYWIUQFZLLT-UHFFFAOYSA-N 0.000 description 6
240000007594 Oryza sativa Species 0.000 description 6
235000007164 Oryza sativa Nutrition 0.000 description 6
239000012046 mixed solvent Substances 0.000 description 6
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
235000009566 rice Nutrition 0.000 description 6
CUYNTLDCNGKIFN-UHFFFAOYSA-N 1-(1-chloro-2-methylpropan-2-yl)-4-ethoxybenzene Chemical compound CCOC1=CC=C(C(C)(C)CCl)C=C1 CUYNTLDCNGKIFN-UHFFFAOYSA-N 0.000 description 5
125000000068 chlorophenyl group Chemical group 0.000 description 5
239000000243 solution Substances 0.000 description 5
KGANAERDZBAECK-UHFFFAOYSA-N (3-phenoxyphenyl)methanol Chemical compound OCC1=CC=CC(OC=2C=CC=CC=2)=C1 KGANAERDZBAECK-UHFFFAOYSA-N 0.000 description 4
241000238631 Hexapoda Species 0.000 description 4
244000061176 Nicotiana tabacum Species 0.000 description 4
235000002637 Nicotiana tabacum Nutrition 0.000 description 4
239000012141 concentrate Substances 0.000 description 4
VNKYTQGIUYNRMY-UHFFFAOYSA-N methoxypropane Chemical compound CCCOC VNKYTQGIUYNRMY-UHFFFAOYSA-N 0.000 description 4
238000010898 silica gel chromatography Methods 0.000 description 4
239000000126 substance Substances 0.000 description 4
125000000446 sulfanediyl group Chemical group *S* 0.000 description 4
239000012485 toluene extract Substances 0.000 description 4
UAOUIVVJBYDFKD-XKCDOFEDSA-N (1R,9R,10S,11R,12R,15S,18S,21R)-10,11,21-trihydroxy-8,8-dimethyl-14-methylidene-4-(prop-2-enylamino)-20-oxa-5-thia-3-azahexacyclo[9.7.2.112,15.01,9.02,6.012,18]henicosa-2(6),3-dien-13-one Chemical compound C([C@@H]1[C@@H](O)[C@@]23C(C1=C)=O)C[C@H]2[C@]12C(N=C(NCC=C)S4)=C4CC(C)(C)[C@H]1[C@H](O)[C@]3(O)OC2 UAOUIVVJBYDFKD-XKCDOFEDSA-N 0.000 description 3
MPDDTAJMJCESGV-CTUHWIOQSA-M (3r,5r)-7-[2-(4-fluorophenyl)-5-[methyl-[(1r)-1-phenylethyl]carbamoyl]-4-propan-2-ylpyrazol-3-yl]-3,5-dihydroxyheptanoate Chemical compound C1([C@@H](C)N(C)C(=O)C2=NN(C(CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C2C(C)C)C=2C=CC(F)=CC=2)=CC=CC=C1 MPDDTAJMJCESGV-CTUHWIOQSA-M 0.000 description 3
PVHMRBBXXWLIMT-UHFFFAOYSA-N 1,2-dichloro-4-[1-[[3-(4-methoxyphenoxy)phenyl]methoxy]-2-methylpropan-2-yl]benzene Chemical compound C1=CC(OC)=CC=C1OC1=CC=CC(COCC(C)(C)C=2C=C(Cl)C(Cl)=CC=2)=C1 PVHMRBBXXWLIMT-UHFFFAOYSA-N 0.000 description 3
MGKDQUZGIQAMIJ-UHFFFAOYSA-N 1,2-dichloro-4-[2-[3-(3,4-dichlorophenyl)-3-methyl-1-(3-phenoxyphenyl)pentan-2-yl]oxy-3-methyl-1-(3-phenoxyphenyl)pentan-3-yl]benzene Chemical compound O(C1=CC=CC=C1)C=1C=C(CC(C(C)(CC)C2=CC(=C(C=C2)Cl)Cl)OC(C(C)(C2=CC(=C(C=C2)Cl)Cl)CC)CC2=CC(=CC=C2)OC2=CC=CC=C2)C=CC=1 MGKDQUZGIQAMIJ-UHFFFAOYSA-N 0.000 description 3
FKEGMQOBNPESIH-UHFFFAOYSA-N 1-(ethoxymethoxy)-4-[2-methyl-1-[(3-phenoxyphenyl)methoxy]propan-2-yl]benzene Chemical compound C1=CC(OCOCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 FKEGMQOBNPESIH-UHFFFAOYSA-N 0.000 description 3
ZEMDZPOTVQDIAZ-UHFFFAOYSA-N 1-bromo-4-[3-[[2-(4-ethoxyphenyl)-2-methylpropoxy]methyl]phenoxy]benzene Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC(Br)=CC=2)=C1 ZEMDZPOTVQDIAZ-UHFFFAOYSA-N 0.000 description 3
NXWVPWQXOWKSCJ-UHFFFAOYSA-N 1-chloro-4-[3-[3-(4-chlorophenyl)-3-methyl-1-phenylbutan-2-yl]oxy-2-methyl-4-phenylbutan-2-yl]benzene Chemical compound C(C1=CC=CC=C1)C(C(C)(C)C1=CC=C(C=C1)Cl)OC(C(C)(C1=CC=C(C=C1)Cl)C)CC1=CC=CC=C1 NXWVPWQXOWKSCJ-UHFFFAOYSA-N 0.000 description 3
WMIYCPXSVSJHEQ-UHFFFAOYSA-N 1-ethoxy-2-methyl-4-[2-methyl-1-[(3-phenoxyphenyl)methoxy]propan-2-yl]benzene Chemical compound C1=C(C)C(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 WMIYCPXSVSJHEQ-UHFFFAOYSA-N 0.000 description 3
GYISLIQJPVSSJB-UHFFFAOYSA-N 1-ethoxy-4-[2-methyl-1-[(3-phenoxyphenyl)methoxy]butan-2-yl]benzene Chemical compound C1=CC(OCC)=CC=C1C(C)(CC)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 GYISLIQJPVSSJB-UHFFFAOYSA-N 0.000 description 3
CMLHGQSJJRXSHK-UHFFFAOYSA-N 4-[3-[3-(3,4-difluorophenyl)-3-methyl-1-(3-phenoxyphenyl)butan-2-yl]oxy-2-methyl-4-(3-phenoxyphenyl)butan-2-yl]-1,2-difluorobenzene Chemical compound O(C1=CC=CC=C1)C=1C=C(CC(C(C)(C)C2=CC(=C(C=C2)F)F)OC(C(C)(C2=CC(=C(C=C2)F)F)C)CC2=CC(=CC=C2)OC2=CC=CC=C2)C=CC=1 CMLHGQSJJRXSHK-UHFFFAOYSA-N 0.000 description 3
125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
241000699670 Mus sp. Species 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 3
POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 3
239000000284 extract Substances 0.000 description 3
229920003023 plastic Polymers 0.000 description 3
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YJLIKUSWRSEPSM-WGQQHEPDSA-N (2r,3r,4s,5r)-2-[6-amino-8-[(4-phenylphenyl)methylamino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1CNC1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O YJLIKUSWRSEPSM-WGQQHEPDSA-N 0.000 description 2
VIJSPAIQWVPKQZ-BLECARSGSA-N (2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-acetamido-5-(diaminomethylideneamino)pentanoyl]amino]-4-methylpentanoyl]amino]-4,4-dimethylpentanoyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid Chemical compound NC(=N)NCCC[C@@H](C(O)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(C)=O VIJSPAIQWVPKQZ-BLECARSGSA-N 0.000 description 2
STBLNCCBQMHSRC-BATDWUPUSA-N (2s)-n-[(3s,4s)-5-acetyl-7-cyano-4-methyl-1-[(2-methylnaphthalen-1-yl)methyl]-2-oxo-3,4-dihydro-1,5-benzodiazepin-3-yl]-2-(methylamino)propanamide Chemical compound O=C1[C@@H](NC(=O)[C@H](C)NC)[C@H](C)N(C(C)=O)C2=CC(C#N)=CC=C2N1CC1=C(C)C=CC2=CC=CC=C12 STBLNCCBQMHSRC-BATDWUPUSA-N 0.000 description 2
UDQTXCHQKHIQMH-KYGLGHNPSA-N (3ar,5s,6s,7r,7ar)-5-(difluoromethyl)-2-(ethylamino)-5,6,7,7a-tetrahydro-3ah-pyrano[3,2-d][1,3]thiazole-6,7-diol Chemical compound S1C(NCC)=N[C@H]2[C@@H]1O[C@H](C(F)F)[C@@H](O)[C@@H]2O UDQTXCHQKHIQMH-KYGLGHNPSA-N 0.000 description 2
OOKAZRDERJMRCJ-KOUAFAAESA-N (3r)-7-[(1s,2s,4ar,6s,8s)-2,6-dimethyl-8-[(2s)-2-methylbutanoyl]oxy-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-hydroxy-5-oxoheptanoic acid Chemical compound C1=C[C@H](C)[C@H](CCC(=O)C[C@@H](O)CC(O)=O)C2[C@@H](OC(=O)[C@@H](C)CC)C[C@@H](C)C[C@@H]21 OOKAZRDERJMRCJ-KOUAFAAESA-N 0.000 description 2
HUWSZNZAROKDRZ-RRLWZMAJSA-N (3r,4r)-3-azaniumyl-5-[[(2s,3r)-1-[(2s)-2,3-dicarboxypyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]amino]-5-oxo-4-sulfanylpentane-1-sulfonate Chemical compound OS(=O)(=O)CC[C@@H](N)[C@@H](S)C(=O)N[C@@H]([C@H](C)CC)C(=O)N1CCC(C(O)=O)[C@H]1C(O)=O HUWSZNZAROKDRZ-RRLWZMAJSA-N 0.000 description 2
OMBVEVHRIQULKW-DNQXCXABSA-M (3r,5r)-7-[3-(4-fluorophenyl)-8-oxo-7-phenyl-1-propan-2-yl-5,6-dihydro-4h-pyrrolo[2,3-c]azepin-2-yl]-3,5-dihydroxyheptanoate Chemical compound O=C1C=2N(C(C)C)C(CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C(C=3C=CC(F)=CC=3)C=2CCCN1C1=CC=CC=C1 OMBVEVHRIQULKW-DNQXCXABSA-M 0.000 description 2
STPKWKPURVSAJF-LJEWAXOPSA-N (4r,5r)-5-[4-[[4-(1-aza-4-azoniabicyclo[2.2.2]octan-4-ylmethyl)phenyl]methoxy]phenyl]-3,3-dibutyl-7-(dimethylamino)-1,1-dioxo-4,5-dihydro-2h-1$l^{6}-benzothiepin-4-ol Chemical compound O[C@H]1C(CCCC)(CCCC)CS(=O)(=O)C2=CC=C(N(C)C)C=C2[C@H]1C(C=C1)=CC=C1OCC(C=C1)=CC=C1C[N+]1(CC2)CCN2CC1 STPKWKPURVSAJF-LJEWAXOPSA-N 0.000 description 2
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YZEITIPUNFISNJ-UHFFFAOYSA-N 1,2-dimethoxy-4-[2-methyl-1-[(3-phenoxyphenyl)methoxy]propan-2-yl]benzene Chemical compound C1=C(OC)C(OC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 YZEITIPUNFISNJ-UHFFFAOYSA-N 0.000 description 2
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