(3R)-3-(3-(((2-((1R)-2,2-Dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)pentanoic acid → Methyl 2-(2,2-dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylate

反応式

CC1(C)CCC[C@H:3]1[C:7]1C=C(COC2C=C([C@H](CC)CC(O)=O)C=CC=2)C=[CH:9][C:8]=1[C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH3:35])[CH:29]=1.[CH3:37][C:38]1([CH3:72])[CH2:42][CH2:41][CH2:40][C@@H:39]1C1C=C(COC2C=C([C@H](CC)CC(O)=O)C=CC=2)C=CC=1C1C=CC=C(OC)C=1.CC1(C)CCC[C@H]1C1C=C(COC2C=C([C@@H:93](CC)[CH2:94][C:95]([OH:97])=[O:96])C=CC=2)C=CC=1C1C=CC=C(OC)C=1.[CH3:109]C1(C)CCC[C@@H]1C1C=C(COC2C=C([C@@H](CC)CC(O)=O)C=CC=2)C=CC=1C1C=CC=C(OC)C=1>>[CH3:72][C:38]1([CH3:37])[CH2:39][CH2:40][CH2:41][CH:42]1[C:9]1[CH:93]=[C:94]([C:95]([O:97][CH3:109])=[O:96])[CH:3]=[CH:7][C:8]=1[C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH3:35])[CH:29]=1

参加物

反応物 4

HCID 57705561(3R)-3-(3-(((2-((1R)-2,2-Dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)pentanoic acid

HCID 57705814(3S)-3-(3-(((2-((1S)-2,2-dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)pentanoic acid

HCID 57706391(3R)-3-(3-(((2-((1S)-2,2-dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)pentanoic acid

HCID 57707128(3S)-3-(3-(((2-((1R)-2,2-dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)pentanoic acid

生成物 1

HCID 57706985Methyl 2-(2,2-dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylate

実験手順

(3R)-3-(3-(((2-((1R)-2,2-Dimethylcyclopentyl)-3′-(methyloxy)-1,1′-biphenyl-4-yl)methyl)oxy)phenyl)pentanoic acid or (3R)-3-(3-(((2-((1S)-2,2-dimethylcyclopentyl)-3′-(methyloxy)-1,1′-biphenyl-4-yl)methyl)oxy)phenyl)pentanoic acid or (3S)-3-(3-(((2-((1R)-2,2-dimethylcyclopentyl)-3′-(methyloxy)-1,1′-biphenyl-4-yl)methyl)oxy)phenyl)pentanoic acid or (3S)-3-(3-(((2-((1S)-2,2-dimethylcyclopentyl)-3′-(methyloxy)-1,1′-biphenyl-4-yl)methyl)oxy)phenyl)pentanoic acid (78.5). The title compound was prepared from chloromethyl compound 78.5F or 78.5G derived from 78.5E (peak two from the separation of the racemic alcohol) using the methods described herein. MS ESI (pos.) m/e: 504.2 (M+H2O)+, 509.2 (M+Na)+.

後処理

customfrom the separation of the racemic alcohol)

出典と根拠

ORDレコード: ord-13f08cd7cede4e43b8ada659dfb9e610
出典データセット: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08030354B2

反応ノート

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