(S)-2-(2-Methoxyphenyl)propanoic acid → HCID 53843337, compound

HRID 2211427Notes

Reaction equation

HRID 2211427 reaction equation
Cl.[C:2]1([C:8]2([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C@@H:16]3[C@@H:12]([CH2:13][NH:14][CH2:15]3)[C@@:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)([OH:17])[C@@H:10]([OH:24])[CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:31][O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C@H:39]([CH3:43])[C:40](O)=[O:41]>>[C:25]1([C:8]2([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C@@H:16]3[C@@H:12]([CH2:13][N:14]([C:40](=[O:41])[C@H:39]([C:34]4[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=4[O:32][CH3:31])[CH3:43])[CH2:15]3)[C@@:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)([OH:17])[C@@H:10]([OH:24])[CH2:9]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 11137716(S)-2-(2-Methoxyphenyl)propanoic acidHCID 67736915HCID 67736915, compound

Product 1

HCID 53843337HCID 53843337, compoundYield 80.1%

Procedure

By working in accordance with Example 1, starting from 0.5 g of (3aS,4S,5S,7aS)-7,7-diphenyl-4-phenyl-perhydroisoindole-4,5-diol hydrochloride and 0.25 g of (S)-2-(2 -methoxyphenyl)-propionic acid, 0.52 g of (3aS, 4S, 5S, 7aS)-7,7-diphenyl-4-phenyl-2-[-2-(2-methoxyphenyl)-(S)-propionyl]-perhydroisoindole-4,5 diol is obtained in the form of a white solid which melts with decomposition at 158° C.

Sources & evidence

ORD record
ord-12bded64dcae4b61a4a7ac9858523ca9
Source dataset
uspto-grants-1995_10
Patent number
US05463077

Reaction notes

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