2-(1-methyl-1H-indol-3-yl)acetic acid → (3aS,4S,7aS)-7,7-diphenyl-4-(2-methoxyphenyl)-2-[(1-methyl-3-indolyl)acetyl)perhydroisoindol-4-ol

HRID 375441Notes

Reaction equation

HRID 375441 reaction equation
Cl.[C:2]1([C:8]2([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=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][C:19]=3[O:24][CH3:25])([OH:17])[CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:32][N:33]1[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:35]([CH2:42][C:43](O)=[O:44])=[CH:34]1>>[C:26]1([C:8]2([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[C@@H:16]3[C@@H:12]([CH2:13][N:14]([C:43](=[O:44])[CH2:42][C:35]4[C:36]5[C:41](=[CH:40][CH:39]=[CH:38][CH:37]=5)[N:33]([CH3:32])[CH:34]=4)[CH2:15]3)[C@@:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[O:24][CH3:25])([OH:17])[CH2:10][CH2:9]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 2541662-(1-methyl-1H-indol-3-yl)acetic acidHCID 70218598(3aS,4S,7aS)-7,7-diphenyl-4-(2-methoxyphenyl)perhydroisoindol-4-ol hydrochloride

Product 1

HCID 67736900(3aS,4S,7aS)-7,7-diphenyl-4-(2-methoxyphenyl)-2-[(1-methyl-3-indolyl)acetyl)perhydroisoindol-4-olYield 58%

Procedure

By working in accordance with Example 4, starting from 0.75 g of (3aS,4S,7aS)-7,7-diphenyl-4-(2-methoxyphenyl)perhydroisoindol-4-ol hydrochloride and 0.32 g of (1-methyl-3-indolyl)acetic acid, 0.56 g of (3aS,4S,7aS)-7,7-diphenyl-4-(2-methoxyphenyl)-2-[(1-methyl-3-indolyl)acetyl)perhydroisoindol-4-ol is obtained in the form of a beige foam.

Sources & evidence

ORD record
ord-93ef3e073b9040b282b12ba49420ed55
Source dataset
uspto-grants-1996_01
Patent number
US05484804

Reaction notes

Loading…