Bromide ion → methyl(3aRS,4SR,7RS,7aRS)-2-benzyl-7-(4-isopropylphenyl)-7-hydroxy-4-phenyloctahydroisoindole-3a-carboxylate

HRID 828400Notes

Reaction equation

HRID 828400 reaction equation
[Br-:28].[Br:39][c:40]1[cH:41][cH:42][c:43]([CH:44]([CH3:45])[CH3:46])[cH:47][cH:48]1.[CH3:1][O:2][C:3](=[O:4])[C:5]12[CH2:6][N:7]([CH2:21][c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[CH2:8][CH:9]1[C:10](=[O:20])[CH2:11][CH2:12][CH:13]2[c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1.[CH3:50][CH2:51][O:52][CH2:53][CH3:54].[CH:29]([CH3:30])([CH3:31])[c:32]1[cH:33][cH:34][c:35]([Mg+:38])[cH:36][cH:37]1.[Mg:49]>>[CH3:1][O:2][C:3](=[O:4])[C:5]12[CH2:6][N:7]([CH2:21][c:22]3[cH:23][cH:24][cH:25][cH:26][cH:27]3)[CH2:8][CH:9]1[C:10]([OH:20])([c:35]1[cH:34][cH:33][c:32]([CH:29]([CH3:30])[CH3:31])[cH:37][cH:36]1)[CH2:11][CH2:12][CH:13]2[c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1

Participants

7

Reactant 6

HCID 259Bromide ionHCID 3283Diethyl EtherHCID 114621-Bromo-4-isopropylbenzeneHCID 5462224MagnesiumHCID 11302988methyl(3aRS,4SR,7aRS)-2-benzyl-7-oxo-4-phenyloctahydroisoindole-3a-carboxylateHCID 178439195HCID 178439195, compound

Product 1

HCID 86755055methyl(3aRS,4SR,7RS,7aRS)-2-benzyl-7-(4-isopropylphenyl)-7-hydroxy-4-phenyloctahydroisoindole-3a-carboxylate

Sources & evidence

ORD record
ord-dde33b836adb4d6090f58dcb17a49fb6
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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