Ammonium → Tert-butyl 4-hydroxy-4-(2-methoxyphenyl)-7,7-diphenyl-1,3,3a,5,6,7a-hexahydroisoindole-2-carboxylate

HRID 2323747Notes

Reaction equation

HRID 2323747 reaction equation
[Br-:1].[CH3:2][O:3][c:4]1[c:5]([Mg+:10])[cH:6][cH:7][cH:8][cH:9]1.[CH3:51][CH2:52][O:53][C:54](=[O:55])[CH3:56].[Ce+3:41].[Cl-:40].[Cl-:42].[Cl-:43].[Cl-:44].[NH4+:45].[O:46]1[CH2:47][CH2:48][CH2:49][CH2:50]1.[c:11]1([C:17]2([c:34]3[cH:35][cH:36][cH:37][cH:38][cH:39]3)[CH2:18][CH2:19][C:20](=[O:33])[CH:21]3[CH2:22][N:23]([C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[CH2:24][CH:25]23)[cH:12][cH:13][cH:14][cH:15][cH:16]1>>[CH3:2][O:3][c:4]1[c:5]([C:20]2([OH:33])[CH2:19][CH2:18][C:17]([c:11]3[cH:12][cH:13][cH:14][cH:15][cH:16]3)([c:34]3[cH:35][cH:36][cH:37][cH:38][cH:39]3)[CH:25]3[CH:21]2[CH2:22][N:23]([C:26](=[O:27])[O:28][C:29]([CH3:30])([CH3:31])[CH3:32])[CH2:24]3)[cH:6][cH:7][cH:8][cH:9]1

Participants

9

Reactant 8

HCID 223AmmoniumHCID 259Bromide ionHCID 312Chloride4×HCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 114853Cerium(3+)HCID 21264540(3aRS,7aRS)-7,7-diphenyl-2-tert-butoxycarbonylperhydroisoindol-4-oneHCID 178489559HCID 178489559, compound

Product 1

HCID 21264545Tert-butyl 4-hydroxy-4-(2-methoxyphenyl)-7,7-diphenyl-1,3,3a,5,6,7a-hexahydroisoindole-2-carboxylate

Sources & evidence

ORD record
ord-5762ed0602e847f1b718ce0c5f6ab789
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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