Hydrochloric Acid → tert-butyl 4-hydroxy-7,7-diphenyl-3,3a,4,5,6,7a-hexahydro-1H-isoindole-2-carboxylate

HRID 2346840Notes

Reaction equation

HRID 2346840 reaction equation
[BH4-:1].[CH3:33][OH:34].[ClH:32].[Na+:2].[c:3]1([C:9]2([c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[CH2:10][CH2:11][C:12](=[O:25])[CH:13]3[CH2:14][N:15]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:16][CH:17]23)[cH:4][cH:5][cH:6][cH:7][cH:8]1>>[c:3]1([C:9]2([c:26]3[cH:27][cH:28][cH:29][cH:30][cH:31]3)[CH2:10][CH2:11][CH:12]([OH:25])[CH:13]3[CH2:14][N:15]([C:18](=[O:19])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:16][CH:17]23)[cH:4][cH:5][cH:6][cH:7][cH:8]1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 887MethanolHCID 923Sodium ionHCID 28123BorohydrideHCID 21264540(3aRS,7aRS)-7,7-diphenyl-2-tert-butoxycarbonylperhydroisoindol-4-one

Product 1

HCID 19384605tert-butyl 4-hydroxy-7,7-diphenyl-3,3a,4,5,6,7a-hexahydro-1H-isoindole-2-carboxylate

Sources & evidence

ORD record
ord-c0ab056011de4819ad026d3a5a51c373
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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