Dimethyl Sulfoxide → (3aRS,4RS,6RS,7aSR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

HRID 2138480Notes

Reaction equation

HRID 2138480 reaction equation
[CH3:41][S:42](=[O:43])[CH3:44].[CH3:4][O:5][c:6]1[c:7]([C:12]2([OH:40])[CH:13]3[CH2:14][N:15]([C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[CH2:16][CH:17]3[CH2:18][CH:19]([CH2:21][O:22][S:23]([c:24]3[cH:25][cH:26][c:27]([CH3:28])[cH:29][cH:30]3)(=[O:31])=[O:32])[CH2:20]2)[cH:8][cH:9][cH:10][cH:11]1.[K:1][C:2]#[N:3].[OH2:45]>>[C:2](#[N:3])[CH2:41][CH:19]1[CH2:18][CH:17]2[CH:13]([C:12]([c:7]3[c:6]([O:5][CH3:4])[cH:11][cH:10][cH:9][cH:8]3)([OH:40])[CH2:20]1)[CH2:14][N:15]([C:33](=[O:34])[O:35][C:36]([CH3:37])([CH3:38])[CH3:39])[CH2:16]2

Participants

5

Reactant 4

HCID 679Dimethyl SulfoxideHCID 962WaterHCID 18931539(3aRS,4RS,6SR,7aSR)-4-(2-methoxyphenyl)-2-tert-butyloxycarbonyl-6-tosyloxymethylperhydroisoindol-4-olHCID 178511842HCID 178511842, compound

Product 1

HCID 18931585(3aRS,4RS,6RS,7aSR)-6-cyanomethyl-4-(2-methoxyphenyl)-2-tert-butyloxycarbonylperhydroisoindol-4-ol

Sources & evidence

ORD record
ord-fdacee182c4d40aabd3eb44e2cfd413d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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