4-Toluenesulfonyl chloride → (3aRS,4RS,6SR,7aSR)-6-p-toluenesulphonyloxymethyl-4-(2-fluorophenyl)-2-[2-(1-pyrrolidinyl)phenylacetyl]perhydroisoindol-4-ol

HRID 1117863Notes

Reaction equation

HRID 1117863 reaction equation
[CH3:45][CH2:46][N:47]([CH2:48][CH3:49])[CH2:50][CH3:51].[OH:1][CH2:2][CH:3]1[CH2:4][C:5]([OH:26])([c:27]2[c:28]([F:33])[cH:29][cH:30][cH:31][cH:32]2)[CH:6]2[CH2:7][N:8]([C:12]([CH2:13][c:14]3[c:15]([N:20]4[CH2:21][CH2:22][CH2:23][CH2:24]4)[cH:16][cH:17][cH:18][cH:19]3)=[O:25])[CH2:9][CH:10]2[CH2:11]1.[c:34]1([CH3:44])[cH:35][cH:36][c:37]([S:40](=[O:41])(=[O:42])[Cl:43])[cH:38][cH:39]1>>[O:1]([CH2:2][CH:3]1[CH2:4][C:5]([OH:26])([c:27]2[c:28]([F:33])[cH:29][cH:30][cH:31][cH:32]2)[CH:6]2[CH2:7][N:8]([C:12]([CH2:13][c:14]3[c:15]([N:20]4[CH2:21][CH2:22][CH2:23][CH2:24]4)[cH:16][cH:17][cH:18][cH:19]3)=[O:25])[CH2:9][CH:10]2[CH2:11]1)[S:40]([c:37]1[cH:36][cH:35][c:34]([CH3:44])[cH:39][cH:38]1)(=[O:41])=[O:42]

Participants

4

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 86752420(3aRS,4RS,6SR,7aSR)-6-hydroxymethyl-4-(2-fluorophenyl)-2-[2-(1-pyrrolidinyl)phenylacetyl]perhydroisoindol-4-ol

Product 1

HCID 86752419(3aRS,4RS,6SR,7aSR)-6-p-toluenesulphonyloxymethyl-4-(2-fluorophenyl)-2-[2-(1-pyrrolidinyl)phenylacetyl]perhydroisoindol-4-ol

Sources & evidence

ORD record
ord-7e54ae487f344430bd2dd8e8035fc857
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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