Toluene → (RS)-3-(2-oxo-3-trityl-2,3-dihydro-benzooxazol-6-yl-sulfanyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 1227769Notes

Reaction equation

HRID 1227769 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:5]([n:6]([C:10]([c:11]3[cH:12][cH:13][cH:14][cH:15][cH:16]3)([c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[c:7](=[O:9])[o:8]2)[cH:29][cH:30]1.[C:31](=[O:32])([O-:33])[O-:34].[C:37]([CH3:38])([CH3:39])([CH3:40])[O:41][C:42](=[O:43])[N:44]1[CH2:45][CH:46]([SH:49])[CH2:47][CH2:48]1.[CH3:50][c:51]1[cH:52][cH:53][cH:54][cH:55][cH:56]1.[Cs+:35].[Cs+:36]>>[c:2]1([S:49][CH:46]2[CH2:45][N:44]([C:42]([O:41][C:37]([CH3:38])([CH3:39])[CH3:40])=[O:43])[CH2:48][CH2:47]2)[cH:3][c:4]2[c:5]([n:6]([C:10]([c:11]3[cH:12][cH:13][cH:14][cH:15][cH:16]3)([c:17]3[cH:18][cH:19][cH:20][cH:21][cH:22]3)[c:23]3[cH:24][cH:25][cH:26][cH:27][cH:28]3)[c:7](=[O:9])[o:8]2)[cH:29][cH:30]1

Participants

6

Reactant 5

HCID 1140TolueneHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 30970186-Bromo-3-trityl-3H-benzooxazol-2-oneHCID 13324658tert-Butyl 3-sulfanylpyrrolidine-1-carboxylate

Product 1

HCID 69927165(RS)-3-(2-oxo-3-trityl-2,3-dihydro-benzooxazol-6-yl-sulfanyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-523f43b8bb7543e3a9e8eac5fbce057d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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