4-Fluorobenzenesulfonyl chloride → benzyl (2S)-1-[(4-fluorophenyl)sulfonyl]-2-pyrrolidinecarboxylate

HRID 397671Notes

Reaction equation

HRID 397671 reaction equation
Cl.[CH2:2]([O:9][C:10](=[O:16])[C@@H:11]1[CH2:15][CH2:14][CH2:13][NH:12]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[F:17][C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1>>[F:17][C:18]1[CH:23]=[CH:22][C:21]([S:24]([N:12]2[CH2:13][CH2:14][CH2:15][C@H:11]2[C:10]([O:9][CH2:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)=[O:16])(=[O:26])=[O:25])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 2733413Proline benzyl ester hydrochloride

Product 1

HCID 8957654benzyl (2S)-1-[(4-fluorophenyl)sulfonyl]-2-pyrrolidinecarboxylate

Procedure

The title compound was prepared by a similar method to Example 1 from L-proline benzyl ester hydrochloride and 4-fluorobenzenesulphonyl chloride. The crude product was purified by column chromatography on silica gel eluting with dichloromethane to afford benzyl (2S)-1-[(4-fluorophenyl)sulfonyl]-2-pyrrolidinecarboxylate as a clear oil.

Workup

  1. customThe crude product was purified by column chromatography on silica gel eluting with dichloromethane

Sources & evidence

ORD record
ord-46b6ae92d7be487fb6a8c5438df2d915
Source dataset
uspto-grants-2003_08
Patent number
US06610707B1

Reaction notes

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