3-Methoxybenzenethiol → (RS)-3-(3-Methoxy-phenylsulfanyl)-1-(toluene-4-sulfonyl)-pyrrolidine

HRID 1280737Notes

Reaction equation

HRID 1280737 reaction equation
[C:1]1([CH3:26])[CH:6]=[CH:5][C:4]([S:7]([N:10]2[CH2:14][CH2:13][CH:12](OS(C3C=CC(C)=CC=3)(=O)=O)[CH2:11]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH3:27][O:28][C:29]1[CH:30]=[C:31]([SH:35])[CH:32]=[CH:33][CH:34]=1>>[CH3:27][O:28][C:29]1[CH:30]=[C:31]([S:35][CH:12]2[CH2:13][CH2:14][N:10]([S:7]([C:4]3[CH:3]=[CH:2][C:1]([CH3:26])=[CH:6][CH:5]=3)(=[O:8])=[O:9])[CH2:11]2)[CH:32]=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 849893-MethoxybenzenethiolHCID 150203551-Tosyl-3-pyrrolidinol Tosylate

Product 1

HCID 18425858(RS)-3-(3-Methoxy-phenylsulfanyl)-1-(toluene-4-sulfonyl)-pyrrolidine

Procedure

The title compound, MS: m/e=363.1 (M+) was prepared from (RS)-toluene-4-sulfonic acid 1-(toluene-4-sulfonyl)-pyrrolidin-3-yl ester and 3-methoxythiophenol and by using DMF as solvent instead of acetonitrile.

Sources & evidence

ORD record
ord-d7cef4d011a84ccc9a08d6a00e4457f5
Source dataset
uspto-grants-2002_09
Patent number
US06451819B2

Reaction notes

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