Methanesulfonate → (2S,4R)-2-(1-cyano-cyclopropylcarbamoyl)-4-(2-ethyl-phenylsulfanyl)-pyrrolidine-1-carboxylic acid t-butyl ester
Reaction equation
S([O-])(=O)(=O)C.[C:6]([O:10][C:11]([N:13]1[CH2:17][C@@H:16](OS(C)(=O)=O)[CH2:15][C@H:14]1[C:23](=[O:30])[NH:24][C:25]1([C:28]#[N:29])[CH2:27][CH2:26]1)=[O:12])([CH3:9])([CH3:8])[CH3:7].[CH2:31]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[SH:39])[CH3:32]>>[C:6]([O:10][C:11]([N:13]1[CH2:17][C@H:16]([S:39][C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=2[CH2:31][CH3:32])[CH2:15][C@H:14]1[C:23](=[O:30])[NH:24][C:25]1([C:28]#[N:29])[CH2:26][CH2:27]1)=[O:12])([CH3:7])([CH3:9])[CH3:8]Participants
4
Reactant 3
Product 1
Procedure
The reaction of the mesylate from experiment A2 with 2-ethylbenzenethiol yielded (2S,4R)-2-(1-cyano-cyclopropylcarbamoyl)-4-(2-ethyl-phenylsulfanyl)-pyrrolidine-1-carboxylic acid t-butyl ester as a colorless oil. MS: 414.4 [M−H]−.