m-Chloroperbenzoic acid → HCID 66918487、化合物

反応式

[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C@@H:9](SC2C=CC=CC=2)[CH2:8][C@H:7]1[C:18]([N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1)=[O:19])=[O:5])[CH3:2].Cl[C:27]1[CH:32]=[CH:31][CH:30]=[C:29](C(OO)=O)[CH:28]=1.[OH:37][S:38]([O-:40])=O.[Na+]>ClCCl>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C@@H:9]([S:38]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)(=[O:40])=[O:37])[CH2:8][C@H:7]1[C:18]([N:20]1[CH2:21][CH2:22][O:23][CH2:24][CH2:25]1)=[O:19])=[O:5])[CH3:2]

参加物

実験手順

To a solution of (1R,2R,4S)-2-(morpholine-4-carbonyl)-4-phenylsulfanyl-cyclopentanecarboxylic acid ethyl ester (0.1 mmol) in dichloromethane (1 ml) was added a solution of m-chloroperbenzoic acid (70%, 0.4 mmol) in dichloromethane (2 ml) and stirring was continued at 22° C. until completion of the reaction. The mixture was vigorously shaken with aqueous NaHSO3, the organic layer was washed with aqueous Na2CO3 and water, the organic layer was dried, evaporated and the residue chromatographed on silica using mixtures of cyclohexane and ethyl acetate to give the title compound as a colorless oil. MS: 396.1 (M+H)+.