Methanesulfonyl chloride → HCID 58826456, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (1R,3S,4R)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-hydroxy-cyclopentane-carboxylic acid methyl ester (136 mg) in CH2Cl2 (5 ml) was treated at 0° C. with N-ethyl-diisopropyl amine (0.38 ml) and mesyl chloride (0.04 ml). The reaction mixture was stirred at 0° C., then diluted with H2O and extracted with CH2Cl2. The organic layer was washed with H2O, dried over MgSO4 and concentrated. The crude product was purified by column chromatography (silica gel; gradient: CH2Cl2→CH2Cl2MeOH 95:5) to give (1R,3S,4R)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-methanesulfonyloxy-cyclopentanecarboxylic acid methyl ester (159 mg) as off-white solid. MS 380.1 ([M−H]−).

Provenance & Evidence