Cyclopropylamine → Benzyl rac-alpha-[[[1-(cyclopropylcarbamoyl)-1-methylethyl]sulfonyl]methyl]hydrocinnamate

Participants

Reaction Steps

A solution of 1.07 g (2.5 mmol) of (RS)-2-[[2-[(benzyloxy)carbonyl]-3-phenylpropyl]sulfonyl]-2-methylpropionyl chloride and 0.42 g (7.4 mmol) of cyclopropylamine in 20 ml of pyridine was stirred at room temperature for 2 hours. Thereafter, the reaction solution was evaporated under reduced pressure and the residue was chromatographed on 30 g of silica gel using a 99:1 mixture of methylene chloride and methanol as the eluent. There was obtained 0.96 g of benzyl rac-α-[[[1-(cyclopropylcarbamoyl)-1-methylethyl]sulfonyl]methyl]hydrocinnamate as a yellowish solid, MS: 444 (M)+.

Provenance & Evidence