Hexane → N-((Phenylmethoxy)carbonyl)-L-serine methyl ester

Participants

Reaction Steps

To a solution of N-carbobenzyloxy-L-serine (4.0 g, 16.7 mmol) in benzene (200 ml) and methanol (50 ml) was added a solution of 2M trimethylsilyldiazomethane in hexane (10.9 ml, 21.7 mmol) in an ice bath, and the mixture was stirred at room temperature for 3 hours. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using n-hexane:ethyl acetate (1:1→1:3) as the eluant to afford N-carbobenzyloxy-L-serine methyl ester (4.40 g, yield 100%) as a colorless oil.

Provenance & Evidence