Imidazole → N-(benzyloxycarbonyl)-3(S)-iodomethy-beta-alanine tert-butyl ester

Participants

Reaction Steps

A mixture of N-benzyloxycarbonyl-3(S)-hydroxymethyl -β-alanine tert-butyl ester (2.0 g), triphenylphosphine (1.87 g), imidazole (0.66 g) and I2 (1-80 g) was stirred for 30 minutes at room temperature. The precipitate was filtered off and the filtrate was evaporated in vacuo. The residue was purified by column chromatography on silica gel eluting with 5% (EtOAc/n-hexane) to give N-benzyloxycarbonyl-3(S)-iodomethyl-β-alanine tert-butyl ester (1.8 g) as a white solid.

Provenance & Evidence