N-((Phenylmethoxy)carbonyl)-O-(phenylmethyl)-L-serine → N-(Benzyloxycarbonyl)-O-benzylserine, t-butyl ester

Participants

Reaction Steps

Into a solution of 25 g (0.076 mol) of N-(benzyloxycarbonyl)-O-benzylserine in 600 ml of CH2Cl2 cooled to −6° C. in an ice-salt bath was bubbled isobutylene, while 4.1 ml of concentrated sulfuric acid was added dropwise thereto. The mixture was stirred for 4 hours and worked up as described in Synthetic Commun., 26:2723 (1996) to give 29.24 g of product as a yellow oil.

Provenance & Evidence