Methyl 2-benzylprop-2-enoate → Methyl alpha-[[hydroxy[1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinyl]methyl]benzenepropanoate

Participants

Reaction Steps

A solution of 0.6 g (2.47 mmol) of 1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid, 2.17 g (12.3 mmol) of methyl 2-(phenylmethyl)propenoate and 0.52 ml of N,O-bis(trimethylsilyl)acetamide in 0.27 ml of acetonitrile is stirred at a temperature in the region of 20° C. for 24 hours. 60 ml of a 1/1 ethyl acetate/water mixture are added. The aqueous phase is extracted with ethyl acetate. The combined organic phases are washed with water, dried over sodium sulphate, filtered and evaporated off under vacuum. The product is purified by recrystallization from a mixture of ethyl acetate and hexane. 0.71 g of product are recovered (yield=68.9%).

Provenance & Evidence