t-butyl N-[2-(dimethylphosphonomethylamino)-3-(4-biphenylyl)propionyl]-3-aminopropionate → N-(2-(phosphonomethylamino)-3-(4-biphenylyl)propionyl)-3-aminopropionic acid

Participants

Reaction Steps

A solution of t-butyl N-[2-(dimethylphosphonomethylamino)-3-(4-biphenylyl)propionyl]-3-aminopropionate (0.38 g, 0.78 mmol) in 30% HBr/glacial HOAc is stirred at room temperature for 6.5 hours. After concentration to about 1/10 volume, ether (40 mL) is added and the solid filtered. The solid is then suspended in water (3 mL), filtered off and washed with water to obtain N-[2-(phosphonomethylamino)-3-(4-biphenylyl)-propionyl]-3-aminopropionic acid, m.p. 242°-244° dec.

Provenance & Evidence