(4S)-1-[(2S,3S)-3-amino-2-hydroxy-4-phenylbutyryl]-4-chloro-N-t-butyl-L-prolinamide → (4S)-1-[(2S,3S)-3-(2-Benzyloxycarbonylamino-3-dimethylphosphonobutanoyl)amino-2-hydroxy-4-phenylbutyryl]-4-chloro-N-t-butyl-L-prolinamide

Participants

Reaction Steps

Following a procedure similar to that described in Example 66, but using 115 mg (0.3 mmol) of (4S)-1-[(2S,3S)-3-amino-2-hydroxy-4-phenylbutyryl]-4-chloro-N-t-butyl-L-prolinamide [prepared as described in Preparation 21(b)] and 100 mg of 2-benzyloxycarbonylamino-3-dimethylphosphonobutyric acid, and then purifying the product by preparative thin layer chromatography, using a 8:1 by volume mixture of methylene chloride and methanol as the developing solvent, 52 mg of the title compound were obtained as a colorless powder from the upper fraction, melting at 93°-100° C.

Provenance & Evidence