PURPOSE: To easily obtain a compd. useful as an intermediate for synthesizing a peptide derivative in stereospecifically good yield by reacting an aldehyde having asymmetric C with silylanilide to transform the same to cyanohydrin and subsequently hydrolyzing cyanohydrin.
CONSTITUTION: Aldehyde represented by formula V (wherein R1 is a protective group and a * mark is asymmetric C) obtained by protecting and oxidizing an amino group of amino-alcohol represented by formula III (wherein R is phenyl substituted by OH, halogen or 1-6C alkyl) is reacted in a neutral solvent to be transformed to cyanohydrin represented by formula VI and this cyanohydrin is subsequently treated with conc. inorg. acid to form a compd. represented by formula VII (wherein R4 is NH4 or 1-3C alkoxy) and this compd. is hydrolyzed by dilute inorg. acid or a base to stereospecifically obtain a protected derivative of 3-amino-4-allyl-2-hydroxy-butanoic acid represented by formula I useful as an intermediate for synthesizing peptide represented by formula II (wherein R2 is H or acrylic and R3 is a residue of an amino acid of dipeptide).
DARIO CHIARINO
ANJIERO KARENTSUI
