Abstract

A general approach is outlined here for the synthesis of hydroxyethylene dipeptide isostere ( 1) starting from D-glucose which can be employed to introduce any group at P 1 or P 1, positions of such isosteres. A highly stereoselective synthesis of ( 2R,4 S,5S)- N-Boc- O-benzyl-5-amino4-hydroxy-2-methyl-6-phenylhexanoic acid methyl ester ( 2) is accomplished based on this strategy.

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