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■ Synthesis of (+)-1-Deoxynojirimycin from (S)-Pyroglutamic Acid

Nobuo Ikota*

*National Institute of Radiological Sciences, 9-1, Anagawa-4-Chome, Inage-ku, Chiba 263-0024, Japan

Abstract

The synthesis of (+)-1-deoxynojirimycin (10) has been achieved from (S)-pyroglutamic acid by cis hydroxylation of the trans-α,β-unsaturated ester 2 and reduction of the enone 5b as the key reactions. 5-O-Carbamoylpolyoxamic acid (14) and (+)-1-deoxymannojirimycin (11) were also synthesized from 4b and 7b, obtained by the above reactions as the minor diastereomer, respectively.