Abstract
Benzyl 4-cyano-4-deoxy-alpha-D-arabinoside was converted into both its 2,3-di-O-acetyl and 2,3-di-O-(tertbutyldimethylsilyl) derivatives. The latter, by a process of hydrogenolysis, oxidation, and methanolysis, gave methyl 2,3-di-O-(tert-butyldimethylsilyl)-4-cyano-4-deoxy-D-arabinonate. Reduction of this methyl ester with borane dimethyl sulfide gave, after deprotection, isofagomine lactam.
Original language | English |
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Pages (from-to) | 449-453 |
Journal | Australian Journal of Chemistry |
Volume | 57 |
Issue number | 5 |
DOIs | |
Publication status | Published - 2004 |