ChemInform Abstract: Stereoselective Synthesis of Differentially Protected Derivatives of the Higher Amino Sugars Destomic Acid and Lincosamine from Serine and Threonine.
Abstract
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ChemInform Abstract
The pyranose (X), a precursor of destomic acid (XI), the aminoheptose component of destomycin and hygromycin antibiotics, is synthesized starting from the oxazolidine derivative (I) of N- benzyloxycarbonylserinal. An analogous reaction sequence starting from N-t-butoxycarbonylthreoninal leads to lincosamine (XII), the aminooctose component of the antibiotic lincomycin.