Enantiospecific Syntheses of Sphingosine and Ceramide Stereoisomers with 3S Configuration from D-Glucose

Abstract

Utilizing the carbon framework (C3-C6) and chirality (at C4 and C5) of D-glucose, (2S, 3S, 4E and 2R, 3S, 4E)-2-amino-4-octadeceiie-1, 3-diol (sphingosine analogues) and four Stereoisomers (2S, 3S, 4E-, 2S, 3S, 4Z-, 2R, 3S, 4E-, and 2R, 3S, 4Z-) of the ceramide derivatives were synthesized in a stereocontrolled way.