The syntheses of two inhibitors of sphingolipid metabolism, fumonisin B
1 and
D-
threo-PDMP, have been performed. These two compounds commonly have
D- or
L-
threo amino alcohol functionality, which may be obtained by stereoselective reductive alkylation of the fully protected O'Donnell's Schiff base as a key step. Other synthetic methodologies to yield these molecules will also be introduced. While
D-
threo-PDMP (1
R, 2
R-1-phenyl-2-decanoylamino-3-morpholino-1-propanol) is known to be the inhibitor of glucosylceramide, the fumonisin B
1 has been investigated due to its inhibitory function against the generation of ceramide in
de novo biosynthesis.
