Abstract
Total syntheses of α-galactosyl ceramide, d-ribo-phytosphingosine, and ceramide through an α-galactosyl phytosphingosine derivative
as a common synthon were accomplished in overall yields of 26%, 15%, and 20% in nine,
seven, and eight steps, respectively, starting from an acetonide-protected d-lyxose derivative. This short and efficient protocol involved protection and glycosylation
of the acetonide-protected d-lyxose with d-galactosyl iodide as a key step. The resulting α-linked disaccharide was subsequently
transformed into α-galactosyl ceramide, phytosphingosine, and ceramide.
Key words
glycosylations - glycolipids - total synthesis
