Synthesis of a New Cerebroside Isolated from Typhonium giganteum Engl

Abstract

AbstractThe stereoselective synthesis of typhoniside, a new cerebroside isolated from Typhonium giganteum Engl, was accomplished. Cerebrosides are a kind of glycolipids highly enriched on the surface of myelin‐producing cells and are composed by C18–4, 8‐sphingadienine, α‐hydroxy acid and a saccharide head. It was the first time that cerebrosides were isolated from this traditional Chinese medicine (TCM) by us. In this paper, C18–4, 8‐sphingadienine was synthesized from D‐xylose via a SN2 type reaction, α‐Hydroxy acid was prepared from (R)‐4‐hydroxyte‐trahydrofuran‐2‐one, which in turn could be obtained from L‐ascorbic acid.