## Abstract Flexible syntheses of sphingosine and ceramide were achieved by using Dβxylose as the chiral pool and a CuCNβcatalyzed allylic alkylation reaction of a dimesylate 8 for chain elongation with concomitant control of an __E__ configuration of the double bond.
A facile synthesis of ceramides
β Scribed by Yasuo Kishimoto
- Publisher
- Elsevier Science
- Year
- 1975
- Tongue
- English
- Weight
- 414 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0009-3084
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β¦ Synopsis
A new simple procedure for the synthesis of ceramide from free fatty acid and sphingosine by oxidation-reduction condensation with triphenylphosphine and 2,2'-dipyridyldisulfide has been described. N-lignoceroyl and N-cerebronoyl sphingosine were synthesized with this procedure producing an overall yield of 74% from lignoceric acid and 64% from cerebronic acid.
π SIMILAR VOLUMES
A novel regioselective synthesis of D-erythro -sphingosine 1-phosphate and D-erythro -ceramide 1-phosphate is described. The synthesis is based upon (1) in situ oxidative phosphorylation of the primary hydroxyl group in N-Boc-D-erythro-sphingosine utilizing trimethyl phosphite and carbon tetrabromid