Total synthesis of stereospecific sphingosine and ceramide

Total synthesis of stereospecific sphingosine and ceramide

A small-scale synthesis of the four sphingosine stereoisomers (D-erythro, L-erythro, D-threo, and L-threo) and lignoceroyl D- and L-erythro-sphingosines, which is suitable for synthesis of tritium-labeled compounds, is described. Ethyl DL-erythro-2-acetamino-3-hydroxy-4t-octadecenoate was esterified...

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Bibliographic Details
Main Authors: Y Shoyama, Dr, H Okabe, Dr, Y Kishimoto, Dr, C Costello, Dr
Format: Article
Language:English
Published: Elsevier 1978-02-01
Series:Journal of Lipid Research
Subjects:
Resolution of ethyl D- and L-erythro-2- acetamino-3-[L(+)-acetylmandeloyloxy]-4t-octadecenoate
resolution of D- and L-erythro-2-lignoceroylamino-3-[L(+)-acetylmandeloyloxy]-4t-octadecenoate
[1-3H]sphingosine
N-acyl [1-3H]sphingosine
doubly labeled ceramide
NaBH4 reduction of ethyl 2-acylamino-3-hydroxy-4t-octadecenoate
Online Access:http://www.sciencedirect.com/science/article/pii/S0022227520415652

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