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Synthesis of D,L-erythro-sphingomyelins

โœ Scribed by H. Alpes


Publisher
Elsevier Science
Year
1974
Tongue
English
Weight
348 KB
Volume
13
Category
Article
ISSN
0009-3084

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โœฆ Synopsis


This paper describes an improved procedure for the reaction of the primary hydroxyl group of 3-O-benzoylceramides with 13-bromoethylphosphoryldichloride and for the subsequent reaction with trimethylamine (fig. 1). Column chromatography of the resulting reaction mixtures gives sphingomyelins and the corresponding ceramides in high purity. The procedure is generally applicable for the synthesis of sphingomyelins with saturated, unsaturated, and 2-hydroxy fatty acid chains.


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Synthesis of d-erythro-sphingosines
โœ Richard R. Schmidt; Peter Zimmermann ๐Ÿ“‚ Article ๐Ÿ“… 1986 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 184 KB

2,4-Di-O-protected Pthreose, readily avaiZabZe from D-galactose, is a versatile intermediate for D-erythro-sphingosine syntheses via trans-selective Wittig reaction, azide introduction at the unprotected hydroxyZic group, and subsequent azide reduction.