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Original scientific paper

Studies in the Sphingolipids Series. XXIII. Synthesis and Resolution of erythro and threo "'C20-Sphingosines

B. Majhofer-Oreščanin ; Department of Biochemistry, Institute »Ruder Bo!ikovic«, Zagreb, Croatia, Yugoslavia
M. Proštenik ; Department of Biochemistry, Institute »Ruder Bo!ikovic«, Zagreb, Croatia, Yugoslavia


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Abstract

The synthesis of DL-trans-2-amino-11,3-dihydroxy-4-eicosenes (VII)
by condensation of 2-octadecyne-1- al (IV) with nitroethanol in ihe
presence of potassium carbonate and subsequent reduction of the
two nitrodiols (V) is described. The resolution of the DL-threo - base
(VIIa) into the optical isomers was effected with D-tartaric acid.
The DL - erythro-base (VIIb) was resolved with L-glutamic acid.
N atural C20-sphingosine i s most probably the trans-D( -t-) - erythrobase.

Keywords

Hrčak ID:

208395

URI

https://hrcak.srce.hr/208395

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