Ceramide-epoxides.
Previously unknown 4,5-epoxy-N-acetyl-sphingosine (1) was synthesized by epoxidation of N-acetyl-sphingosine with 1,1-dimethyldioxirane. A by-product generated by HPLC purification is the tetrahydrofuryl derivative of acetamide (2). Mainly allylic oxidation was observed when natural ceramides were reacted with dimethyldioxirane.
Lehrstuhl für Organische Chemie I, Universität Bayreuth, NW I, Universitätsstrasse 30, Bayreuth, Germany.
A
A
Möllenberg
G
G
Spiteller
D002518:Ceramides / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D004852:Epoxy Compounds / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D002518:Ceramides; D004852:Epoxy Compounds