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.
Möllenberg
A
A
Lehrstuhl für Organische Chemie I, Universität Bayreuth, NW I, Universitätsstrasse 30, Bayreuth, Germany.
Spiteller
G
G
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