Rearrangement of 3-ketoceramide. |
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| Authors: | Y Kishimoto |
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| Affiliation: | 1. Eunice Kennedy Shriver Center for Mental Retardation at W.E. Fernald State School, Waltham, Mass. 02154 USA;2. Department of Neurology, Massachusetts General Hospital, Boston, Mass. 02114, USA;3. Department of Chemistry; Massachusetts Institute of Technology, Cambridge, Mass. 02139, USA |
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| Abstract: | N-Acetyl 3-ketosphingosine was converted under mild alkaline conditions to an unknown nonpolar compound with a good yield. From its mass, infrared, and NMR spectra, the structure of the unknown compound was deduced to be 2-tridecyl-5-(N-acetylamino)-tetrahydro-γ-pyrone. This rearrangement occurred by an intramolecular Michael-type addition reaction. |
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