✦ LIBER ✦
Lipidic Peptides, XIV. Conversion of Racemic Lipidic Amino Acids into Sphingosine and Ceramide Analogues and 1,2-Diamines
✍ Scribed by Kokotos, George ;Constantinou-Kokotou, Violetta ;Fernandez, Esther Del Olmo ;Toth, Istvan ;Gibbons, William A.
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- English
- Weight
- 368 KB
- Volume
- 1992
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
N‐Protected racemic lipidic amino acids 1a–h were converted directly into ceramide analogues 2a–h by chemoselective reduction of their corresponding mixed anhydrides with sodium tetrahydroborate. Conversion of the compounds 1a, b into the corresponding acyl azides, followed by catalytic hydrogenation gave the N‐monoprotected lipidic 1,2‐diamines 5a, b. The sphingosine analogues 7a–c and the free 1,2‐diamines 6a, b were synthesized by deprotection of the compounds 2a–c and 5a, b, respectively.