Lipidic Peptides, XIV. Conversion of Racemic Lipidic Amino Acids into Sphingosine and Ceramide Analogues and 1, 2??Diamines

G Kokotos, V Constantinou??Kokotou…

Index: Kokotos, George; Constantinou-Kokotou, Violetta; Fernandez, Esther del Olmo; Toth, Istvan; Gibbons, William A. Liebigs Annalen der Chemie, 1992 , # 9 p. 961 - 964

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Citation Number: 10

Abstract

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 ...

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