TOTAL SYNTHESIS OF (2S,3S,4R)-N-TETRACOSANOYL-2-AMINO-1,3,4-OCTADECANETRIOL, A CERAMIDE PART OF WHEAT-FLOUR GLYCOSYL CERAMIDES

被引：12

作者：

KOIKE, K ^{[1
]}

NAKAHARA, Y ^{[1
]}

OGAWA, T ^{[1
]}

机构：

[1] INST PHYS & CHEM RES,WAKO,SAITAMA 35101,JAPAN

来源：

AGRICULTURAL AND BIOLOGICAL CHEMISTRY | 1990年 / 54卷 / 03期

关键词：

D O I：

10.1080/00021369.1990.10869989

中图分类号：

S3 [农学（农艺学）];

学科分类号：

0901 ;

摘要：

The synthesis of (2S,3S,4R)-N-tetracosanoyl-2-amino-1,3,4-octadecanetriol (5) was achieved in eight steps in a 23% overall yield starting from 3,4,6-tri-O-benzyl-D-galactopyranose (6), and then ceramide 5 was converted to (2S,3S,4R)-3,4-di-O-benzoyl-N-tetracosanoyl-2-amino-1,3,4-octa-decanetriol (16), a key intermediate for the synthesis of wheat flour glycosyl ceramides (1, 2, 3 and 4) in a 79 % overall yield. © 1990 by the Japan Society for Bioscience, Biotechnology, and Agrochemistry. All rights reserved.

引用

页码：663 / 667

页数：5

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