SYNTHESIS OF THE DECULOPYRANOSONIC ACID ANALOG OF N-ACETYLNEURAMINIC ACID, ITS 5-EPIMER AND 6-EPIMER, AND OF 5-ACETAMIDO-1,3,5-TRIDEOXY-D-GLYCERO-D-GALACTO-NON-2-ULOPYRANOSE

被引：8
|
作者：
HAGEDORN, HW [1 ]
MERTEN, H [1 ]
BROSSMER, R [1 ]
机构：
[1] UNIV HEIDELBERG,INST BIOCHEM 2,NEUENHEIMER FELD 328,W-6900 HEIDELBERG,GERMANY
来源：
CARBOHYDRATE RESEARCH | 1992年 / 236卷
关键词：
D O I：
10.1016/0008-6215(92)85008-N
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Condensation of 2-acetamido-2-deoxy-5,6-O-isopropylidene-D-mannofuranose with disodium acetonedicarboxylate and subsequent esterification with diphenyldiazomethane yielded diphenylmethyl 6-acetamido-2,4,6-trideoxy-D-glycero-beta-D-galacto-dec-3-ulopyranosonate (3), and its 5- and 6-epimer. Hydrogenation gave the corresponding free acids. Hydrogenation of ester 3 and working-up under alkaline conditions afforded stable ammonium 6-acetamido-2,4.6-trideoxy-D-glycero-beta-D-galacto-dec-3-ulopyranosonate which, on heating, led to an anomeric mixture of 5-acetamido-1,3,5-trideoxy-D-glycero-D-galacto-non-2-ulopyranose.
引用
收藏
页码：89 / 96
页数：8
相关论文
共 50 条
12345