HIGHLY STEREOSELECTIVE ALPHA-SIALYLATION - SYNTHESIS OF GM(3)-SACCHARIDE AND A BIS-SIALIC ACID UNIT

被引：56

作者：

ERCEGOVIC, T ^{[1
]}

MAGNUSSON, G ^{[1
]}

机构：

[1] LUND UNIV,LUND INST TECHNOL,CTR CHEM,S-22100 LUND,SWEDEN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 11期

关键词：

D O I：

10.1021/jo00116a022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The novel sialyl donor methyl [ethyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-thio-3-(phenylthic)-2,3,5- trideoxy-D-erythro -alpha-L-gluco-2-nonulopyranosid]onate (6) was synthesized in six steps from N-acetylneuraminic acid in an overall yield of 47%. Donor 6 was shown to be superior to conventional sialyl donors in that the sialylation yields were higher, even with sterically hindered and unreactive sialyl accepters, and the alpha/beta-selectivity was virtually complete.

引用

页码：3378 / 3384

页数：7

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