Stereoselective synthesis of C-4′-aminouridines (uracil C-4-amino-D-ribonucleosides)

被引：22

作者：

Yokoyama, M

Ikenogami, T

Togo, H

机构：

[1] Chiba Univ, Fac Sci, Dept Chem, Inage Ku, Chiba 2638522, Japan

[2] Chiba Univ, Grad Sch Sci & Technol, Inage Ku, Chiba 2638522, Japan

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 13期

关键词：

D O I：

10.1039/b002063j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first C-4'-aminouridines can be synthesized in an alpha,beta-stereoselective manner starting from L-glutamic acid. For the synthesis of alpha-C-4'-aminouridine, a key compound 9 is cyclized with trifluoroacetic acid followed by reduction with NaBH3CN, while 9 is reduced with NaBH4 followed by mesylation to give beta-C-4'-aminouridine. Further, an acetonide-protection method is preferred for the synthesis of alpha-C-4'-aminouridine.

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页码：2067 / 2071

页数：5

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