REACTIONS OF 2',3'-DI-O-MESYL-LYXO-URIDINE WITH SECONDARY-AMINES - FIRST REPORT ON THE ONE-POT CONVERSION OF MESYLATED NUCLEOSIDES TO ENAMINONUCLEOSIDES AND THE CRYSTAL-STRUCTURE OF ALPHA-ENAMINE

被引：11

作者：

SAKTHIVEL, K

PATHAK, T

SURESH, CG

机构：

[1] NATL CHEM LAB,DIV ORGAN CHEM SYNTH,POONA 411008,MAHARASHTRA,INDIA

[2] NATL CHEM LAB,DIV BIOCHEM SCI,POONA 411008,MAHARASHTRA,INDIA

来源：

TETRAHEDRON | 1994年 / 50卷 / 46期

关键词：

D O I：

10.1016/S0040-4020(01)89333-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2',3'-Di-O-mesyl-5'-O-trityl-lyxo-uridine 1 reacted with secondary amines to produce enaminonucleosides 2a-d and 3a-d. Intermediacy of 2'-ketouridine was essential for the anomerisation and enamine formation to take place. The structure of the beta-enamine was established unambiguously by analysing the hydrolysed product and that of alpha-enamine was proved with the help of crystal structure analysis.

引用

页码：13251 / 13260

页数：10

共 24 条

[11]

LIN TS, 1990, TETRAHEDRON LETT, P3829

[12] 3'-AZIDO-3'-DEOXYTHYMIDINE (BW A509U) - AN ANTIVIRAL AGENT THAT INHIBITS THE INFECTIVITY AND CYTOPATHIC EFFECT OF HUMAN LYMPHOTROPIC-T VIRUS TYPE-III LYMPHADENOPATHY-ASSOCIATED VIRUS INVITRO [J].