EFFICIENT TRANSFORMATION OF THYMIDINE INTO 2',3'-DIDEHYDRO-2',3'-DIDEOXY-THYMIDINE (D4T) INVOLVING OPENING OF A 2,3'-ANHYDRO DERIVATIVE BY PHENYLSELENOL

被引：12

作者：

BECOUARN, S ^{[1
]}

CZERNECKI, S ^{[1
]}

VALERY, JM ^{[1
]}

机构：

[1] UNIV PARIS 06,CHIM GLUCIDES LAB,F-75005 PARIS,FRANCE

来源：

NUCLEOSIDES & NUCLEOTIDES | 1995年 / 14卷 / 06期

关键词：

D O I：

10.1080/15257779508010686

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：

A new, high-yielding method for introduction of the selenophenyl residue at the 3'- position of thymidine is reported. This reaction avoided any strongly basic or reductive reagent, thus allowing the use of benzoate ester as a protective group at O-5'. Further oxidation-elimination sequence followed by basic deprotection afforded 2',3'-didehydro-2',3'-dideoxythymidine (D4T) in 67.5 % overall yield from thymidine.

引用

页码：1227 / 1232

页数：6

共 19 条

[1]

BALZARINI J, 1990, DESIGN ANTI AIDS DRU, V14, P141

[2] ISOLATION OF A T-LYMPHOTROPIC RETROVIRUS FROM A PATIENT AT RISK FOR ACQUIRED IMMUNE-DEFICIENCY SYNDROME (AIDS) [J].