Synthesis of 5′-thioalkyl, sulfoxide and sulfone pyrimidine nucleosides

被引:4
作者
Agrofoglio, LA [1 ]
Girard, F
Fleury, F
Léonce, S
机构
[1] Fac Sci, CNRS, ICOA, F-45067 Orleans, France
[2] Inst Rech Servier, F-92150 Suresnes, France
来源
NUCLEOSIDES & NUCLEOTIDES | 1999年 / 18卷 / 4-5期
关键词
D O I
10.1080/15257779908041508
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
The preparation of 5'-thioalkyl, sulfoxide and sulfone pyrimidine nucleosides is [4-11] is described. The key steps of this synthesis are the nucleophilic displacements of a chlorine by a thioalkyl sodium salt or the direct introduction of the thioalkyl group under Mitsunobu conditions.
引用
收藏
页码:599 / 600
页数:2
相关论文
共 8 条
[1]  
[Anonymous], METABOLISM DRUGS OTH
[3]   Lipophilicity behavior of model and medicinal compounds containing a sulfide, sulfoxide, or sulfone moiety [J].
Caron, G ;
Gaillard, P ;
Carrupt, PA ;
Testa, B .
HELVETICA CHIMICA ACTA, 1997, 80 (02) :449-462
[4]   Synthesis of some 5'-thiopentofuranosylpyrimidines as potential anti-tumor agents. [J].
Girard, F ;
Leonce, S ;
Agrofoglio, LA .
TETRAHEDRON LETTERS, 1997, 38 (43) :7535-7538
[5]   DESIGN OF SPECIES-SPECIFIC ENZYME-INHIBITORS OR ISOZYME-SPECIFIC ENZYME-INHIBITORS .1. EFFECT OF THYMIDINE SUBSTITUENTS ON AFFINITY FOR THE THYMIDINE SITE OF HAMSTER CYTOPLASMIC THYMIDINE KINASE [J].
HAMPTON, A ;
KAPPLER, F ;
CHAWLA, RR .
JOURNAL OF MEDICINAL CHEMISTRY, 1979, 22 (06) :621-631
[6]   SPECIES-SPECIFIC OR ISOZYME-SPECIFIC ENZYME-INHIBITORS .5. DIFFERENTIAL-EFFECTS OF THYMIDINE SUBSTITUENTS ON AFFINITY FOR RAT THYMIDINE KINASE ISOZYMES [J].
HAMPTON, A ;
CHAWLA, RR ;
KAPPLER, F .
JOURNAL OF MEDICINAL CHEMISTRY, 1982, 25 (06) :644-649
[7]   THE ONTOGENY OF THYMIDINE KINASE IN TISSUES OF MAN AND RAT [J].
HERZFELD, A ;
RAPER, SM ;
GORE, I .
PEDIATRIC RESEARCH, 1980, 14 (12) :1304-1310
[8]  
TAYLOR AT, 1972, J BIOL CHEM, V247, P1930