Synthesis of 4′-trifluoromethyl nucleoside analogs

被引：27

作者：

Kozak, J ^{[1
]}

Johnson, CR ^{[1
]}

机构：

[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 1998年 / 17卷 / 12期

关键词：

D O I：

10.1080/07328319808004312

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 strategy based on the use of (trifluoromethyl)trimethylsilane for introduction of the trifluoromethyl group at the C-4 of ribose has been developed and utilized in the synthesis of various novel 4'-trifluoromethylated nucleoside analogs. Screening of these analogs against HN did not reveal significant biological activity.

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页码：2221 / 2239

页数：19

相关论文

共 34 条

[1] SYNTHESIS AND ANTI-DNA VIRAL ACTIVITIES IN-VITRO OF CERTAIN 2,4-DISUBSTITUTED-7-(2-DEOXY-2-FLUORO-BETA-D-ARABINOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE NUCLEOSIDES [J].

BHATTACHARYA, BK ;

OJWANG, JO ;

RANDO, RF ;

HUFFMAN, JH ;

REVANKAR, GR .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (20) :3957-3966

[2]

BRAVO P, 1995, GAZZ CHIM ITAL, V125, P295

[3]

BRONSON JJ, 1989, ACS SYM SER, V401, P72

[4]

CHAUDHARY SK, 1979, TETRAHEDRON LETT, P99

[5] NUCLEOSIDE 4',5'-ENOL ACETATES - SYNTHESIS AND CHEMISTRY OF A UNIQUE URIDINE O2,4'-ANHYDRONUCLEOSIDE [J].

COOK, SL ;

SECRIST, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (06) :1554-1564

[6]

COREY EJ, 1979, TETRAHEDRON LETT, P399

[7] GENERAL-APPROACH TO THE SYNTHESIS OF SPECIFICALLY DEUTERIUM-LABELED NUCLEOSIDES [J].

DEVOSS, JJ ;

HANGELAND, JJ ;

TOWNSEND, CA .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (10) :2715-2723

[8] REACTIONS OF 2-ACYLOXYISOBUTYRYL HALIDES WITH NUCLEOSIDES .1. REACTIONS OF MODEL DIOLS AND OF URIDINE [J].

GREENBERG, S ;

MOFFATT, JG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (12) :4016-4025

[9]

HEWITT R I, 1956, Antibiot Annu, P722

[10] SYNTHESIS OF 1-(3-AZIDO-2,3-DIDEOXY-4-C-HYDROXYMETHYL-ALPHA-L-THREO-PENTOFURANOSYL)THYMINE, 1-(2,3-DIDEOXY-4-C-HYDROXYMETHYL-ALPHA-L-GLYCERO-PENTOFURANOSYL)THYMINE AND 1-(2,3-DIDEOXY-4-C-HYDROXYMETHYL-ALPHA-L-GLYCERO-PENT-2-ENOFURANOSYL)THYMINE [J].

HREBABECKY, H ;

HOLY, A .

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1993, 58 (02) :409-420

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