PRACTICAL SYNTHESIS OF AZT AND AZDU FROM XYLOSE - EFFICIENT DEOXYGENATION VIA NUCLEOSIDE 2'-XANTHATES

被引：10

作者：

CHEN, YQ

BAUMAN, JG

CHU, CK

机构：

[1] UNIV GEORGIA,COLL PHARM,DEPT MED CHEM,ATHENS,GA 30602

[2] BERLEX BIOSCI INC,ALAMEDA,CA 94501

来源：

NUCLEOSIDES & NUCLEOTIDES | 1992年 / 11卷 / 2-4期

关键词：

D O I：

10.1080/07328319208021734

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：

An efficient deoxygenation procedure for nucleoside 2'-xanthates has been developed and applied to the total synthesis of AZT and AZDU from xylose.

引用

页码：693 / 705

页数：13

共 22 条

[1]

BENHADDOU R, 1991, B CHEM FR, V127, P108

[2] AN EFFICIENT TOTAL SYNTHESIS OF 3'-AZIDO-3'-DEOXYTHYMIDINE (AZT) AND 3'-AZIDO-2',3'-DIDEOXYURIDINE (AZDDU, CS-87) FROM D-MANNITOL [J].

CHU, CK ;

BEACH, JW ;

ULLAS, GV ;

KOSUGI, Y .

TETRAHEDRON LETTERS, 1988, 29 (42) :5349-5352

[3] GENERAL SYNTHESES OF 2',3'-DIDEOXYNUCLEOSIDES AND 2',3'-DIDEHYDRO-2',3'-DIDEOXYNUCLEOSIDES [J].

CHU, CK ;

BHADTI, VS ;

DOBOSZEWSKI, B ;

GU, ZP ;

KOSUGI, Y ;

PULLAIAH, KC ;

VANROEY, P .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (09) :2217-2225

[4]

CZERNECKI S, 1991, SYNTHESIS-STUTTGART, P239

[5]

DYATKINA NB, 1986, J BIORG CHEM, V12, P563

[6] PHOSPHORYLATION OF 3'-AZIDO-2',3'-DIDEOXYURIDINE AND PREFERENTIAL INHIBITION OF HUMAN AND SIMIAN IMMUNODEFICIENCY VIRUS REVERSE TRANSCRIPTASES BY ITS 5'-TRIPHOSPHATE [J].

ERIKSSON, BFH ;

CHU, CK ;

SCHINAZI, RF .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1989, 33 (10) :1729-1734

[7] METHYL 5-O-TERT-BUTYLDIPHENYLSILYL-2-DEOXY-ALPHA,BETA-D-THREO-PENTOFURANOSIDE AS A DIVERGENT INTERMEDIATE FOR THE SYNTHESIS OF 3'-SUBSTITUTED-2',3'-DIDEOXYNUCLEOSIDES - SYNTHESIS OF 3'-AZIDO-3'-DEOXYTHYMIDINE, 3'-DEOXY-3'-FLUOROTHYMIDINE AND 3'-CYANO-3'-DEOXYTHYMIDINE [J].

FLEET, GWJ ;

SON, JC ;

DEROME, AE .

TETRAHEDRON, 1988, 44 (02) :625-636

[8] NUCLEOTIDE SYNTHESIS .4. PHOSPHORYLATED 3'-AMINO-3'-DEOXYTHYMIDINE AND 5'-AMINO-5'-DEOXYTHYMIDINE AND DERIVATIVES [J].

GLINSKI, RP ;

KHAN, MS ;

KALAMAS, RL ;

SPORN, MB .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (25) :4299-4305

[9] SUBSTRATE-SPECIFICITY OF BACTERIAL THYMIDYLATE-SYNTHETASE [J].

HOLY, A ;

VOTRUBA, I .

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1974, 39 (06) :1646-1661

[10] SYNTHESIS OF PURINE AND PYRIMIDINE 2'-DEOXYNUCLEOSIDES FROM A 1,2-DITHIO SUGAR PRECURSOR [J].

HORTON, D ;

SAKATA, M .

CARBOHYDRATE RESEARCH, 1976, 48 (01) :41-63

← 1 2 3 →