SYNTHESIS FROM (-)-ARISTEROMYCIN AND X-RAY STRUCTURE OF (-)-CARBOVIR

被引：35

作者：

EXALL, AM

JONES, MF

MO, CL

MYERS, PL

PATERNOSTER, IL

SINGH, H

STORER, R

WEINGARTEN, GG

WILLIAMSON, C

BRODIE, AC

COOK, J

LAKE, DE

MEERHOLZ, CA

TURNBULL, PJ

HIGHCOCK, RM

机构：

[1] GLAXO GRP RES LTD,DEPT MED CHEM,GREENFORD RD,GREENFORD UB6 0HE,MIDDX,ENGLAND

[2] GLAXO GRP RES LTD,DEPT PROC RES,GREENFORD UB6 0HE,MIDDX,ENGLAND

[3] GLAXO GRP RES LTD,DEPT COMPUTAT CHEM,GREENFORD UB6 0HE,MIDDX,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 10期

关键词：

D O I：

10.1039/p19910002467

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient processes are described for the synthesis of (-)-carbovir 3 and its triphosphate derivative 28 from (-)-aristeromycin 4. The X-ray structure of (-)-carbovir has been determined.

引用

页码：2467 / 2477

页数：11

共 32 条

[1] SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE ENANTIOMERIC FORMS OF CARBA-5-IODO-2'-DEOXYURIDINE AND CARBA-(E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE [J].

BALZARINI, J ;

BAUMGARTNER, H ;

BODENTEICH, M ;

DECLERCQ, E ;

GRIENGL, H .

JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (08) :1861-1865

[2] UNUSUAL STRUCTURAL FEATURES OF 2',3'-DIDEOXYCYTIDINE, AN INHIBITOR OF THE HIV (AIDS) VIRUS [J].

BIRNBAUM, GI ;

LIN, TS ;

PRUSOFF, WH .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1988, 151 (01) :608-614

[3] STRUCTURE AND CONFORMATION OF 3'-AZIDO-3'-DEOXYTHYMIDINE (AZT), AN INHIBITOR OF THE HIV (AIDS) VIRUS [J].

BIRNBAUM, GI ;

GIZIEWICZ, J ;

GABE, EJ ;

LIN, TS ;

PRUSOFF, WH .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1987, 65 (09) :2135-2139

[4] ENANTIOSPECIFIC SYNTHESIS OF THE POTENT ANTI-HERPETIC CARBOCYCLIC 9-(2'-DEOXY-2'-FLUORO-BETA-D-ARABINOFURANOSYL)GUANINE (+)C-AFG FROM ARISTEROMYCIN [J].

BORTHWICK, AD ;

BIGGADIKE, K ;

HOLMAN, S ;

MO, CL .

TETRAHEDRON LETTERS, 1990, 31 (05) :767-770

[5] SYNTHESIS AND ENZYMATIC RESOLUTION OF CARBOCYCLIC 2'-ARA-FLUORO-GUANOSINE - A POTENT NEW ANTI-HERPETIC AGENT [J].

BORTHWICK, AD ;

BUTT, S ;

BIGGADIKE, K ;

EXALL, AM ;

ROBERTS, SM ;

YOUDS, PM ;

KIRK, BE ;

BOOTH, BR ;

CAMERON, JM ;

COX, SW ;

MARR, CLP ;

SHILL, MD .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (10) :656-658

[6] CARBOVIR - THE (-) ENANTIOMER IS A POTENT AND SELECTIVE ANTIVIRAL AGENT AGAINST HUMAN-IMMUNODEFICIENCY-VIRUS INVITRO [J].

COATES, JAV ;

INGGALL, HJ ;

PEARSON, BA ;

PENN, CR ;

STORER, R ;

WILLIAMSON, C ;

CAMERON, JM .

ANTIVIRAL RESEARCH, 1991, 15 (02) :161-168

[7]

COOKSON RC, 1985, EUR J MED CHEM, V20, P375

[8] A MILD PROCEDURE FOR THE CONVERSION OF 1,2-DIOLS TO OLEFINS [J].

COREY, EJ ;

HOPKINS, PB .

TETRAHEDRON LETTERS, 1982, 23 (19) :1979-1982

[9] SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE CARBOCYCLIC ANALOGS OF (E)-5-(2-HALOVINYL)-2'-DEOXYURIDINES AND (E)-5-(2-HALOVINYL)-2'-DEOXYCYTIDINES [J].

HERDEWIJN, P ;

DECLERCQ, E ;

BALZARINI, J ;

VANDERHAEGHE, H .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (05) :550-555

[10] TOTAL SYNTHESIS OF (-)-CARBOVIR [J].

JONES, MF ;

MYERS, PL ;

ROBERTSON, CA ;

STORER, R ;

WILLIAMSON, C .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (10) :2479-2484

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