ENANTIOSELECTIVE SYNTHESIS OF CYCLOPROPYL CARBOCYCLIC L-NUCLEOSIDES

被引：15

作者：

LEE, M

LEE, D

ZHAO, YF

NEWTON, MG

CHUN, MW

CHU, CK

机构：

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

[2] UNIV GEORGIA,DEPT CHEM,ATHENS,GA 30602

[3] SEOUL NATL UNIV,COLL PHARM,SEOUL,SOUTH KOREA

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 20期

关键词：

L-NUCLEOSIDES; ENANTIOMERIC SYNTHESIS; CYCLOPROPYL CARBOCYCLIC NUCLEOSIDES;

D O I：

10.1016/0040-4039(95)00575-W

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective synthesis of pyrimidine and purine cyclopropyl carbocyclic L-nucleosides has been accomplished from L-gulono-gamma-lactone and the X-ray structure of the key intermediate 9,(1R,2S,4'R)-2-(2,2-dimethyl-1,3-dioxolan-4-yl)cyclopropyl urea, has been determined.

引用

页码：3499 / 3502

页数：4

共 18 条

[1] SYNTHESIS OF CARBOCYCLIC NUCLEOSIDES [J].

AGROFOGLIO, L ;

SUHAS, E ;

FARESE, A ;

CONDOM, R ;

CHALLAND, SR ;

EARL, RA ;

GUEDJ, R .

TETRAHEDRON, 1994, 50 (36) :10611-10670

[2]

BALZARINI J, 1987, MOL PHARMACOL, V32, P162

[3] SYNTHESIS OF CHIRAL CARBOCYCLIC NUCLEOSIDES [J].

BORTHWICK, AD ;

BIGGADIKE, K .

TETRAHEDRON, 1992, 48 (04) :571-623

[4]

CHU CK, 1994, IN PRESS ANTIMICROBA

[5] THE ANTI-HEPATITIS-B VIRUS ACTIVITIES, CYTOTOXICITIES, AND ANABOLIC PROFILES OF THE (-) AND (+) ENANTIOMERS OF CIS-5-FLUORO-1-[2-(HYDROXYMETHYL)-1,3-OXATHIOLAN-5-YL]CYTOSINE [J].

FURMAN, PA ;

DAVIS, M ;

LIOTTA, DC ;

PAFF, M ;

FRICK, LW ;

NELSON, DJ ;

DORNSIFE, RE ;

WURSTER, JA ;

WILSON, LJ ;

FYFE, JA ;

TUTTLE, JV ;

MILLER, WH ;

CONDREAY, L ;

AVERETT, DR ;

SCHINAZI, RF ;

PAINTER, GR .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1992, 36 (12) :2686-2692

[6] INHIBITORY EFFECT OF 2',3'-DIDEHYDRO-2',3'-DIDEOXYNUCLEOSIDES ON INFECTIVITY, CYTOPATHIC EFFECTS, AND REPLICATION OF HUMAN-IMMUNODEFICIENCY-VIRUS [J].

HAMAMOTO, Y ;

NAKASHIMA, H ;

MATSUI, T ;

MATSUDA, A ;

UEDA, T ;

YAMAMOTO, N .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1987, 31 (06) :907-910

[7]

HUBSCHWERLEN C, 1986, SYNTHESIS-STUTTGART, P962

[8]

LIN TS, 1987, BIOCHEM PHARMACOL, V36, P2713

[9] SYNTHESIS AND BIOLOGICAL EVALUATION OF 2',3'-DIDEOXY-L-PYRIMIDINE NUCLEOSIDES AS POTENTIAL ANTIVIRAL AGENTS AGAINST HUMAN-IMMUNODEFICIENCY-VIRUS (HIV) AND HEPATITIS-B VIRUS (HBV) [J].

LIN, TS ;

LUO, MZ ;

LIU, MC ;

PAI, SB ;

DUTSCHMAN, GE ;

CHENG, YC .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (06) :798-803

[10] CARBOCYCLIC NUCLEOSIDES [J].

MARQUEZ, VE ;

LIM, MI .

MEDICINAL RESEARCH REVIEWS, 1986, 6 (01) :1-40

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