ONE-STEP SYNTHESIS OF C-2 DIALKYLAMINO-SUBSTITUTED 2',3'-O-ANHYDRO-LYXO-URIDINES - 1ST REPORT ON THE OPENING OF 2,2'-O-ANHYDRO-BRIDGE OF 2,2'-O-ANHYDROURIDINE BY SECONDARY-AMINES

被引：8

作者：

SAKTHIVEL, K ^{[1
]}

BERA, S ^{[1
]}

PATHAK, T ^{[1
]}

机构：

[1] NATL CHEM LAB,ORGAN CHEM DIV SYNTHESIS,BIOORGAN CHEM UNIT,POONA 411008,MAHARASHTRA,INDIA

来源：

TETRAHEDRON | 1993年 / 49卷 / 45期

关键词：

D O I：

10.1016/S0040-4020(01)80564-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Secondary amines successfully opened the 2,2'-O-anhydro-bridge of 2,2'-O-anhydrouridines 8a and 8b in presence of 3'-O-mesyl group to produce compounds 10a-13a and 10b-13b, a new class of isocytidine derivatives.

引用

页码：10387 / 10392

页数：6

共 19 条

[1] THE SYNTHESIS OF SOME BRANCHED-CHAIN-SUGAR NUCLEOSIDE ANALOGS [J].

ASHWELL, M ;

JONES, AS ;

WALKER, RT .

NUCLEIC ACIDS RESEARCH, 1987, 15 (05) :2157-2166

[2] REACTION OF 8,2'-OMICRON-CYCLOADENOSINE WITH HYDRAZINE AND AMINES - CONVENIENT PREPARATIONS OF 9-BETA-D-ARABINOFURANOSYLADENINE AND ITS DERIVATIVES [J].

CHATTOPADHYAYA, JB ;

REESE, CB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (12) :414-415

[3]

CHATTOPADHYAYA JB, 1978, SYNTHESIS-STUTTGART, P908

[4]

Codington J. F., 1962, J ORG CHEM, V27, P163

[5]

DELIA TJ, 1977, NUCLEOS NUCLEOT, V4, P349

[6] NUCLEOSIDES .L. SYNTHESIS OF 2,3'-IMINO-1-(2-DEOXY-BETA-D-THREO-PENTOFURANOSYL)THYMINE AND RELATED DERIVATIVES [J].

DOERR, IL ;

CUSHLEY, RJ ;

FOX, JJ .

JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (04) :1592-&

[7] A NOVEL 2-STEP CONVERSION OF 3',5'-DI-O-TOSYLTHYMIDINE TO 5'-AMINO-5'-DEOXYTHYMIDINE ANALOGS WITH INVERSION OF THE 3'-HYDROXYL GROUP [J].

ELLIOTT, RD ;

MONTGOMERY, JA ;

RIORDAN, JM .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (13) :2892-2896

[8] PYRIMIDINE NUCLEOSIDES .9. FACILE SYNTHESIS OF 1-BETA-D-LYXOFURANOSYLURACIL VIA 2,3'-ANHYDROLYXOSYL INTERMEDIATES [J].

FECHER, R ;

CODINGTON, JF ;

FOX, JJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (08) :1889-&

[9] FUNCTIONALIZED ENAMINES .32. REACTION OF BETA-AMINO-ALPHA, BETA-UNSATURATED ESTERS AND AMIDES WITH BENZYL AND CINNAMYL BROMIDES [J].

KANNER, CB ;

PANDIT, UK .

TETRAHEDRON, 1982, 38 (24) :3597-3604

[10] SYNTHESES AND ALKALINE HYDROLYSES OF 2,2'-IMINO-1-(2'-DEOXY-BETA-D-ARABINOFURANOSYL)URACIL AND 2,2'-( SUBSTITUTED IMINO)-1-(2'-DEOXY-BETA-D-ARABINOFURANOSYL)URACIL [J].

MINAMOTO, K ;

AZUMA, K ;

TANAKA, T ;

IWASAKI, H ;

EGUCHI, S ;

KADOYA, S ;

MOROI, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (11) :2955-2961

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