EFFICIENT SYNTHESIS OF ALPHA-PURINE NUCLEOSIDES OF 2-DEOXYRIBOFURANOSE AND 2-DEOXYRIBOPYRANOSE

被引：5

作者：

JANARDHANAM, S ^{[1
]}

NAMBIAR, KP ^{[1
]}

机构：

[1] UNIV CALIF DAVIS,DEPT CHEM,DAVIS,CA 95616

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 08期

关键词：

D O I：

10.1039/c39940001009

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A high yield synthesis of cr-purine nucleosides of 2-deoxyribofuranose and 2-deoxyribopyranose is reported starting from 1,3,5-tri-O-acetyl-2-deoxyribofuranose and 1,3,5-tri-O-acetyl-2-deoxyribopyranose with silylated purines under Lewis acid (SnCl4) catalysed conditions.

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收藏

页码：1009 / 1010

页数：2

相关论文

共 30 条

[1] IMPROVED PROCEDURE FOR THE REGIOSPECIFIC SYNTHESIS OF 2'-DEOXYRIBONUCLEOSIDES [J].

BAUD, MV ;

CHAVIS, C ;

LUCAS, M ;

IMBACH, JL .

TETRAHEDRON LETTERS, 1990, 31 (31) :4437-4440

[2] SNCL4 VERSUS TICL4-MEDIATED COUPLING BETWEEN N-6-BENZOYLADENINE AND PERBENZOYLATED 2-DEOXYPYRANOSE - APPLICATION TO THE SYNTHESIS OF CERTAIN HOMOCHIRAL ACYCLONUCLEOSIDES AND CARBOACYCLONUCLEOSIDES [J].

BAUD, MV ;

CHAVIS, C ;

LUCAS, M ;

IMBACH, JL .

TETRAHEDRON, 1991, 47 (48) :9993-10002

[3] THE SYNTHESIS OF MODIFIED OLIGONUCLEOTIDES BY THE PHOSPHORAMIDITE APPROACH AND THEIR APPLICATIONS [J].

BEAUCAGE, SL ;

IYER, RP .

TETRAHEDRON, 1993, 49 (28) :6123-6194

[4]

CLAUSEN FP, 1993, ORG PREP P INT, P375

[5]

DUDYCZ LW, 1984, J MED CHEM, V27, P175

[6] HYDANTOIN ANALOGS OF THYMIDINE [J].

ELBARBARY, AA ;

KHODAIR, AI ;

PEDERSEN, EB .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (22) :5994-5999

[7]

FISCHER E, 1945, BER DTSCH CHEM GES, V28, P1145

[8] ALPHA-DNA-VI - COMPARATIVE-STUDY OF ALPHA-ANOMERIC AND BETA-ANOMERIC OLIGODEOXYRIBONUCLEOTIDES IN HYBRIDIZATION TO MESSENGER-RNA AND IN CELL FREE TRANSLATION INHIBITION [J].

GAGNOR, C ;

BERTRAND, JR ;

THENET, S ;

LEMAITRE, M ;

MORVAN, F ;

RAYNER, B ;

MALVY, C ;

LEBLEU, B ;

IMBACH, JL ;

PAOLETTI, C .

NUCLEIC ACIDS RESEARCH, 1987, 15 (24) :10419-10436

[9] A REGIOCONTROLLED SYNTHESIS OF N7-GUANINE AND N9-GUANINE NUCLEOSIDES [J].

GARNER, P ;

RAMAKANTH, S .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) :1294-1298

[10]

GOODCHILD J, 1990, BIOCONJUGATE CHEM, V1, P16