1-DEAZA-2'-DEOXYADENOSINE - PHOSPHONATE AND PHOSPHORAMIDITE BUILDING-BLOCKS FOR SOLID-PHASE OLIGONUCLEOTIDE SYNTHESIS

被引：5

作者：

SEELA, F

WENZEL, T

机构：

[1] Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, D-4500 Osnabrück

来源：

HETEROCYCLES | 1993年 / 36卷 / 02期

关键词：

D O I：

10.3987/COM-92-6214

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the 3'-[(2-cyanoethyl)diisopropylphosphoramidite] (3b) and the 3'-phosphonate (3a) of 1-deaza-2'-deoxyadenosine (1b) is described. For this purpose compound lb was protected at the 6-amino group with a benzoyl residue. Ensuing 4,4'-dimethoxytritylation of lb and phosphitylation afforded the P(III) derivatives(3a) and (3b). They were successfully employed in solid-phase oligodeoxyribonucleotide synthesis of d(c1A-c1A-c1A-A-A-A) (6). C-13-Nmr and N-15-nmr spectra of the compounds (1-5) are discussed.

引用

页码：237 / 242

页数：6

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