STEREOCHEMISTRY OF ANOMERS OF METHYL 2-DEOXY-D-RIBOFURANOSIDE . SYNTHESIS OF METHYL 5-(6-AMINOPURIN-9-YL)-2,5-DIDEOXY-ALPHA-D-RIBOFURANOSIDE A REVERSED NUCLEOSIDE

被引：36

作者：

LEONARD, NJ

SCIAVOLINO, FC

NAIR, V

机构：

[1] Department of Chemistry, Chemical Engineering, University of Illinois, Urbana

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1968年 / 33卷 / 08期

关键词：

D O I：

10.1021/jo01272a031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl 2-deoxy-5-O-triphenylmethyl-α-D-ribofuranoside (2) and methyl 2-deoxy-5-O-triphenylmethyl-β-Dribofuranoside (3) were synthesized and the stereochemistry of their anomeric centers was established unambiguously by chemical means and by complete analysis of their nmr spectra. The results arein agreement with those predicted by the Hudson isorotation rules. The syntheses of related ribofuranosides and of methyl 5-(6-aminopurin-9-yl)-2,5-dideoxy-α-D-ribofuranoside (1) are also described. © 1968, American Chemical Society. All rights reserved.

引用

页码：3169 / +

页数：1

共 44 条

[1] THE PROTON RESONANCE SPECTRA AND CONFORMATIONS OF THE PROLINES .1. THE PROTON RESONANCE SPECTRA OF TRANS HYDROXY-L-PROLINE AND CIS (ALLO) HYDROXY-L-PROLINE [J].