SYNTHESIS OF 6-(PYRROL-1-YL)PURINE AND OF SOME OF ITS 9-GLYCOSIDES

Authors
HAIDOUNE M MORNET R
Citation
M. Haidoune et R. Mornet, SYNTHESIS OF 6-(PYRROL-1-YL)PURINE AND OF SOME OF ITS 9-GLYCOSIDES, Journal of heterocyclic chemistry, 31(6), 1994, pp. 1461-1464
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
31
Issue
6
Year of publication
1994
Pages
1461 - 1464
Database
ISI
SICI code
0022-152X(1994)31:6<1461:SO6AOS>2.0.ZU;2-8
Abstract
Adenine reacts slowly with 2,5-dimethoxytetrahydrofuran (3) in a dilut e acetic acid solution in methanol-water, to give 6(pyrrol-1-yl)purine (4). Under more acidic conditions, 4 is partly transformed to 6-(indo l-1-yl)purine (5) and other unidentified products. The reaction may be used for the preparation of 9-glycosides of 4 from the corresponding adenine derivatives provided their 9-glycosyl linkage is somewhat resi stant to acid hydrolysis.