A1 Refereed original research article in a scientific journal

SYNTHESIS OF 7-SUBSTITUTED 3-beta-D-RIBOFURANOSYL-3H-IMIDAZO[2,1-i]PURINES




AuthorsKarskela T, Klika KD, Lonnberg H

PublisherINST ORGANIC CHEM AND BIOCHEM

Publication year2011

JournalCollection of Czechoslovak Chemical Communications

Journal name in sourceCOLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS

Journal acronymCOLLECT CZECH CHEM C

Number in series8

Volume76

Issue8

First page 1043

Last page1054

Number of pages12

ISSN0010-0765

DOIhttps://doi.org/10.1135/cccc2011069

Self-archived copy’s web addresshttps://research.utu.fi/converis/portal/Publication/3140896


Abstract
A method for the synthesis of 7-substituted 3-beta-D-ribofuranosyl-3H-imidazo[2,1-i]purines has been devised whereby compounds were prepared in a few steps from a common intermediate, 3-(2',3'-O-isopropylidene-beta-D-ribofuranosyl)-3H-imidazo[2,1-i]purine-7-carbaldehyde, obtained from the reaction of 2',3'-O-isopropylideneadenosine with bromomalonaldehyde. The formyl group of the carbaldehyde was subsequently reductively aminated and the resulting secondary amines were then further derivatized either by acylation, lactamization or reductive alkylation.


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