SYNTHESIS OF 7-SUBSTITUTED 3-beta-D-RIBOFURANOSYL-3H-IMIDAZO[2,1-i]PURINES
: Karskela T, Klika KD, Lonnberg H
Publisher: INST ORGANIC CHEM AND BIOCHEM
: 2011
: Collection of Czechoslovak Chemical Communications
: COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
: COLLECT CZECH CHEM C
: 8
: 76
: 8
: 1043
: 1054
: 12
: 0010-0765
DOI: https://doi.org/10.1135/cccc2011069
: https://research.utu.fi/converis/portal/Publication/3140896
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.