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.
Heterocycles, NMR spectroscopy, Nucleosides, Purine bases
UTU Research Portal