Bartholomew, David G. et al. published their research in Journal of Organic Chemistry in 1975 |CAS: 55662-66-3

The Article related to imidazopyrimidine nucleoside analog, Carbohydrates: Nucleosides, Nucleotides and other aspects.Application In Synthesis of Imidazo[1,2-c]pyrimidin-5(6H)-one

Bartholomew, David G.; Dea, Phoebe; Robins, Roland K.; Revankar, Ganapathi R. published an article in 1975, the title of the article was Imidazo[1,2-c]pyrimidine nucleosides. Synthesis of N-bridgehead inosine monophosphate and guanosine monophosphate analogs related to 3-deazapurines.Application In Synthesis of Imidazo[1,2-c]pyrimidin-5(6H)-one And the article contains the following content:

Cyclization of 4-amino-6-chloro-2-pyrimidinol with BrCH2CH(OEt)2 gave 7-chloroimidazo[1,2-c]pyrimidin-5-one (I). Direct glycosylation of the trimethylsilyl derivative of I with 2,3,5-tri-O-acetyl-D-ribofuranosyl bromide in MeCN gave an anomeric mixture of 7-chloro-1-(2,3,5-tri-O-acetyl-D-ribofuranosyl)imidazo[1,2-c]pyrimidin-5-one, which on deacetylation and separation of anomers furnished 7-chloro-1-β-D-ribofuranosylimidazo[1,2-c]pyrimidin-5-one (II) and its α anomer (III). However, the glycosylation of trimethylsilylated I with tetra-O-acetyl-β-D-ribofuranose in dichloroethane containing SnCl4, followed by aminolysis gave only II. Catalytic dehalogenation of II and III gave 1-β-D-ribofuranosylimidazo[1,2-c]pyrimidin-5-one (IV) and its α anomer (V), resp. Amination of II gave 7-amino-1-β-D-ribofuranosylimidazo[1,2-c]pyrimidin-5-one (VI). Phosphorylation of IV, V, and VI gave 1-β-D-ribofuranosylimidazo[1,2-c]pyrimidin-5-one 5′-monophosphate, the IMP analog α anomer and 7-amino-1-β-D-ribofuranosylimidazo[1,2-c]pyrimidin-5-one 5′-monophosphate, resp. The ribosylation site was determined by using 13C NMR and the anomeric configurations were established by using PMR of the 2′,3′-O-isopropylidene derivatives of II and III. The experimental process involved the reaction of Imidazo[1,2-c]pyrimidin-5(6H)-one(cas: 55662-66-3).Application In Synthesis of Imidazo[1,2-c]pyrimidin-5(6H)-one

The Article related to imidazopyrimidine nucleoside analog, Carbohydrates: Nucleosides, Nucleotides and other aspects.Application In Synthesis of Imidazo[1,2-c]pyrimidin-5(6H)-one

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem