140923-46-2

Upstream product

• 57473-33-3 7-chloro-1H-imidazo<1,2-a>pyrimidin-5-one 
• 131487-19-9 2,3-dideoxy-5-O-<(1,1-dimethylethyl)dimethylsilyl>-α/β-D-glycero-pentofuranosyl chloride 
• 140923-44-0 7-chloro-1-<2,3-dideoxy-5-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-glycero-pentofuranosyl>-1H-imidazo<1,2-a>pyrimidin-5-one 
• 100-46-9 benzylamine 

Relevant academic research and scientific papers

Imidazopyrimidine 2'-Deoxyribo- and 2',3'-dideoxyribonucleosides: Glycosylation of the Nucleobase Anion

The synthesis of the imidazopyrimidine 2'-deoxyribonucleosides 2a and 3a related to 2'-deoxyguanosine or 2'-deoxyinosine is described.Glycosylation of the nucleobase anion of 5 with 2'-deoxy-3,5-bis-O-(4-methylbenzoyl)-α-D-erythro-pentofuranosyl chloride (6) yielded stereoselectively the N-1 β-D-deoxyribofuranoside 7.Under the same conditions the 2',3'-dideoxyribohalogenoses 11 and 14 were employed to afford anomeric mixtures of glycosylation products (12, 13 and 15, 16).The glycosylation products obtained from the 2'-deoxyribo- and 2',3'-dideoxyribo halides w ere then converted into the final nucleosides (2a,b and 3a,b).The inhibitory activity of the imidazopyrimidine 2',3'-dideoxynucleoside 5'-triphosphates 28a and 28b against HIV reverse transcriptase was tested. Key words: Imidazopyrimidines / 2'-Deoxyribonucleosides / 2',3'-dideoxyribonucleosides / Glycosylation / HIV inhibition