58316-88-4

Usage

InChI:InChI=1/C12H16N4O3/c13-12-9-7(1-2-14-12)16(5-15-9)8-3-6(4-17)10(18)11(8)19/h1-2,5-6,8,10-11,17-19H,3-4H2,(H2,13,14)/t6-,8-,10-,11+/m1/s1

Upstream product

• 817562-68-8 [(3aR,4R,6R,6aS)-6-(4-chloro-1H-imidazo[4,5-c]pyridin-1-yl)-2,2-dimethyl-tetrahydrocyclopenta[d][1,3]dioxol-4-yl]methanol 
• 817562-67-7 4-Chloro-1-((3aS,4R,6R,6aR)-2,2-dimethyl-6-vinyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-1H-imidazo[4,5-c]pyridine 
• 698999-23-4 (3aS,4S,6R,6aR)-2,2-dimethyl-6-vinyl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol 
• 2770-01-6 4-chloro-1H-imidazo[4,5-c]pyridine 
• 817627-31-9 [(3aR,4R,6R,6aS)-6-(4-amino-1H-imidazo[4,5-c]pyridin-1-yl)-2,2-dimethyl-tetrahydrocyclopenta[d][1,3]dioxol-4-yl]methanol 

Relevant academic research and scientific papers

An efficient synthesis of (-)-3-deazaaristeromycin

The coupling reaction of 4-chloro-1H-imidazo[4,5-c]pyridine (6-chloro-3-deazapurine) and (3aS,4S,6R,6aR)-tetrahydro-2,2-dimethyl-6-vinyl- 3aH-cyclopenta-[d][1,3]dioxo-4-ol under Mitsunobu reaction conditions provides, after three subsequent straightforward reactions, ready access to the highly biologically active (-)-3-deazaaristeromycin. The versatility of this procedure opens access to a diverse pool of 3-deazapurine carbocyclic nucleosides.