Synthesis of carbocyclic nucleosides bearing a cyclopropane ring.
A carbocyclic cyclopropane fused nucleoside, 9-(c-4-hydroxymethylbicyclo[3.1.0]hex-r-2-yl)-9H-adenine, has been efficiently synthesized from 2-azabicyclo-[2.2.1]hex-5-en-3-one (ABH) in 6 steps, namely cyclopropanation, -reductive amide cleavage (RAC) reaction and adenine ring construction.
Yamatoya
Y
Y
Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Japan.
Ishikura
M
M
Katagiri
N
N
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D015195:Drug Design; D007202:Indicators and Reagents; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
D000998:Antiviral Agents; D003521:Cyclopropanes; D007202:Indicators and Reagents; D009705:Nucleosides