Facile synthesis of 9-[(1′R,2′S)-2′-hydroxy-3′-oxocyclopentan-1′-yl]-9-H-adenine possessing inhibitory activity against human recombinant S-adenosyl-l-homocysteine hydrolase

Autor: Chizuko Yatome, Atushi Kozaki, Yukio Kitade
Rok vydání: 2001
Předmět:
Zdroj: Tetrahedron Letters. 42:433-435
ISSN: 0040-4039
Popis: Treatment of 4′- O -methanesulfonyl-2′,3′- O -isopropylidenenoraristeromycin with KOBu t gave the corresponding 3′,4′-dehydro derivative, and subsequent deprotection resulted in the formation of 9-[(1′ R ,2′ S )-2′-hydroxy-3′-oxocyclopentan-1′-yl]-9- H -adenine possessing inhibitory activity against human recombinant S -adenosyl- l -homocysteine hydrolase (EC 3.3.1.1). In sharp contrast to KOBu t , when lithium azide was adopted as a base, 9-[(1′ R ,2′ S ,3′ R )-2′,3′- O -isopropylidenedioxy-4′-cyclopenten-1′-yl]-9- H -adenine was selectively obtained, and subsequent deprotection afforded DHCeA, which is a well-known potential antiviral agent.
Databáze: OpenAIRE