Asymmetric synthesis of novel pseudo-D-vinylcyclopropyl nucleosides bearing quaternary carbon as potential anti-herpesvirus agent.
Pseudo-D-vinylcyclopropyl nucleosides 10-12 bearing a quaternary carbon were designed and synthesized starting from (R)-epichlorohydrin using a tandem reaction of double alkylation and lactonization via oxirane-ring opening reaction, a Wittig reaction, and chemoselective reduction as potential anti-herpesvirus agent.
College of Pharmacy and Research Institute for Drug Development, Pusan National University, Busan, Korea.
Ah-Young
AY
Park
Hyung Ryong
HR
Moon
Kyung Ran
KR
Kim
Moon Woo
MW
Chun
Lak Shin
LS
Jeong
D000478:Alkylation; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015195:Drug Design; D004811:Epichlorohydrin / Q000737:chemistry; D006564:Herpesviridae / Q000187:drug effects*; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000737:chemistry
D000998:Antiviral Agents; D009705:Nucleosides; D014753:Vinyl Compounds; D004811:Epichlorohydrin