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.
Park
Ah-Young
AY
College of Pharmacy and Research Institute for Drug Development, Pusan National University, Busan, Korea.
Moon
Hyung Ryong
HR
Kim
Kyung Ran
KR
Chun
Moon Woo
MW
Jeong
Lak Shin
LS
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