6'(α)-메칠 측쇄를 가진 신규 카복사이클릭 뉴크레오사이드의 입체선택적 합성

Abstract

A new stereoselective synthesis of 6'-branched Carbovir analogues was accomplished in this study. The introduction of a methyl group in the requisite 6'-(α)-position was carried out using an ester enolate alkylation (LiHMDS. CH₃I). The desired cyclopentenol 7, 12 was synthesized via a Felkin-Anh-controlled Grignard addition and ring-closing metathesis using second-generation Grubbs' catalyst. The natural bases (adenine, cytosine) were efficiently coupled using a Pd(0) catalyst. When the synthesized compounds were examined for their activity against several viruses such as the HIV-1, HSV-1, HSV-2, and HCMV, the adenine analogue 12, 25 exhibited moderate antiviral activity against the HCMV.