형태학적으로 고정된 뉴클레오사이드 주요중간체의 Enantioselective 합성법 탐색

• 영문명: An Approach to the Enantioselective Synthesis of the Crucial Intermediate of Conformationally Locked Nucleosides
• 발행기관: 대한약학회
• 저자명: 김순애(Soon-Ai Kim) 김학성(Hak Sung Kim)
• 간행물 정보: 『약학회지』제54권 제6호 (2010년), 474~480쪽, 전체 7쪽
• 주제분류: 의약학 > 기타의약학
• 파일형태: PDF
• 발행일자: 2010.12.31

영문 초록

Conformationally locked nucleosides are important in searching selective agonists and antagonists for P2Y receptors. There were two previous synthetic works of the crucial intermediate, cyclopentenyl alcohol (3), which had some inefficiency like using too strong dianionic base and synthesis of racemate. Here we describes a facile synthesis of the intermediate using Sharpless epoxidation and the opening of epoxide ring using zinc, followed by Grubb's metathesis as key steps. The intermediate was converted to the southern bicyclo[3.2.0]heptane for confirming its usefulness.

키워드

nucleoside enantioselective Sharpless oxidation bicyclo[3.2.0]heptane