불소기가 치환된 새로운 티베인 유도체 합성-진통작용 검색 및 친화력 검토를 중심으로

Synthesis of Fluorinated New Thebaine Derivatives

5-Methylthebaine was obtained by treating thebaine with n-butyllithium and methylfluorosulfonate. Hetero Diels-Alder reaction of thebaine and 5-methylthebaine with trifluoroacetaldehyde afforded 14-beta-(triflu-oro-2-hydroxyethyl)codeine (2) and 14-beta-(trifluoro-2-hydroxyethyl)-5-methylcodeinone (9). 6-alpha-OH compound (4) was obtained by employing CeCl2 and NaBH4. After synthesized a derivative substituted for 3-OH (5), using boron tribromied, We synthesized a new derivative that make double bond in C-7, C-8 into epoxode (6), (10). Through inspecting an influence on structure-activity and analgetic action, we are going to examine which opiold acceptor has a selectivity.