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KMID : 0370219980420030257
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Yakhak Hoeji
1998 Volume.42 No. 3 p.257 ~ p.264
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Synthesis of Fluorinated New Thebaine Derivatives
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김근재/Kim KJ
김수만/Kim SM
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Abstract
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5-Methylthebaine was obtained by treating thebaine with n-butyllithium and methylfluorosulfonate. Hetero Diels-Alder reaction of thebaine and 5-methylthebaine with trifluoroacet aldehyde 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.
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KEYWORD
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