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Synthesis of protopine. A novel conversion of the protoberberine alkaloid stylopine to a tetrahydrodibenz[ c,g ]azecine derivative
Author(s) -
Kulkarni B. K.,
Dhar R. K.,
De Souza N. J.
Publication year - 1990
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570270327
Subject(s) - protopine , chemistry , alkaloid , methiodide , derivative (finance) , sodium hydride , yield (engineering) , stereochemistry , organic chemistry , materials science , metallurgy , financial economics , economics
Treatment of the methiodide of the protoberberine alkaloid, stylopine, (3) with sodium hydride in dimethyl sulfoxide afforded in 70% yield the tetrahydrodibenz[ c,g ]azecine derivative 4, a key intermediate in the synthesis of protopine.