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Studies towards the synthesis of the benzodiazepine alkaloid auranthine
Author(s) -
Witt Anette,
Gustavsson Annika,
Bergan Jan
Publication year - 2003
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.5570400103
Subject(s) - chemistry , diazepine , benzodiazepine , derivative (finance) , acetylation , alkaloid , dehydration , butyric acid , organic chemistry , total synthesis , stereochemistry , ring (chemistry) , biochemistry , receptor , financial economics , economics , gene
Different approaches towards the synthesis of auranthine have been investigated. A completed synthesis of 3‐[2‐(4‐oxo‐3,4‐dihydro‐quinazolin‐2‐yl)‐3,4‐dihydro‐1H‐benzo[e][1,4]‐diazepine‐2,5‐dione, an auranthine precursor, which after dehydration with 50% propylphophonic acid anhydride solution in ethl acetate and DMA gave a C‐acetyl derivative of aurnathine. Additionally studies towards the synthesis of fused quinazolinones yielded the C‐acetylated pyrido[2,1‐b]quinazolinones or butyric acid derivatives.