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The synthesis and chemistry of [11‐ 14 C]‐dibenz[b,f] [1,4]oxazepine
Author(s) -
Harrison J. M.,
Inch T. D.,
Upshall D. G.
Publication year - 1978
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580140310
Subject(s) - chemistry , hydrolysis , pyridine , ether , chromium trioxide , chromium , medicinal chemistry , stereochemistry , organic chemistry
Abstract The synthesis of [11‐ 14 C]‐dibenz[b,f][1,4]oxazepine 1 is described. Chromium trioxide – pyridine oxidation of 1 gives [11‐ 14 C]‐10, 11‐dihydrodibenz [b,f][1,4] oxazepin‐11‐one 3 which on hydrolysis gives 2‐amino‐2′‐[ 14 C]‐carboxydiphenylether 4. Hydrogenation of 1 affords [11‐ 14 C]‐10, 11‐dihydrodibenz[b,f][1,4]oxazepine 5. The enzymic conversion of 1 into 2‐amino‐2′‐[ 14 C]‐hydroxymethyldiphenyl ether 6 is described.