Oxidative ring-opening of rel-(2R,3R,5S)-5-aryl-2-benzoylamino-6,7-bis(methoxycarbonyl)-2,3-dihydro-1-oxo-3-phenyl-1H,5H-pyrazolo[1,2-a]-pyrazoles. Synthesis of rel-(2R,3R)-3-phenyl-3-[5-aryl-3,4-bis(methoxycarbonyl)pyrazolyl-1]alanine esters

Authors
Preseren, A Svete, J Stanovnik, B
Citation
A. Preseren et al., Oxidative ring-opening of rel-(2R,3R,5S)-5-aryl-2-benzoylamino-6,7-bis(methoxycarbonyl)-2,3-dihydro-1-oxo-3-phenyl-1H,5H-pyrazolo[1,2-a]-pyrazoles. Synthesis of rel-(2R,3R)-3-phenyl-3-[5-aryl-3,4-bis(methoxycarbonyl)pyrazolyl-1]alanine esters, J HETERO CH, 36(3), 1999, pp. 799-801
Citations number
10
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
36
Issue
3
Year of publication
1999
Pages
799 - 801
Database
ISI
SICI code
0022-152X(199905/06)36:3<799:OROR>2.0.ZU;2-8
Abstract
rel-(2R,3R)-N-Benzoylamino-6,7-bis(methoxycarbonyl)-2,3-dihydro-1-oxo-1H,5H -pyrazolo[1,2-a]pyrazoles 5, accesible by cycloaddition of dimethyl acetyle nedicarboxylate (3) to (1Z)-rel-(4R,5R)-1-arylmethylidene-4-benzoylamino-5- phenyl-3-pyrazolidinone-1-azomethine imines 4, undergo oxidative ring cleav age with methanolic bromine giving rel-(2R,3R)-N-benzoyl-3-phenyl-3-[5-aryl -3,4-bis(methoxycarbonyl) pyrazolyl-1]alanine methyl esters 6 as products.