Isolation, structure elucidation, and synthesis of novel penicillin degradation products: thietan-2-ones

Autor:	Walter J. Smith, Edward K. Chess, Michael L. Vieira, Michal Sabat, Robin P. Attrill, John H. C. Nayler, Kirk A. Ashline, Jeremy R. Everett, David E. Pereira, J. Peter Clayton, Ernest A. Cutmore, John W. Tyler
Rok vydání:	1990
Předmět:	Ultraviolet visible spectroscopy Bicyclic molecule Chemistry Stereochemistry medicine Infrared spectroscopy Nuclear magnetic resonance spectroscopy Mass spectrometry Combinatorial chemistry Chemical synthesis Oxacillin Sodium Nafcillin Sodium medicine.drug
Zdroj:	Journal of the Chemical Society, Perkin Transactions 2. :1559
ISSN:	1364-5471 0300-9580
DOI:	10.1039/p29900001559
Popis:	High-field nuclear magnetic resonance spectroscopy, mass spectrometry, infrared spectroscopy, and ultraviolet spectroscopy were used to determine the structures of two novel degradation productions of the penicillins sodium nafcillin (1) and sodium oxacillin (2). The degradation products of compounds (1) and (2) were found to possess the novel thietan-2-one structures (3)and (4), respectively. The structure of compound (4) was confirmed by chemical synthesis via two independent routes. The structure of compound (3) was confirmed by single-crystal X-ray crystallography.
Databáze:	OpenAIRE
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