Synthesis of α,α-Difluoro-β-amino Esters orgem-Difluoro-β-lactams as Potential Metallocarboxypeptidase Inhibitors

Autor:	Jean-Charles Quirion, Philippe Gloanec, Guillaume De Nanteuil, Nicolas Boyer, Philippe Jubault
Rok vydání:	2008
Předmět:	chemistry.chemical_compound Amino esters Chemistry Stereochemistry Organic Chemistry Functional group β lactams Organic chemistry Physical and Theoretical Chemistry Reformatsky reaction
Zdroj:	European Journal of Organic Chemistry. 2008:4277-4295
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200800363
Popis:	The synthesis of gem-difluorinated β-lactams and gem-difluorinated β-amino acids, each possessing a potential basic functional group, from ethyl bromodifluoroacetate and either imines (for β-lactams) or N-(α-aminoalkyl)benzotriazoles (for β-amino esters) was investigated. A series of these compounds were used for the design of novel metallocarboxypeptidase inhibitors. N-Alkylation and N-acylation of these two versatile scaffolds were carried out, leading to the expected targets in moderate to good yields.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Databáze:	OpenAIRE
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