A novel route to synthesize Freidinger lactams by microwave irradiation

Autor:	LAMA, T, CAMPIGLIA, P, AURIEMMA, L, GOMEZ MONTERREY, CAROTENUTO, ALFONSO, NOVELLINO, ETTORE, GRIECO, PAOLO
Přispěvatelé:	Lama, T, Campiglia, P, Carotenuto, Alfonso, Auriemma, L, Gomez, Monterrey, Novellino, Ettore, Grieco, Paolo
Jazyk:	angličtina
Rok vydání:	2005
Předmět:	chemistry.chemical_classification Alkylation Lactams Molecular Structure Stereochemistry Chemistry Molecular Conformation Biochemistry Amino acid chemistry.chemical_compound Endocrinology Solid-phase synthesis Electrophile Peptide synthesis Lactam Side chain Molecule Amino Acids Microwaves
Popis:	The incorporation of a Freidinger-like lactam structure into the backbone of peptides has been proven to be an useful strategy in the design of a variety of conformationally restricted targets. Several different strategies have been developed toward Freidinger lactams but no one resulted to be completely facile. Here, we report an efficient strategy that involves the iodo-derivatives in side chain of an appropriate amino acid used as electrophilic agent, and the standard solid phase peptide synthesis assisted by microwave irradiation. The methodology developed could be useful to perform Freidinger-like lactams with defined stereochemistry for routine use in solid phase peptide chemistry.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::27233be7e06ea63d222ebf33a0b0642a http://hdl.handle.net/11588/201294 Zobrazit plný text záznamu