ChemInform Abstract: Nitroacetyl Group as a Peptide Synthon: Synthesis of Dipeptides with an α,α-Bisallylglycine Residue at the N-Terminus

Autor:	Srinivasachari Rajappa, Sulur G. Manjunatha, Pabba Chittari
Rok vydání:	2010
Předmět:	chemistry.chemical_classification N-terminus Residue (chemistry) Chemistry Stereochemistry Synthon Peptide General Medicine Catalysis
Zdroj:	ChemInform. 22
ISSN:	0931-7597
DOI:	10.1002/chin.199143216
Popis:	N-Nitroacetyl derivatives of L-proline, L-valine, and L-phenylalanine esters were prepared in two steps under mild conditions (Scheme 2). Regiospecific mono- and bis-allylation of these nitroacetyl derivatives were accomplished in presence of a Pd(0) catalyst. The bis-allyl derivatives 7-9 were obtained in 40-75% yield. The tertiary NO 2 group in these compounds could be transformed into an acetylamino group by Zn/AcOH/Ac 2 O. The final products 11-13 are dipeptides in which the N-terminal glycine residue bears two α-allyl substituents.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8d3a0702a4ee1cad94501b6792ee160b https://doi.org/10.1002/chin.199143216 Zobrazit plný text záznamu Plný text