DUGi: Ítem | Recercat - Synthesis of new unnatural Nα-Fmoc pyrimidin-4-one amino acids: use of the p-benzyloxybenzyloxy group as a pyrimidinone masking group

Ítem

Director:	Ministerio de Ciencia e Innovación (Espanya)
Autor:	El Marrouni El Ghazaoui, Abdellatif Heras i Corominas, Montserrat
Resum:	The p-benzyloxybenzyloxy group is used to mask the oxo function of the 4(3H)-pyrimidinone ring in the synthesis of new unnatural amino acids. The synthetic approach is based on an aromatic nucleophilic substitution reaction between 4-[4-(benzyloxy)benzyloxy]-2-(benzylsulfonyl)pyrimidine and the nucleophilic side chain of several Nα-Boc amino esters, as the key step, followed by a series of standard protecting group transformations. p-Benzyloxybenzyloxy is efficiently removed under mild acid conditions to recover the 4(3H)-pyrimidinone system This work was supported by grants from the Spanish Ministerio de Economía y Competitividad (MINECO) (AGL2009-13255-C02-02/AGR and AGL2012-39880-C02-02)
Accés al document:	http://hdl.handle.net/2072/299089
Llenguatge:	eng
Editor:	Royal Society of Chemistry (RSC)
Drets:	Tots els drets reservats
Matèria:	Aminoàcids -- Síntesi Amino acids -- Synthesis
Títol:	Synthesis of new unnatural Nα-Fmoc pyrimidin-4-one amino acids: use of the p-benzyloxybenzyloxy group as a pyrimidinone masking group
Tipus:	info:eu-repo/semantics/article
Repositori:	Recercat