Synthesis of protected derivatives of 3-pyrrolylalanine

Autor:	David A. Tirrell, Jody Beecher
Rok vydání:	1998
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Double bond Chemistry Organic Chemistry Drug Discovery Organic chemistry Biochemistry Isopropyl Formylation Pyrrole
Zdroj:	Tetrahedron Letters. 39:3927-3930
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(98)00722-9
Popis:	Protected derivatives of 3-pyrrolylalanine (3-PA) have been synthesized starting with N-tri(isopropyl)silylpyrrole. Following formylation and Boc protection, treatment with (±)-N-(benzyloxycarbonyl)-α-phosphonoglycine trimethyl ester provided a fully protected dehydro-3-pyrrolylalanine. Reduction of the double bond and removal of the methyl ester groups yielded 3-PA protected at the α- and pyrrole nitrogens. 3-PA is only transiently stable following N-deprotection.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::7c1e41e03d2e135038e86191e0bdc81a https://doi.org/10.1016/s0040-4039(98)00722-9 Zobrazit plný text záznamu Full Text from ScienceDirect