Enantioselective enzymatic aminolysis of a racemic 2-isoxazolylacetate alkyl ester

Autor:	Amy E Sigmund, Kenneth C McNulty, Dzuy Nguyen, Charlotte E Silverman, Philip Ma, Jaan A Pesti, Robert DiCosimo
Rok vydání:	2002
Předmět:	chemistry.chemical_classification Platelet Glycoprotein IIb Antithrombotic Agent Stereochemistry Organic Chemistry Antagonist Enantioselective synthesis General Chemistry Sulfonic acid Catalysis Aminolysis Enzyme chemistry Alkyl
Zdroj:	Canadian Journal of Chemistry. 80:608-612
ISSN:	1480-3291 0008-4042
DOI:	10.1139/v02-004
Popis:	The present invention relates to a process for the enantioselective enzymatic aminolysis of racemic 2-[3-(4-cyanophenyl)-4,5-dihydro-5-isoxazolyl]acetate ((R/S)-I) by methyl Nα-Boc-L-α,β-diaminoproprionate.p-toluenesulfonic acid. More specifically, this invention pertains to a process for the enantioselective enzymatic aminolysis of racemic isobutyl 2-[3-(4-cyanophenyl)-4,5-dihydro-5-isoxazolyl]-acetate by methyl Nα-Boc-L-α,β-diaminoproprionate.p-toluene sulfonic acid to produce (R)-methyl-3-[[[3-(4-cyanophenyl)-4,5-dihydro-5-isoxazolyl]acetyl]amino]-N-(butoxycarbonyl)-L-alanine, an intermediate in the preparation of roxifiban, an isoxazoline-based platelet glycoprotein IIb/IIIa antagonist which has activity as an antithrombotic agent.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c6c959ee4f379b20a2e039f3c2325afc https://doi.org/10.1139/v02-004 Zobrazit plný text záznamu Plný text ve formátu PDF