Data di Pubblicazione:
2015
Citazione:
Synthesis of the antitumoral nucleoside capecitabine through a chemo-enzymatic approach / S. Ciceri, P. Ciuffreda, P. Grisenti, P. Ferraboschi. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 56:43(2015), pp. 5909-5913. [10.1016/j.tetlet.2015.09.027]
Abstract:
Capecitabine is a 50-deoxynucleoside endowed with antitumoral activity. We planned a new approach to
its synthesis: a cross linked enzyme aggregate subtilisin (Alcalase CLEA)-catalyzed alcoholysis allowed
the selective deprotection of primary acetyl ester of the N1-(20,30,50-tri-O-acetyl-b-D-ribofuranosyl)-5-fluoro-
N4-(n-pentyloxycarbonyl)cytosine affording the corresponding 50-hydroxyderivative; the 50-alcohol
was transformed into the methyl group of capecitabine after a careful investigation about the best reducing
agent and reaction conditions.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Biocatalysis; Alcoholysis; 5-Fluoronucleoside;Reductive dehalogenation
Elenco autori:
S. Ciceri, P. Ciuffreda, P. Grisenti, P. Ferraboschi
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