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An improved synthesis of an umbelliferyl 5-thioxylopyranoside, precursor of the antithrombotic drug Iliparcil

…, M Baudry, G Descotes, JP Praly, V Barberousse

文献索引:Collette, Yolande; Ou, Khan; Pires, Joaquim; Baudry, Michel; Descotes, Gerard; Praly, Jean-Pierre; Barberousse, Veronique Carbohydrate Research, 1999 , vol. 318, # 1-4 p. 162 - 166

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被引用次数: 7

摘要

4-Ethyl-2-oxo-2H-1-benzopyran-7-yl 2, 3, 4-tri-O-acetyl-5-thio-β-d-xylopyranoside, a synthetic intermediate of the orally active antithrombotic compound Iliparcil, has been prepared in 44–47% isolated yield. Different conditions were used for the glycosylation of 4- ethyl-2H-7-hydroxy-1-benzopyran-2-one 6 applying 2, 3, 4-tri-O-acetyl-5-thio-d- xylopyranosyl bromide (2), the analogous β-chloride 3 or the α-trichloroacetimidate 5 as ...