【药物名称】Sch-59761
化学结构式(Chemical Structure):
参考文献No.32348
标题:Adenosine derivs. having A2 agonist activity
作者:Cristalli, G. (Schering Corp.)
来源:US 5593975; WO 9322328
合成路线图解说明:

2-Iodoadenosine (I) was protected as the ketal (II) on treatment with p-toluenesulfonic in an excess of acetone. This compound was oxidized to the acid (III) with potassium permanganate in aqueous alkaline solution. Deprotection of the ketal was accomplished on heating in 50% formic acid to give IV, which was then esterified in ethanolic solution by means of dropwise addition of thionyl chloride. The resulting ethyl ester (V) was dissolved in liquid ethylamine to afford amide (VI). Finally, VI was coupled with 1-phenyl-2-propyn-1-ol (VII) in the presence of triethylamine and a trace of bis(triphenylphosphine)palladium dichloride and cuprous iodide, to yield the title compound.

参考文献No.404966
标题:2-Alkynyl derivatives of adenosine-5'-N-ethylurona
作者:Cristalli, G.; Volpini, R.; Vittori, S.; Camaioni, E.; Monopoli, A.; Conti, A.; Dionisotti, S.; Zocchi, C.; Ongini, E.
来源:J Med Chem 1994,37(11),1720
合成路线图解说明:

2-Iodoadenosine (I) was protected as the ketal (II) on treatment with p-toluenesulfonic in an excess of acetone. This compound was oxidized to the acid (III) with potassium permanganate in aqueous alkaline solution. Deprotection of the ketal was accomplished on heating in 50% formic acid to give IV, which was then esterified in ethanolic solution by means of dropwise addition of thionyl chloride. The resulting ethyl ester (V) was dissolved in liquid ethylamine to afford amide (VI). Finally, VI was coupled with 1-phenyl-2-propyn-1-ol (VII) in the presence of triethylamine and a trace of bis(triphenylphosphine)palladium dichloride and cuprous iodide, to yield the title compound.

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