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A new Method for the Synthesis of 5-Benzyl-1-(2-Hydroxyethoxy Methyl)Uracil (Bau), A Potent Uridine Phosphorylase Inhibitor, And Its N3-And N1, N3, -Substituted Analogs
Synthetic Communications ( IF 1.8 ) Pub Date : 1988-06-01 , DOI: 10.1080/00397918808060877
Tai-Shun Lin , Mao-Chin Liu

Abstract A new methodology for the synthesis of 5-benzyl-l-(2-hydroxyethoxymethyl)uracil (BAU)2 (1), a potent uridine phosphorylase inhibitor, has been developed. The coupling of bis(trimethylsilyl) derivative of 5-benzyl uracil with 2-acetoxyethoxymethyl bromide, followed by removal of the protecting 0-acetyl group, afforded compound 1. However, treatment of the silyl derivatives of 5-benzyluracil with 2-acetoxyethyl acetoxymethyl ether in the presence of stannic chloride as catalyst, followed by deblocking, gave three products,1, 2 and 3, respectively.

中文翻译:

一种合成 5-Benzyl-1-(2-Hydroxyethoxy Methyl)Uracil (Bau)、一种有效的尿苷磷酸化酶抑制剂及其 N3-和 N1、N3、-取代类似物的新方法

摘要 已开发出一种用于合成 5-苄基-1-(2-羟基乙氧基甲基)尿嘧啶 (BAU)2 (1)(一种有效的尿苷磷酸化酶抑制剂)的新方法。5-苄基尿嘧啶的双(三甲基甲硅烷基)衍生物与 2-乙酰氧基乙氧基甲基溴偶联,然后去除保护性 0-乙酰基,得到化合物 1。 然而,用 2-乙酰氧基乙基乙酰氧基甲基处理 5-苄基尿嘧啶的甲硅烷基衍生物在氯化锡作为催化剂的存在下,乙醚,然后解封,分别得到三种产物 1、2 和 3。
更新日期:1988-06-01
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