嘧啶核苷类似物。X. 5-取代的1-(1,3-二羟基丙基-2)尿嘧啶

Pyrimidine nucleoside analogues.X. 5-Substituted 1-(1,3-dihydroxypropyl-2) uracils.

作者信息

Hiller S A, Zarin D E, Zhuk R A

出版信息

Nucleic Acids Res. 1976 Mar;3(3):721-7. doi: 10.1093/nar/3.3.721.

DOI:10.1093/nar/3.3.721

PMID:5709

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC342936/

Abstract

A convenient method is suggested for synthesis of uracil-1-malonic acid diethyl ester by alkylating 2,4-bis(trimethylsilyl) uracil with bromo-malonic acid diethyl ester. This compound has been shown to hydrolyze with NaOH yielding either uracil or uracil-1-acetic acid, depending on reaction conditions. Similarly, thymine-1-malinic acid diethyl ester and 5-fluorouracil-1,3-dimalonic acid tetraethyl ester were obtained. 1-(1,3-Dihydroxypropyl)uracil has been obtained by reducing uracil-1-malonic acid diethyl ester with NaBH4.

摘要

提出了一种通过用溴代丙二酸二乙酯烷基化2,4-双（三甲基硅基）尿嘧啶来合成尿嘧啶-1-丙二酸二乙酯的简便方法。已证明该化合物在氢氧化钠作用下水解，根据反应条件可生成尿嘧啶或尿嘧啶-1-乙酸。同样，得到了胸腺嘧啶-1-丙二酸二乙酯和5-氟尿嘧啶-1,3-二丙二酸四乙酯。用硼氢化钠还原尿嘧啶-1-丙二酸二乙酯得到了1-（1,3-二羟基丙基）尿嘧啶。

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