Organic chemistry of nucleic acids.
Organic chemistry of nucleic acids.
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核酸有机化学。
DOI：
10.1002/jcp.1030380404
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发表时间：
1951
期刊：
影响因子：
--
通讯作者：
Alexander Todd
中科院分区：
文献类型：
--
作者：
A. Michelson;Daniel M. Brown;L. J. Hayenes;Alexander Todd
在核苷的合成中，出现了4种方法：（a）乙酰卤糖与2, 6-二烷氧基嘧啶缩合（Hilbert和Johnson，'30），（b）乙酰卤糖与嘧啶或嘌呤的银盐相互作用（Fischer，'14），（c）糖与某些4, 6-二氨基嘧啶缩合，然后合成乙恶林环（Todd 等人，'43 至'50），（d）合适的乙恶林糖苷衍生物的闭环（Baxter 和 Spring，'47）。与天然核苷相同的胞苷（3-BD-呋喃核糖胞嘧啶）已通过第一种方法合成（Howard、Lythgoe 和 Todd，'47）。 2, 6-二乙氧基嘧啶与乙酰溴呋喃糖相互作用得到胶状产物，用甲醇氨处理该胶状产物产生碱混合物，苦味酸盐分馏后从中得到纯硫酸胞苷。 Visser 和同事 ('48) 使用这种方法制备了多种嘧啶糖苷。
In the synthesis of nucleosides, 4 methods have emerged:(a) condensation of the acetohalogen sugar with 2, 6-dialkoxypyrimidines (Hilbert and Johnson,'30),(b) interaction of an acetohalogen sugar with the silver salt of the pyrimidine or purine (Fischer,'14),(c) condensation of sugars with certain 4, 6-diaminopyrimidines, followed by synthesis of the glyoxaline ring (Todd et al.,'43 to'50),(d) ring closure of a suitable glyoxaline glycoside derivative (Baxter and Spring,'47).Cytidine (3-BD-ribofuranosidocytosine) identical with the natural nucleoside, has been synthesized by the first method (Howard, Lythgoe, and Todd,'47). Interaction of 2, 6-diethoxypyrimidine with acetobromoribofuranose gave a gummy product which on treatment with methanolic ammonia yielded a mixture of bases, from which pure cytidine sulphate was obtained after fractionation of the picrates. This method has been used by Visser and co-workers ('48) to prepare a number of pyrimidine glycosides.