5-取代尿嘧啶衍生物掺入核酸。第四部分。5-乙炔基尿嘧啶的合成。
Incorporation of 5-substituted uracil derivatives into nucleic acids. Part IV. The synthesis of 5-ethynyluracil.
作者信息
Barr P J, Jones A S, Walker R T
出版信息
Nucleic Acids Res. 1976 Oct;3(10):2845-9. doi: 10.1093/nar/3.10.2845.
Abstract
5-Acetyluracil (I) has been treated with POCI3 to give 5-(1-chlorovinyl)-2,4-dichloropyrimidine (II). Treatment of II with KOEt gave a mixture of 2-ethoxy-5-ethynyl-4 (3H)-pyrimidinone (IIIA) and 4-ethoxy-5-ethynyl-2 (1H)-pyrimidinone (IIIB). IIIA and IIIB were isolated and characterised. The mixture of IIIA and IIIB upon treatment with HCI gave 5(1-chlorovinyl)uracil (IV). Reaction of IV with KOEt gave 5-ethynyluracil (V). 5-Ethynyluracil was more easily obtained by the treatment of II with KOH in aqueous dioxan.
摘要
5-乙酰尿嘧啶（I）用三氯氧磷处理得到5-(1-氯乙烯基)-2,4-二氯嘧啶（II）。II用乙醇钾处理得到2-乙氧基-5-乙炔基-4（3H）-嘧啶酮（IIIA）和4-乙氧基-5-乙炔基-2（1H）-嘧啶酮（IIIB）的混合物。IIIA和IIIB被分离并表征。IIIA和IIIB的混合物用盐酸处理得到5(1-氯乙烯基)尿嘧啶（IV）。IV与乙醇钾反应得到5-乙炔基尿嘧啶（V）。通过在含水二氧六环中用氢氧化钾处理II能更轻易地得到5-乙炔基尿嘧啶。
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