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.
Full text
PDF
Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- BAKER B. R., CHHEDA G. B. NONCLASSICAL ANTIMETABOLITES. 18. SIMULATION OF 5'-PHOSPHORIBOSYL BINDING. II. OMEGA-URACIL ALKANOIC ACIDS RELATED TO 2'-DEOXYURIDYLATE. J Pharm Sci. 1965 Jan;54:25–30. doi: 10.1002/jps.2600540107. [DOI] [PubMed] [Google Scholar]
- Giller S. A., Gren E. Ia, Shomshtein Z. A., Zhuk R. A., Berzin' V. M. Sintez i svoistva analogov polinukleotidov na osnove N1-(1,4-dioksibutil-2)-timina. Dokl Akad Nauk SSSR. 1975;221(2):473–476. [PubMed] [Google Scholar]