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KMID : 1059519910350030233
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Journal of the Korean Chemical Society
1991 Volume.35 No. 3 p.233 ~ p.239
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Synthesis of Novel Acyclonuclosides : Study on the Synthesis and Characteristics of New N1-Substituted 5-Fluorouracil
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Jung Seung-Ho
Yoon Yong-Jin
Lee Chong-Kwang
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Abstract
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N1-alkyl-5-fluorouracil derivatives from 2-chloro-ethylacrylate(CEA) were synthesized. The reaction of 5-fluorouracil(5-FU) with 2-chloroethyl acrylate gave 1-hydroxyethyl-5-fluorouracil(HEFU) in 70% yield. The treatment of HEFU with acryloyl chloride afforded 1-acryloyloxyethyl-5-fluorouracil (AOEFU). Poly(1-acryloyloxyethyl-5-fluorouracil)[Poly(AOEFU)] was also synthesized from 5-fluorouracil and Poly(CEA). The hydrolysis rates of N1-alkyl-5-fluorouracil derivatives were observed by means of UV spectrophotometer at 265 nm in ethanol-water(1 : 1); k = the constant of hydrolysis rate, k = 1.38 × 10-4/sec for HEFU, k = 9.25 × 10-5/sec for AOEFU, k = 4.16 × 10-5/sec for Poly(AOEFU). The differential thermal analysis and thermogravimetry of 5-fluorouracil derivatives have been discussed.
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