n-butyl 3-(1'-thymine)propionate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: n-butyl 3-(1'-thymine)propionate
• 英文别名: 3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)propionic acid butyl ester；Butyl 3-(5-methyl-2,4-dioxopyrimidin-1-yl)propanoate
• 化学式: C₁₂H₁₈N₂O₄
• 分子量: 254.286
• InChiKey: ZAIZWVQWSUDOTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯酸丁酯 、 胸腺嘧啶 在 lipozyme Thermomyces lanuginosus IM 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以68%的产率得到n-butyl 3-(1'-thymine)propionate
  参考文献：
  名称：

  在连续流动的微反应器中 ，脂肪酶TL IM催化来自羊毛嗜热霉菌的嘧啶嘧啶衍生物与丙烯酸酯的迈克尔加成反应†

  摘要：

  描述了在连续流微反应器中脂肪酶催化的嘧啶衍生物的迈克尔加成到丙烯酸酯。还研究了迈克尔受体和相应供体的结构对酶促加成的影响。该方法的重要特征包括温和的反应条件，短的反应时间（30分钟）和高收率。

  DOI：

  10.1039/c3ra47470d

文献信息

• Alkaline Protease from<i>Bacillus subtilis</i>Catalyzed Michael Addition of Pyrimidine Derivatives to α,β-Ethylenic Compounds in Organic Media
  作者：Xian-Fu Lin、Ying Cai、Xiao-Feng Sun、Na Wang

  DOI：10.1055/s-2004-815982

  日期：——

  Michael addition reactions of pyrimidine derivatives to α,β-ethylenic compounds were catalyzed by an alkaline protease from Bacillus subtilis in DMSO at 50 °C. The structure of adducts were determined by 1R, NMR and MS. The yields were from 20% to 84%.

  嘧啶衍生物与 α,β-烯属化合物的迈克尔加成反应由来自枯草芽孢杆菌的碱性蛋白酶在 50°C 的 DMSO 中催化。加合物的结构通过1R、NMR和MS确定。产率为20%至84%。
• Facile Aza-Michael Additions of Uracil Derivatives to Acrylates
  作者：Shuguang Zhou、Mingxia Xu、Siyu Ye、Dashuai Li、Jing Xu、Pei Mao、Jing Xiong

  DOI：10.3184/174751912x13282923623804

  日期：2012.2

  24 Aza-Michael adducts were synthesised in moderate to excellent yields by the addition of 5-substituted uracils to acrylates with ethylamine as a catalyst. Many of the adducts were obtained in almost quantitive yield without column chromatography. The procedure provideded an efficient approach to the synthesis of N-1 uracil adducts using acrylates as acceptors. The structures of the compounds were determined by ¹H NMR, ¹³C NMR, mass spectra and X-ray crystallography analyses. The uracil unit is present in DNA and related natural products and has a broad spectrum of biological activity.

  以乙胺为催化剂，将 5-取代的尿嘧啶加到丙烯酸酯中，合成了 24 种 Aza-Michael 加合物，收率从中等到极好。许多加合物无需柱层析即可获得几乎定量的产率。该方法提供了一种以丙烯酸酯为受体合成 N-1 尿嘧啶加合物的有效途径。化合物的结构是通过 1H NMR、13C NMR、质谱和 X 射线晶体学分析确定的。尿嘧啶单元存在于 DNA 和相关天然产物中，具有广泛的生物活性。
• An electron-impact mass spectral (EIMS) study of N-1 and C-6 carboxyalkyl- and alkoxycarbonylalkyl-substituted derivatives of uracil
  作者：E. Wyrzykiewicz、Z. Kazimierczuk

  DOI：10.1002/jhet.5570350216

  日期：1998.3

  The electron impact (EI) induced mass spectral fragmentation of seventeen, including seven newly synthesized, N-1 and C-6 carboxyalkyl- and alkoxycarbonylalkyl-substituted derivatives of uracil and thymine was investigated. Fragmentation pathways are proposed on the basis of accurate mass and metastable transition measurements. The correlation between the intensities of the M+* and selected fragment

  电子冲击（EI）诱导的质谱碎裂为17，其中包括7个新合成的尿嘧啶和胸腺嘧啶的N-1和C-6羧基烷基和烷氧基羰基烷基取代的衍生物。在精确的质量和亚稳态跃迁测量的基础上提出了断裂途径。讨论了M + *强度与这些化合物的选定碎片离子之间的相关性。获得的数据为区分异构体和同分异构体提供了基础。
• Michael addition of pyrimidine derivatives with acrylates catalyzed by lipase TL IM from Thermomyces lanuginosus in a continuous-flow microreactor
  作者：Li-Hua Du、Hui-Min Ling、Xi-Ping Luo

  DOI：10.1039/c3ra47470d

  日期：——

  Lipase-catalyzed Michael addition of pyrimidine derivatives to acrylates in a continuous-flow microreactor is described. The influence of the structure of the Michael acceptor and the corresponding donor on the enzymatic addition was also investigated. The important features of this method include mild reaction conditions, short reaction times (30 min) and high yields.

  描述了在连续流微反应器中脂肪酶催化的嘧啶衍生物的迈克尔加成到丙烯酸酯。还研究了迈克尔受体和相应供体的结构对酶促加成的影响。该方法的重要特征包括温和的反应条件，短的反应时间（30分钟）和高收率。