5-bromo-1-(trimethylsilyl)pyrimidine-2,4(1H,3H)-dione | 124493-93-2

• 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: 5-bromo-1-(trimethylsilyl)pyrimidine-2,4(1H,3H)-dione
• CAS: 124493-93-2
• 化学式: C₇H₁₁BrN₂O₂Si
• 分子量: 263.166
• InChiKey: LTCVBBKONDVLRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  54.86
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-bromo-1-(trimethylsilyl)pyrimidine-2,4(1H,3H)-dione 、 N-mesitoyl-3,3-dimethyl-5-acetoxy-1,2-isoxazolidine 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 以0.27 g的产率得到5-Bromo-1-[3,3-dimethyl-2-(2,4,6-trimethylbenzoyl)-1,2-oxazolidin-5-yl]pyrimidine-2,4-dione
  参考文献：
  名称：

  N,O-Nucleosides from Ene Reactions of Nitrosocarbonyl Intermediates with the 3-Methyl-2-buten-1-ol

  摘要：

  Nitrosocarbonyl intermediates undergo ene reactions with allylic alcohols, affording regioisomeric adducts in fair yields. Nitrosocarbonyl benzene reacts with 3-methyl-2-buten-1-ol and follows a Markovnikov orientation and abstracts preferentially the twix hydrogens over the lone ones. With the more sterically demanding nitrosocarbonyl mesitylene and anthracene, the Markovnikov directing effect is relieved and lone abstraction is observed, affording the 5-hydroxy-isoxazolidines that serve as synthons for the preparation of N,O-nucleoside analogues according to the Vorbruggen protocol.

  DOI：

  10.1021/jo302346a
• 作为产物：
  描述：

  5-溴尿嘧啶 、 牛血清白蛋白 以 二氯甲烷 为溶剂， 生成 5-bromo-1-(trimethylsilyl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  N,O-Nucleosides from Ene Reactions of Nitrosocarbonyl Intermediates with the 3-Methyl-2-buten-1-ol

  摘要：

  Nitrosocarbonyl intermediates undergo ene reactions with allylic alcohols, affording regioisomeric adducts in fair yields. Nitrosocarbonyl benzene reacts with 3-methyl-2-buten-1-ol and follows a Markovnikov orientation and abstracts preferentially the twix hydrogens over the lone ones. With the more sterically demanding nitrosocarbonyl mesitylene and anthracene, the Markovnikov directing effect is relieved and lone abstraction is observed, affording the 5-hydroxy-isoxazolidines that serve as synthons for the preparation of N,O-nucleoside analogues according to the Vorbruggen protocol.

  DOI：

  10.1021/jo302346a

文献信息

• Synthesis and Characterization of Specific Reverse Transcriptase Inhibitors for Mammalian LINE-1 Retrotransposons
  作者：Guillermo Banuelos-Sanchez、Laura Sanchez、Maria Benitez-Guijarro、Valentin Sanchez-Carnerero、Carmen Salvador-Palomeque、Pablo Tristan-Ramos、Meriem Benkaddour-Boumzaouad、Santiago Morell、Jose L. Garcia-Puche、Sara R. Heras、Francisco Franco-Montalban、Juan A. Tamayo、Jose L. Garcia-Perez

  DOI：10.1016/j.chembiol.2019.04.010

  日期：2019.8

  LINE-1-retroelements use different mechanisms for retrotransposition, although both involve the reverse transcription of an intermediate retroelement-derived RNA. Retrotransposon activity continues to effect the germline and somatic genomes, generating interindividual variability over evolution and potentially influencing cancer and brain physiology, respectively. However, relatively little is known about

  逆转座子是在哺乳动物基因组中扩增到惊人数量的一种可转座元件（TE），包括超过三分之一的人类和小鼠基因组。长时间散布的1类元素（LINE-1或L1）反转录转座子丰富，目前在人类和小鼠基因组中具有活跃的反转录元件。同样，两个基因组中都含有长末端重复序列（LTR）的逆转座子，尽管仅在小鼠中有活性。LTR和LINE-1-逆转录元件使用不同的逆转座子机制，尽管两者都涉及中间逆向元件衍生的RNA的逆转录。反转录转座子的活性继续影响种系和体细胞基因组，在进化过程中产生个体差异，并分别影响癌症和脑部生理。然而，关于逆转座的功能后果知之甚少。在这项研究中，我们已经合成和表征了针对哺乳动物LINE-1逆转座子的逆转录酶抑制剂，这可能有助于破译体内逆转座子的功能。
• Effect of N3 Modifications on the Affinity of Spin Label ç for Abasic Sites in Duplex DNA
  作者：Sandip A. Shelke、Snorri Th. Sigurdsson

  DOI：10.1002/cbic.201100728

  日期：2012.3.19

  Spin‐label ligands: N3 derivatives of the spin label ç were synthesized and used for noncovalent site‐directed spin labeling of duplex DNAs containing abasic sites. EPR spectra showed that derivatives containing basic functional groups had higher binding affinity and solubility. These are promising candidates for distance measurement in nucleic acids by pulsed EPR spectroscopy.

  自旋标记配体：合成了自旋标记ç的N3衍生物，并用于含无碱基位点的双链DNA的非共价定点自旋标记。EPR光谱表明，含有碱性官能团的衍生物具有较高的结合亲和力和溶解性。这些是通过脉冲EPR光谱在核酸中进行距离测量的有希望的候选物。