{2-[[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-(2-oxo-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester | 637005-37-9

• 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: {2-[[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-(2-oxo-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[2-[[2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetyl]-(2-oxoethyl)amino]ethyl]carbamate
• CAS: 637005-37-9
• 化学式: C₁₆H₂₄N₄O₆
• 分子量: 368.39
• InChiKey: AGEMSZWUXUOUFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  {2-[[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-(2-oxo-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester 、 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(2-amino-6-oxo-3H-purin-9(6H)-yl)acetamido)acetic acid 生成
  参考文献：
  名称：

  Efficient and Sequence-Specific DNA-Templated Polymerization of Peptide Nucleic Acid Aldehydes

  摘要：

  On the basis of the distance-dependence of DNA-templated reductive amination reactions and of recent findings of D. Lynn and co-workers, we developed DNA-templated polymerizations of synthetic peptide nucleic acid (PNA) aldehydes. The coupling reactions proceed in a highly efficient and sequence-specific manner, even in the presence of mixtures of PNA aldehydes of different sequence. Synthetic peptide nucleic acid polymers containing as many as 40 PNA units (representing 10 consecutive coupling reactions) were formed efficiently. The ease of preparing PNAs containing tailor-made functional groups together with these findings raises the possibility of evolving synthetic sequence-defined polymers by iterated cycles of translation, selection, PCR amplification, and diversification previously available only to biological macromolecules.

  DOI：

  10.1021/ja038058b
• 作为产物：
  描述：

  N-(叔丁氧基羰基)甘氨酸-N′-甲氧基-N′-甲酰胺 在 4-二甲氨基吡啶 、 sodium periodate 、 四氧化锇 、 lithium aluminium tetrahydride 、 水 、 三乙酰氧基硼氢化钠 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 21.25h， 生成 {2-[[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-(2-oxo-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Peptide Nucleic Acids with a Flexible Secondary Amine in the Backbone Maintain Oligonucleotide Binding Affinity

  摘要：

  Replacing a secondary amide in a peptide nucleic acid backbone with a more flexible secondary amine affords an oligomer that surprisingly maintains the same binding affinity to complementary oligonucleotides as the unmodified polyamide oligomer.

  DOI：

  10.1021/ol0480980