{5-[2-(2-aminoethylcarbamoyl)ethylsulfanylmethyl]-3-methoxymethoxy-2-methylpyridin-4-ylmethyl}carbamic acid tert-butyl ester | 622405-89-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: {5-[2-(2-aminoethylcarbamoyl)ethylsulfanylmethyl]-3-methoxymethoxy-2-methylpyridin-4-ylmethyl}carbamic acid tert-butyl ester
• CAS: 622405-89-4
• 化学式: C₂₀H₃₄N₄O₅S
• 分子量: 442.58
• InChiKey: JIPUJZMLAGZGPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  30.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  124.8
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  {5-[2-(2-aminoethylcarbamoyl)ethylsulfanylmethyl]-3-methoxymethoxy-2-methylpyridin-4-ylmethyl}carbamic acid tert-butyl ester 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Dendrimeric Pyridoxamine Enzyme Mimics

  摘要：

  PAMAM dendrimers from generations 1-6 were synthesized with pyridoxamine in their core. They transaminated pyruvic and phenylpyruvic acids in water to alanine and phenylalanine, respectively, with Michaelis-Menten kinetics and high effectiveness compared with simple pyridoxamine. The largest dendrimers-similar in size to some globular proteins-were comparable in effectiveness to a previous polyethylenimine (PEI)-pyridoxamine catalyst, and to a protein-pyridoxamine catalyst, but not as effective as a previous PEI-pyridoxamine carrying lauryl hydrophobic groups. The new catalysts showed both general acid/base catalysis by their amino groups and hydrophobic binding of the phenylpyruvate substrate.

  DOI：

  10.1021/ja0374473
• 作为产物：
  描述：

  3-[4-(tert-butoxycarbonylaminomethyl)-5-hydroxy-6-methylpyridin-3-ylmethylsulfanyl]propionic acid ethyl ester 在 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 {5-[2-(2-aminoethylcarbamoyl)ethylsulfanylmethyl]-3-methoxymethoxy-2-methylpyridin-4-ylmethyl}carbamic acid tert-butyl ester
  参考文献：
  名称：

  Dendrimeric Pyridoxamine Enzyme Mimics

  摘要：

  PAMAM dendrimers from generations 1-6 were synthesized with pyridoxamine in their core. They transaminated pyruvic and phenylpyruvic acids in water to alanine and phenylalanine, respectively, with Michaelis-Menten kinetics and high effectiveness compared with simple pyridoxamine. The largest dendrimers-similar in size to some globular proteins-were comparable in effectiveness to a previous polyethylenimine (PEI)-pyridoxamine catalyst, and to a protein-pyridoxamine catalyst, but not as effective as a previous PEI-pyridoxamine carrying lauryl hydrophobic groups. The new catalysts showed both general acid/base catalysis by their amino groups and hydrophobic binding of the phenylpyruvate substrate.

  DOI：

  10.1021/ja0374473