Methyl 2-({[(tert-butoxy)carbonyl]amino}amino)-2-phenylacetate | 182887-79-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Methyl 2-({[(tert-butoxy)carbonyl]amino}amino)-2-phenylacetate
• 英文别名: methyl 2-[2-[(2-methylpropan-2-yl)oxycarbonyl]hydrazinyl]-2-phenylacetate
• CAS: 182887-79-2
• 化学式: C₁₄H₂₀N₂O₄
• mdl: MFCD24536491
• 分子量: 280.324
• InChiKey: UQZXTAZERHKTGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-({[(tert-butoxy)carbonyl]amino}amino)-2-phenylacetate 在 氨 作用下， 以 甲醇 为溶剂， 反应 36.0h， 以2.15 g的产率得到
  参考文献：
  名称：

  Aza-β³-cyclotetrapeptides

  摘要：

  The cyclization of aza-beta(3)-tetrapeptides gives access to new CTP (cyclotetrapeptide) analogues. These stereocontrolled templates are assembled without any asymmetric synthesis. X-ray crystallographic structure and NMR analysis show that the macrocyclic scaffold is characterized by a fully cooperative intramolecular H-bond network, in sharp contrast with the nanotubular assemblies observed for beta(3)-cyclotetrapeptides. This folding property reduces considerably the polarity of aza-beta(3)-tetrapeptides and should be useful in addressing intracellular targets.

  DOI：

  10.1021/jo8013963
• 作为产物：
  描述：

  tert-butyl 2-(2-methoxy-2-oxo-1-phenylethylidene)hydrazine-1-carboxylate 在 10% Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 Methyl 2-({[(tert-butoxy)carbonyl]amino}amino)-2-phenylacetate
  参考文献：
  名称：

  Aza-β³-cyclotetrapeptides

  摘要：

  The cyclization of aza-beta(3)-tetrapeptides gives access to new CTP (cyclotetrapeptide) analogues. These stereocontrolled templates are assembled without any asymmetric synthesis. X-ray crystallographic structure and NMR analysis show that the macrocyclic scaffold is characterized by a fully cooperative intramolecular H-bond network, in sharp contrast with the nanotubular assemblies observed for beta(3)-cyclotetrapeptides. This folding property reduces considerably the polarity of aza-beta(3)-tetrapeptides and should be useful in addressing intracellular targets.

  DOI：

  10.1021/jo8013963

文献信息

• Aza-β^<i>3</i>-cyclotetrapeptides
  作者：Arnaud Salaün、Clémence Mocquet、Romain Perochon、Aurélien Lecorgne、Barbara Le Grel、Michel Potel、Philippe Le Grel

  DOI：10.1021/jo8013963

  日期：2008.11.7

  The cyclization of aza-beta(3)-tetrapeptides gives access to new CTP (cyclotetrapeptide) analogues. These stereocontrolled templates are assembled without any asymmetric synthesis. X-ray crystallographic structure and NMR analysis show that the macrocyclic scaffold is characterized by a fully cooperative intramolecular H-bond network, in sharp contrast with the nanotubular assemblies observed for beta(3)-cyclotetrapeptides. This folding property reduces considerably the polarity of aza-beta(3)-tetrapeptides and should be useful in addressing intracellular targets.