methyl (2S)-2-[[1-(2-azidoethyl)cyclopentanecarbonyl]amino]hept-6-enoate | 289915-13-5

• 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 (2S)-2-[[1-(2-azidoethyl)cyclopentanecarbonyl]amino]hept-6-enoate
• CAS: 289915-13-5
• 化学式: C₁₆H₂₆N₄O₃
• 分子量: 322.407
• InChiKey: JMFREYOAGQXGRB-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  69.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-[[1-(2-azidoethyl)cyclopentanecarbonyl]amino]hept-6-enoate 在 N,N'-二环己基碳二亚胺 、 三甲基膦 作用下， 以 四氢呋喃 为溶剂， 生成 methyl (2S)-2-[[1-[2-[[2-dimethoxyphosphoryl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]ethyl]cyclopentanecarbonyl]amino]hept-6-enoate
  参考文献：
  名称：

  Carbacyclic peptide mimetics as VCAM–VLA-4 antagonists

  摘要：

  Substitution of carbon for sulfur in a potent 13-membered cyclic disulfide containing peptide was accomplished via an intramolecular Wittig reaction and resulted in a series of 'carba' analogues. Potency in the VCAM-VLA-4 assay was sensitive to ring size and lower than that of the parent disulfide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00173-6
• 作为产物：
  描述：

  5-碘-1-戊烯 在 lithium hydroxide 、 正丁基锂 、 1-羟基苯并三唑 、 potassium hydrogencarbonate 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 为溶剂， 生成 methyl (2S)-2-[[1-(2-azidoethyl)cyclopentanecarbonyl]amino]hept-6-enoate
  参考文献：
  名称：

  Carbacyclic peptide mimetics as VCAM–VLA-4 antagonists

  摘要：

  Substitution of carbon for sulfur in a potent 13-membered cyclic disulfide containing peptide was accomplished via an intramolecular Wittig reaction and resulted in a series of 'carba' analogues. Potency in the VCAM-VLA-4 assay was sensitive to ring size and lower than that of the parent disulfide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00173-6

文献信息

• Carbacyclic peptide mimetics as VCAM–VLA-4 antagonists
  作者：Jefferson Tilley、Gerry Kaplan、Nader Fotouhi、Barry Wolitzky、Karen Rowan

  DOI：10.1016/s0960-894x(00)00173-6

  日期：2000.6

  Substitution of carbon for sulfur in a potent 13-membered cyclic disulfide containing peptide was accomplished via an intramolecular Wittig reaction and resulted in a series of 'carba' analogues. Potency in the VCAM-VLA-4 assay was sensitive to ring size and lower than that of the parent disulfide. (C) 2000 Elsevier Science Ltd. All rights reserved.