ethyl N-(tert-butyloxycarbonyl)-N-(2-carbethoxyethyl)-3-aminocaproate | 134420-75-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl N-(tert-butyloxycarbonyl)-N-(2-carbethoxyethyl)-3-aminocaproate
• 英文别名: ethyl 3-[(3-ethoxy-3-oxopropyl)-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoate
• CAS: 134420-75-0
• 化学式: C₁₈H₃₃NO₆
• 分子量: 359.463
• InChiKey: RQROASPYSFORHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl N-(tert-butyloxycarbonyl)-N-(2-carbethoxyethyl)-3-aminocaproate 在 sodium 作用下， 以 乙醇 、 苯 为溶剂， 反应 24.0h， 以85%的产率得到N-(tert-butyloxycarbonyl)-2-propyl-5-carbethoxy-4-piperidone
  参考文献：
  名称：

  GABA-uptake inhibitors: construction of a general pharmacophore model and successful prediction of a new representative

  摘要：

  A model for the pharmacophore of GABA-uptake inhibitors was established using published structure-activity data and molecular modeling. The model accounted for the activities of different classes of GABA-uptake inhibitors. Analogues of guvacine substituted at position 6 were synthesized in order to confirm the model. 6-(3,3-Diphenylpropyl)guvacine (30f), which fit well with the pharmacophore, had an in vitro IC50 of 0.1-mu-M. This value is as good as those of the best GABA-uptake inhibitors known today.

  DOI：

  10.1021/jm00112a032
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 3-(2-Ethoxycarbonyl-ethylamino)-hexanoic acid ethyl ester 在 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以95%的产率得到ethyl N-(tert-butyloxycarbonyl)-N-(2-carbethoxyethyl)-3-aminocaproate
  参考文献：
  名称：

  GABA-uptake inhibitors: construction of a general pharmacophore model and successful prediction of a new representative

  摘要：

  A model for the pharmacophore of GABA-uptake inhibitors was established using published structure-activity data and molecular modeling. The model accounted for the activities of different classes of GABA-uptake inhibitors. Analogues of guvacine substituted at position 6 were synthesized in order to confirm the model. 6-(3,3-Diphenylpropyl)guvacine (30f), which fit well with the pharmacophore, had an in vitro IC50 of 0.1-mu-M. This value is as good as those of the best GABA-uptake inhibitors known today.

  DOI：

  10.1021/jm00112a032