(S)-4-Benzyloxycarbonylamino-4-(2-piperazin-1-yl-ethylcarbamoyl)-butyric acid ethyl ester | 282527-62-2

• 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: (S)-4-Benzyloxycarbonylamino-4-(2-piperazin-1-yl-ethylcarbamoyl)-butyric acid ethyl ester
• CAS: 282527-62-2
• 化学式: C₂₁H₃₂N₄O₅
• 分子量: 420.509
• InChiKey: FJVAQSKRAVGCFV-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.65
• 重原子数：
  30.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  109.0
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-4-Benzyloxycarbonylamino-4-(2-piperazin-1-yl-ethylcarbamoyl)-butyric acid ethyl ester 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以60%的产率得到
  参考文献：
  名称：

  Lipase-catalysed synthesis of new acetylcholinesterase inhibitors: N-benzylpiperidine aminoacid derivatives

  摘要：

  New acetylcholinesterase inhibitors were synthetized via a lipase-mediated regioselective amidation using Candida antarctica lipase B as a biocatalyst in the key step. The new compounds have two different structural fragments: a N-benzylpiperidine moiety to anchor the enzyme active site and a dicarboxylic aminoacid to act as a biological carrier. Some analogues of N-benzylpiperazine were also synthesised and studied but they did not display AChE inhibitor activity. A preliminary structure-activity relationship study was performed employing some computational techniques as similarity indices and electrostatic potential maps. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00020-1
• 作为产物：
  描述：

  N-氨乙基哌嗪 、 2-benzyloxycarbonylamino-pentanedioic acid diethyl ester 在 Candida antarctica lipase B 作用下， 以 异丙醚 为溶剂， 反应 5.0h， 以83%的产率得到(S)-4-Benzyloxycarbonylamino-4-(2-piperazin-1-yl-ethylcarbamoyl)-butyric acid ethyl ester
  参考文献：
  名称：

  Lipase-catalysed synthesis of new acetylcholinesterase inhibitors: N-benzylpiperidine aminoacid derivatives

  摘要：

  New acetylcholinesterase inhibitors were synthetized via a lipase-mediated regioselective amidation using Candida antarctica lipase B as a biocatalyst in the key step. The new compounds have two different structural fragments: a N-benzylpiperidine moiety to anchor the enzyme active site and a dicarboxylic aminoacid to act as a biological carrier. Some analogues of N-benzylpiperazine were also synthesised and studied but they did not display AChE inhibitor activity. A preliminary structure-activity relationship study was performed employing some computational techniques as similarity indices and electrostatic potential maps. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00020-1