3-({4-[(3-Azido-propyl)-tert-butoxycarbonyl-amino]-butyl}-tert-butoxycarbonyl-amino)-propionic acid | 200066-57-5

• 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: 3-({4-[(3-Azido-propyl)-tert-butoxycarbonyl-amino]-butyl}-tert-butoxycarbonyl-amino)-propionic acid
• 英文别名: 3-[4-[3-Azidopropyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]butyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoic acid
• CAS: 200066-57-5
• 化学式: C₂₀H₃₇N₅O₆
• 分子量: 443.544
• InChiKey: ITMCPEFVUCGEFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  31
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-羟基丁二酰亚胺 、 3-({4-[(3-Azido-propyl)-tert-butoxycarbonyl-amino]-butyl}-tert-butoxycarbonyl-amino)-propionic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 反应 12.0h， 生成 4,9-diaza(N,N'-bis-tert-butoxycarbonyl)-12-azidododecanoic acid N-hydroxysuccinimide ester
  参考文献：
  名称：

  An efficient synthesis of JSTX-3, a potent neurotoxin of Joro spider (Nephila clavata)

  摘要：

  JSTX-3 (Joro spider toxin-3) (1), a potent neurotoxin isolated from Joro spider (Nephila clavata), has been efficiently synthesized starting from 5-azido-1-N-Boc-pentylamine (11) via the convergent synthetic strategy in which the characteristic polyamine components of the toxin were effectively constructed by the use of two key azide intermediates.

  DOI：

  10.1016/0040-4020(95)00660-z
• 作为产物：
  描述：

  methyl 4,9-diaza(N,N'-bis-tert-butoxycarbonyl)-12-azidododecanoate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 3-({4-[(3-Azido-propyl)-tert-butoxycarbonyl-amino]-butyl}-tert-butoxycarbonyl-amino)-propionic acid
  参考文献：
  名称：

  An efficient synthesis of JSTX-3, a potent neurotoxin of Joro spider (Nephila clavata)

  摘要：

  JSTX-3 (Joro spider toxin-3) (1), a potent neurotoxin isolated from Joro spider (Nephila clavata), has been efficiently synthesized starting from 5-azido-1-N-Boc-pentylamine (11) via the convergent synthetic strategy in which the characteristic polyamine components of the toxin were effectively constructed by the use of two key azide intermediates.

  DOI：

  10.1016/0040-4020(95)00660-z

文献信息

• Total synthesis of nephilatoxin-1 (NPTX-1), a Joro spider (Nephila clavata) toxin having a 4-hydroxyindole nucleus
  作者：Masaaki Miyashita、Hiroaki Saito、Masayuki Matsushita、Masahiro Miyazawa、Yasuhiro Itagaki、Terumi Nakajima

  DOI：10.1016/s0040-4039(97)10205-2

  日期：1997.12

  The first total synthesis of Nephilatoxin-1 (NPTX-1), a Joro spider (Nephila clavata) toxin having a 4-hydroxyindole nucleus, has been achieved by using two key azide intermediates. (C) 1997 Elsevier Science Ltd.