[(S)-1-(5-Azido-pentylcarbamoyl)-2-carbamoyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

• 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)-1-(5-Azido-pentylcarbamoyl)-2-carbamoyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
• 英文别名: 9H-fluoren-9-ylmethyl N-[(2S)-4-amino-1-(5-azidopentylamino)-1,4-dioxobutan-2-yl]carbamate
• 化学式: C₂₄H₂₈N₆O₄
• 分子量: 464.524
• InChiKey: AQEGJHKOQUQJTP-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(S)-1-(5-Azido-pentylcarbamoyl)-2-carbamoyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 在 palladium on barium sulfate 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 [(S)-1-(5-Amino-pentylcarbamoyl)-2-carbamoyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl 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：

  Fmoc-L-天冬酰胺 、 1-叠氮基-5-氨基戊烷 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 [(S)-1-(5-Azido-pentylcarbamoyl)-2-carbamoyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl 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

文献信息

• An efficient synthesis of JSTX-3, a potent neurotoxin of Joro spider (Nephila clavata)
  作者：Masayuki Matsushita、Takanori Kanemura、Susumi Hatakeyama、Hiroshi Irie、Takashi Toki、Masaaki Miyashita

  DOI：10.1016/0040-4020(95)00660-z

  日期：1995.9

  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.