(E)-3-(4-methoxyphenyl)-N-(4-((E)-3-(4-methoxyphenyl)acrylamido)butyl-1,4-13C2)-N-(3-((E)-3-(4-methoxyphenyl)acrylamido)propyl)acrylamide | 219985-93-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(4-methoxyphenyl)-N-(4-((E)-3-(4-methoxyphenyl)acrylamido)butyl-1,4-13C2)-N-(3-((E)-3-(4-methoxyphenyl)acrylamido)propyl)acrylamide
• CAS: 219985-93-0
• 化学式: C₃₇H₄₃N₃O₆
• 分子量: 627.743
• InChiKey: DDDLNGKQTJRNSO-XDJSKMKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.38
• 重原子数：
  46.0
• 可旋转键数：
  18.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  106.2
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-methoxyphenyl)-N-(4-((E)-3-(4-methoxyphenyl)acrylamido)butyl-1,4-13C2)-N-(3-((E)-3-(4-methoxyphenyl)acrylamido)propyl)acrylamide 在 三溴化硼 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 N¹,4,8-tri<(E)-4-coumaroyl>-(5,8-13C2)spermidine
  参考文献：
  名称：

  Synthesis of 13C-dilabeled 4-coumaroylspermidines

  摘要：

  Five C-13-dilabeled constitution isomers of 4-coumaroylspermidines were prepared in nine to eleven steps: N-1,4-di[(E)-4-coumaroyl]-(5,8-C-13(2))spermidine (13b), N-1-[(E)-4-coumaroyl]-(5,8-C-13(2))spermidine (17b), N-1,8-di[(E)-4-coumaroyl]-(1,4-C-13(2))spermidine (20b), N-4-[(E)-4-coumaroyl]-(1,4-C-13(2))spermidine (24b) and N-1,4,8-tri[(E)-4-coumaroyl]-(5,8-C-13(2))spermidine (26). The two C-13-atoms were subsequently introduced using labeled potassium cyanide. The synthesis proceeds through stepwise construction of the polyamine backbone including protection and deprotection steps of the amino functions. Based on H-1-H-1 NOE interactions, the preliminary study of their binding reveals that 20b binds to tRNA in the. same way as spermidine does, whereas 24b and 26 do not-show any NOE effects with the tRNA protons. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01014-x
• 作为产物：
  描述：

  3-amino-N-<(1-13C)-3-chloropropyl>propanenitrile 在 盐酸 、 sodium hydroxide 、 氢气 、 镍 、 三乙胺 、 sodium iodide 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 25.0 ℃ 、275.79 kPa 条件下， 反应 20.0h， 生成 (E)-3-(4-methoxyphenyl)-N-(4-((E)-3-(4-methoxyphenyl)acrylamido)butyl-1,4-13C2)-N-(3-((E)-3-(4-methoxyphenyl)acrylamido)propyl)acrylamide
  参考文献：
  名称：

  Synthesis of 13C-dilabeled 4-coumaroylspermidines

  摘要：

  Five C-13-dilabeled constitution isomers of 4-coumaroylspermidines were prepared in nine to eleven steps: N-1,4-di[(E)-4-coumaroyl]-(5,8-C-13(2))spermidine (13b), N-1-[(E)-4-coumaroyl]-(5,8-C-13(2))spermidine (17b), N-1,8-di[(E)-4-coumaroyl]-(1,4-C-13(2))spermidine (20b), N-4-[(E)-4-coumaroyl]-(1,4-C-13(2))spermidine (24b) and N-1,4,8-tri[(E)-4-coumaroyl]-(5,8-C-13(2))spermidine (26). The two C-13-atoms were subsequently introduced using labeled potassium cyanide. The synthesis proceeds through stepwise construction of the polyamine backbone including protection and deprotection steps of the amino functions. Based on H-1-H-1 NOE interactions, the preliminary study of their binding reveals that 20b binds to tRNA in the. same way as spermidine does, whereas 24b and 26 do not-show any NOE effects with the tRNA protons. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01014-x