N-(2-chloroethyl)-N,N'-bis(benzyloxycarbonyl)-1,3-propanediamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-chloroethyl)-N,N'-bis(benzyloxycarbonyl)-1,3-propanediamine
• 英文别名: benzyl N-(2-chloroethyl)-N-[3-(phenylmethoxycarbonylamino)propyl]carbamate
• 化学式: C₂₁H₂₅ClN₂O₄
• 分子量: 404.894
• InChiKey: YPBXKRUBLARRPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  {3-[Benzyloxycarbonyl-(2-hydroxy-ethyl)-amino]-propyl}-carbamic acid benzyl ester 在 吡啶 、 对甲苯磺酰氯 作用下， 反应 24.0h， 以6.2%的产率得到N-(2-tosyloxyethyl)-N,N'-bis(benzyloxycarbonyl)-1,3-propanediamine
  参考文献：
  名称：

  Synthesis and radioprotective activity of WR-1065 derivatives: N-(2-acetylthioethyl)-1,3-propanediamine and N,N′-bis(2-acetylthioethyl)-1,3-propanediamine

  摘要：

  N-(2-Acetylthioethyl)-1,3-propanediamine (13a, as its 2HBr salt, or 13b, as its 2CF(3)CO(2)H salt) and N,N'-bis(2-acetyl-thioethyl)-1,3-propanediamine (16, as its 2CF(3)CO(2)H salt) have been prepared and evaluated as potential radioprotectors in mice. Their toxicity and radioprotective activity (survival rate) have been determined and compared with that of WR-2721. Intermediate N-(2-acetylthioethyl)-N,N'-bis(Z or Boc)-1,3-propanediamines were prepared in two ways from the corresponding alcohols. The most convenient method (the Mitsunobu procedure) was used to obtain the N,N'-bis(2-acetylthioethylated) derivative from the corresponding diol. Surprisingly, none of these compounds possesses radioprotective activity.

  DOI：

  10.1016/0223-5234(96)88208-0

文献信息

• Synthesis and radioprotective activity of WR-1065 derivatives: N-(2-acetylthioethyl)-1,3-propanediamine and N,N′-bis(2-acetylthioethyl)-1,3-propanediamine
  作者：J Oiry、JY Pue、JD Laval、M Fatome、JL Imbach

  DOI：10.1016/0223-5234(96)88208-0

  日期：1995.1

  N-(2-Acetylthioethyl)-1,3-propanediamine (13a, as its 2HBr salt, or 13b, as its 2CF(3)CO(2)H salt) and N,N'-bis(2-acetyl-thioethyl)-1,3-propanediamine (16, as its 2CF(3)CO(2)H salt) have been prepared and evaluated as potential radioprotectors in mice. Their toxicity and radioprotective activity (survival rate) have been determined and compared with that of WR-2721. Intermediate N-(2-acetylthioethyl)-N,N'-bis(Z or Boc)-1,3-propanediamines were prepared in two ways from the corresponding alcohols. The most convenient method (the Mitsunobu procedure) was used to obtain the N,N'-bis(2-acetylthioethylated) derivative from the corresponding diol. Surprisingly, none of these compounds possesses radioprotective activity.