tert-butyl (Z)-1-(dec-1-en-1-yl)hydrazine-1-carboxylate

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tert-butyl (Z)-1-(dec-1-en-1-yl)hydrazine-1-carboxylate
• 英文别名: tert-butyl N-amino-N-[(Z)-dec-1-enyl]carbamate
• 化学式: C₁₅H₃₀N₂O₂
• 分子量: 270.415
• InChiKey: DGHMPWBSFAHBOC-SEYXRHQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (Z)-1-(dec-1-en-1-yl)hydrazine-1-carboxylate 、 甲氧基乙酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以61%的产率得到tert-butyl (Z)-1-(dec-1-en-1-yl)-2-(2-methoxyacetyl)hydrazine-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of hydrazidomycin analogues

  摘要：

  Hydrazidomycin A is an unusual secondary metabolite of Streptomyces atratus that features a rare enehydrazide core. To learn more about structure-activity relationships of the reported cytotoxic and antiproliferative agent several synthetic routes were explored to synthesize a variety of hydrazidomycin derivatives. Specifically, the size of the side chains, the nature of the double bond and the polar head group were altered. Overall, fourteen analogues were tested for their cytotoxic and antiproliferative effects. Re-examination of synthetic hydrazidomycin A suggests that the antiproliferative activity is attributed to a yet unknown compound that results from degradation or rearrangement. Several of the less complex analogues, however, show antiproliferative activities against individual cancer cell lines and turned out to be more potent than hydrazidomycin A. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.033
• 作为产物：
  描述：

  肼基甲酸叔丁酯 、 1-溴癸-1-烯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 2-(二叔丁基膦)联苯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以44%的产率得到tert-butyl (Z)-1-(dec-1-en-1-yl)hydrazine-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of hydrazidomycin analogues

  摘要：

  Hydrazidomycin A is an unusual secondary metabolite of Streptomyces atratus that features a rare enehydrazide core. To learn more about structure-activity relationships of the reported cytotoxic and antiproliferative agent several synthetic routes were explored to synthesize a variety of hydrazidomycin derivatives. Specifically, the size of the side chains, the nature of the double bond and the polar head group were altered. Overall, fourteen analogues were tested for their cytotoxic and antiproliferative effects. Re-examination of synthetic hydrazidomycin A suggests that the antiproliferative activity is attributed to a yet unknown compound that results from degradation or rearrangement. Several of the less complex analogues, however, show antiproliferative activities against individual cancer cell lines and turned out to be more potent than hydrazidomycin A. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.033