Tert-butyl 9-(2-ethoxy-2-oxoethylidene)-7-prop-2-enyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate | 1346688-04-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: Tert-butyl 9-(2-ethoxy-2-oxoethylidene)-7-prop-2-enyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
• 英文别名: tert-butyl 9-(2-ethoxy-2-oxoethylidene)-7-prop-2-enyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
• CAS: 1346688-04-7
• 化学式: C₁₉H₃₀N₂O₄
• 分子量: 350.458
• InChiKey: IXXIBOOLIHAUFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Tert-butyl 9-(2-ethoxy-2-oxoethylidene)-7-prop-2-enyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate 在 1-氯乙基氯甲酸酯 、 N,N-二异丙基乙胺 作用下， 以 1,1-二氯乙烷 、 乙腈 为溶剂， 反应 19.0h， 生成 Ethyl 2-[18-(2-ethoxy-2-oxoethylidene)-4,14-dioxo-3,6,12,15-tetrazapentacyclo[13.3.1.13,17.16,10.18,12]docosan-9-ylidene]acetate
  参考文献：
  名称：

  Modular Synthesis of Functionalized Bis-bispidine Tetraazamacrocycles

  摘要：

  An effective synthesis is reported for the construction of highly rigid and preorganized bis-bispidine tetraazamacrocycles bearing either identical or different functionalities. Using essential building blocks derived from N-Boc-N-allylbispidinone, the modular approach facilitates independent incorporation of the functional groups to the macrocyclic framework as well as selective derivatization of one functionality in the presence of another.

  DOI：

  10.1021/ol202840s
• 作为产物：
  描述：

  磷酰基乙酸三乙酯 、 tert-butyl 7-allyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.58h， 以89%的产率得到Tert-butyl 9-(2-ethoxy-2-oxoethylidene)-7-prop-2-enyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
  参考文献：
  名称：

  Modular Synthesis of Functionalized Bis-bispidine Tetraazamacrocycles

  摘要：

  An effective synthesis is reported for the construction of highly rigid and preorganized bis-bispidine tetraazamacrocycles bearing either identical or different functionalities. Using essential building blocks derived from N-Boc-N-allylbispidinone, the modular approach facilitates independent incorporation of the functional groups to the macrocyclic framework as well as selective derivatization of one functionality in the presence of another.

  DOI：

  10.1021/ol202840s