2,2’-(3,6,12,15-tetraazapentacyclo[13.3.1.1^3,17.1^6,10.1^8,12]docosane-9,18-diylidene)bis(ethyl acetate) | 1428907-23-6

• 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: 2,2’-(3,6,12,15-tetraazapentacyclo[13.3.1.1^3,17.1^6,10.1^8,12]docosane-9,18-diylidene)bis(ethyl acetate)
• 英文别名: Ethyl 2-[18-(2-ethoxy-2-oxoethylidene)-3,6,12,15-tetrazapentacyclo[13.3.1.13,17.16,10.18,12]docosan-9-ylidene]acetate；ethyl 2-[18-(2-ethoxy-2-oxoethylidene)-3,6,12,15-tetrazapentacyclo[13.3.1.13,17.16,10.18,12]docosan-9-ylidene]acetate
• CAS: 1428907-23-6
• 化学式: C₂₆H₄₀N₄O₄
• 分子量: 472.628
• InChiKey: OSOBYDPSGSLALA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  tert-butyl 7-allyl-9-oxo-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate 在 盐酸 、 sodium hydride 、 二异丁基氢化铝 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 二氯甲烷 、 水 、 1,2-二氯乙烷 、 甲苯 、 乙腈 为溶剂， 反应 5.33h， 生成 2,2’-(3,6,12,15-tetraazapentacyclo[13.3.1.1^3,17.1^6,10.1^8,12]docosane-9,18-diylidene)bis(ethyl acetate)
  参考文献：
  名称：

  Effective synthesis of bis-bispidinone and facile difunctionalization of highly rigid macrocyclic tetramines

  摘要：

  An effective synthesis which provides facile access to highly rigid tetraazamacrocycles possessing labile functional groups is reported. Essential to the approach is bis-bispidinone, a versatile substrate which can be prepared from an unusually stable bispidine diethyl ketal building block and requires a non-aqueous isolation process. Further functionalization of the substrate allows direct and concurrent incorporation of functionalities onto the bis-bispidine tetraazamacrocyclic framework, in particular those that are labile during the macrocycle formation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.028

文献信息

• Effective synthesis of bis-bispidinone and facile difunctionalization of highly rigid macrocyclic tetramines
  作者：Md. Jahirul Islam、Erin J. Miller、Jacob S. Gordner、Deep Patel、Zhuo Wang

  DOI：10.1016/j.tetlet.2013.02.028

  日期：2013.4

  An effective synthesis which provides facile access to highly rigid tetraazamacrocycles possessing labile functional groups is reported. Essential to the approach is bis-bispidinone, a versatile substrate which can be prepared from an unusually stable bispidine diethyl ketal building block and requires a non-aqueous isolation process. Further functionalization of the substrate allows direct and concurrent incorporation of functionalities onto the bis-bispidine tetraazamacrocyclic framework, in particular those that are labile during the macrocycle formation. (C) 2013 Elsevier Ltd. All rights reserved.