(10R,15R,36R,41R)-5,9,16,20,31,35,42,46-octazanonacyclo[48.2.2.224,27.13,7.118,22.129,33.144,48.010,15.036,41]hexaconta-1(52),3(60),4,6,18,20,22(59),24(58),25,27(57),29(56),30,32,44,46,48(55),50,53-octadecaene-8,17,34,43-tetrone | 599206-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (10R,15R,36R,41R)-5,9,16,20,31,35,42,46-octazanonacyclo[48.2.2.224,27.13,7.118,22.129,33.144,48.010,15.036,41]hexaconta-1(52),3(60),4,6,18,20,22(59),24(58),25,27(57),29(56),30,32,44,46,48(55),50,53-octadecaene-8,17,34,43-tetrone
• CAS: 599206-13-0
• 化学式: C₅₂H₅₂N₈O₄
• 分子量: 853.036
• InChiKey: MZVLOQGQLXSNBE-MABAWHDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.89
• 重原子数：
  64.0
• 可旋转键数：
  0.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  167.96
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  甲基锂 、 (10R,15R,36R,41R)-5,9,16,20,31,35,42,46-octazanonacyclo[48.2.2.224,27.13,7.118,22.129,33.144,48.010,15.036,41]hexaconta-1(52),3(60),4,6,18,20,22(59),24(58),25,27(57),29(56),30,32,44,46,48(55),50,53-octadecaene-8,17,34,43-tetrone 以 N,N-二甲基甲酰胺 为溶剂， 反应 168.0h， 生成
  参考文献：
  名称：

  Synthesis of a new and versatile macrocyclic NADH model

  摘要：

  A new macrocyclic NADH model 1 has been designed and synthesised. The new model consists of the same subunits as previously reported models. However, the present model is designed as such that the pyridine nitrogen of the nicotinamide units are not incorporated in the macrocyclic framework. Thus, properties such as solubility can easily be varied by alkylation with an appropriate agent. The macrocyclic framework was prepared in 7 steps. Methylation of the pyridine nitrogens followed by reduction gave the desired model. This model compound was found to reduce methyl benzoylformate stereoselectively in good yield with 48% enantiomeric excess. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00626-4
• 作为产物：
  描述：

  O-triisopropylsilyl-5-bromopyridin-3-ylmethanol 在 氢氧化钾 、 potassium permanganate 、 正丁基锂 、 四丁基氟化铵 、 sodium carbonate 、 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 一水合肼 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙二醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.25h， 生成 (10R,15R,36R,41R)-5,9,16,20,31,35,42,46-octazanonacyclo[48.2.2.224,27.13,7.118,22.129,33.144,48.010,15.036,41]hexaconta-1(52),3(60),4,6,18,20,22(59),24(58),25,27(57),29(56),30,32,44,46,48(55),50,53-octadecaene-8,17,34,43-tetrone
  参考文献：
  名称：

  Synthesis of a new and versatile macrocyclic NADH model

  摘要：

  A new macrocyclic NADH model 1 has been designed and synthesised. The new model consists of the same subunits as previously reported models. However, the present model is designed as such that the pyridine nitrogen of the nicotinamide units are not incorporated in the macrocyclic framework. Thus, properties such as solubility can easily be varied by alkylation with an appropriate agent. The macrocyclic framework was prepared in 7 steps. Methylation of the pyridine nitrogens followed by reduction gave the desired model. This model compound was found to reduce methyl benzoylformate stereoselectively in good yield with 48% enantiomeric excess. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00626-4