methyl (4E,10Z,14S)-10-hydroxy-13-[(4-methoxyphenyl)methyl]-12-oxo-2-oxa-13-azabicyclo[14.2.2]icosa-1(18),4,10,16,19-pentaene-14-carboxylate | 898540-89-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: methyl (4E,10Z,14S)-10-hydroxy-13-[(4-methoxyphenyl)methyl]-12-oxo-2-oxa-13-azabicyclo[14.2.2]icosa-1(18),4,10,16,19-pentaene-14-carboxylate
• CAS: 898540-89-1
• 化学式: C₂₈H₃₃NO₆
• 分子量: 479.573
• InChiKey: XHUJUOSYWLVPNA-JHHMLMRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  85.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (4E,10Z,14S)-10-hydroxy-13-[(4-methoxyphenyl)methyl]-12-oxo-2-oxa-13-azabicyclo[14.2.2]icosa-1(18),4,10,16,19-pentaene-14-carboxylate 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 反应 0.5h， 以56%的产率得到
  参考文献：
  名称：

  Synthetic studies toward macrocidins: an RCM approach for the construction of the central cyclic core

  摘要：

  The central macrocyclic core of the macrocidins was constructed using RCM as the key reaction. A preliminary investigation dealing with the key reactions, that is, the Dieckmann cyclization and the RCM, revealed that RCM of the beta-ketoamide is better than RCM of the corresponding acyltetramic acid. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.192
• 作为产物：
  描述：

  2,2-Dimethyl-6-(5'-hexenyl)-1,3-dioxin-4-one 在 Grubbs catalyst first generation 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 43.0h， 生成 methyl (4E,10Z,14S)-10-hydroxy-13-[(4-methoxyphenyl)methyl]-12-oxo-2-oxa-13-azabicyclo[14.2.2]icosa-1(18),4,10,16,19-pentaene-14-carboxylate
  参考文献：
  名称：

  Synthetic studies toward macrocidins: an RCM approach for the construction of the central cyclic core

  摘要：

  The central macrocyclic core of the macrocidins was constructed using RCM as the key reaction. A preliminary investigation dealing with the key reactions, that is, the Dieckmann cyclization and the RCM, revealed that RCM of the beta-ketoamide is better than RCM of the corresponding acyltetramic acid. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.192