C-[(1S,2S,4aR,8aR)-1-(2-Methoxymethoxy-ethyl)-2,4a-dimethyl-5-methylene-decahydro-naphthalen-1-yl]-methyleneamine | 1026417-13-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: C-[(1S,2S,4aR,8aR)-1-(2-Methoxymethoxy-ethyl)-2,4a-dimethyl-5-methylene-decahydro-naphthalen-1-yl]-methyleneamine
• 英文别名: [(1S,2S,4aR,8aR)-1-[2-(methoxymethoxy)ethyl]-2,4a-dimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methanimine
• CAS: 1026417-13-9
• 化学式: C₁₈H₃₁NO₂
• 分子量: 293.45
• InChiKey: KCTPHFZVXFHFEQ-MHORFTMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  42.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  C-[(1S,2S,4aR,8aR)-1-(2-Methoxymethoxy-ethyl)-2,4a-dimethyl-5-methylene-decahydro-naphthalen-1-yl]-methyleneamine 在 肼 作用下， 以 二乙二醇 为溶剂， 反应 4.5h， 生成 [1-[(1S,2S,4aR,8aR)-1-(2-Methoxymethoxy-ethyl)-2,4a-dimethyl-5-methylene-decahydro-naphthalen-1-yl]-meth-(E)-ylidene]-hydrazine
  参考文献：
  名称：

  Total synthesis of cis-clerodane diterpenoids: (–)-agelasine A and (+)-(3R,4S,5R,8S,9R,10S)-3,4-epoxyclerod-13-en-15,16-olide

  摘要：

  The preparation of the enantiomerically homogeneous bicyclic iodide 26 and its use as a key intermediate for the total syntheses of the cis-clerodane diterpenoids (-)-agelasine A 5 and (+)-(3R,4S,5R,8S,9R,10S)-3,4-epoxyclerod-13-en-15,16-olide 6 are described.

  DOI：

  10.1039/p19950000963
• 作为产物：
  描述：

  (1S,2S,4aR,8aR)-1-(2-Methoxymethoxy-ethyl)-2,4a-dimethyl-5-methylene-decahydro-naphthalene-1-carbonitrile 在 二异丁基氢化铝 作用下， 以 乙二醇二甲醚 为溶剂， 反应 12.0h， 生成 C-[(1S,2S,4aR,8aR)-1-(2-Methoxymethoxy-ethyl)-2,4a-dimethyl-5-methylene-decahydro-naphthalen-1-yl]-methyleneamine
  参考文献：
  名称：

  Total synthesis of cis-clerodane diterpenoids: (–)-agelasine A and (+)-(3R,4S,5R,8S,9R,10S)-3,4-epoxyclerod-13-en-15,16-olide

  摘要：

  The preparation of the enantiomerically homogeneous bicyclic iodide 26 and its use as a key intermediate for the total syntheses of the cis-clerodane diterpenoids (-)-agelasine A 5 and (+)-(3R,4S,5R,8S,9R,10S)-3,4-epoxyclerod-13-en-15,16-olide 6 are described.

  DOI：

  10.1039/p19950000963

文献信息

• Total synthesis of cis-clerodane diterpenoids: (–)-agelasine A and (+)-(3R,4S,5R,8S,9R,10S)-3,4-epoxyclerod-13-en-15,16-olide
  作者：Edward Piers、M. Livain Breau、Yongxin Han、Guy L. Plourde、Wen-Lung Yeh

  DOI：10.1039/p19950000963

  日期：——

  The preparation of the enantiomerically homogeneous bicyclic iodide 26 and its use as a key intermediate for the total syntheses of the cis-clerodane diterpenoids (-)-agelasine A 5 and (+)-(3R,4S,5R,8S,9R,10S)-3,4-epoxyclerod-13-en-15,16-olide 6 are described.