(1S,13S,15R)-10-methoxy-4-methyl-5,12-dioxa-4-azatetracyclo[9.6.1.01,13.07,18]octadeca-7(18),8,10,16-tetraen-15-ol | 596828-91-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: (1S,13S,15R)-10-methoxy-4-methyl-5,12-dioxa-4-azatetracyclo[9.6.1.01,13.07,18]octadeca-7(18),8,10,16-tetraen-15-ol
• CAS: 596828-91-0
• 化学式: C₁₇H₂₁NO₄
• 分子量: 303.358
• InChiKey: OKXQJLKKLVCQDA-JDFRZJQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  氯甲酸乙酯 、 (1S,13S,15R)-10-methoxy-4-methyl-5,12-dioxa-4-azatetracyclo[9.6.1.01,13.07,18]octadeca-7(18),8,10,16-tetraen-15-ol 以 二氯甲烷 为溶剂， 反应 264.0h， 以50%的产率得到[2-((5aS,7R,9aS)-1-Formyl-7-hydroxy-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl)-ethyl]-methyl-carbamic acid ethyl ester
  参考文献：
  名称：

  Synthesis and structure–activity relationships of open D-Ring galanthamine analogues

  摘要：

  Open D-ring galanthamine analogues were prepared using ring-opening reactions of the quaternarized urethane or oxazolidine functions and were evaluated for their acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibition potency. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00397-4
• 作为产物：
  描述：

  加兰他敏 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 生成 (1S,13S,15R)-10-methoxy-4-methyl-5,12-dioxa-4-azatetracyclo[9.6.1.01,13.07,18]octadeca-7(18),8,10,16-tetraen-15-ol
  参考文献：
  名称：

  Synthesis and structure–activity relationships of open D-Ring galanthamine analogues

  摘要：

  Open D-ring galanthamine analogues were prepared using ring-opening reactions of the quaternarized urethane or oxazolidine functions and were evaluated for their acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibition potency. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00397-4

文献信息

• Synthesis and structure–activity relationships of open D-Ring galanthamine analogues
  作者：Denyse Herlem、Marie-Thérèse Martin、Claude Thal、Catherine Guillou

  DOI：10.1016/s0960-894x(03)00397-4

  日期：2003.7

  Open D-ring galanthamine analogues were prepared using ring-opening reactions of the quaternarized urethane or oxazolidine functions and were evaluated for their acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibition potency. (C) 2003 Elsevier Science Ltd. All rights reserved.