Acetic acid (1R,9R)-13-eth-(E)-ylidene-5-methoxy-11-methyl-6-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5,10-tetraen-1-yl ester | 307496-02-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: Acetic acid (1R,9R)-13-eth-(E)-ylidene-5-methoxy-11-methyl-6-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5,10-tetraen-1-yl ester
• CAS: 307496-02-2
• 化学式: C₁₈H₂₁NO₃
• 分子量: 299.37
• InChiKey: JLDWYGLVJRMAHR-SXHJZMJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  48.42
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (1R,9R)-13-eth-(E)-ylidene-5-methoxy-11-methyl-6-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5,10-tetraen-1-yl ester 在 sodium hydroxide 、 4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (1R,9R)-13-Eth-(E)-ylidene-1-fluoro-5-methoxy-11-methyl-6-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5,10-tetraene
  参考文献：
  名称：

  Synthesis of 5-substituted analogues of huperzine A

  摘要：

  Three 5-isosteres of huperzine A (2-4) were first synthesized. The key intermediate 10 was prepared by the reaction of acid 13 with LTA. The compounds 2 and 3 had 50% inhibition by 35 and 47 mu M, respectively, which still retained anti-acetylcholinesterase activity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00408-x
• 作为产物：
  描述：

  lead(IV) tetraacetate 、 (5R,9R,11E)-2-methoxy-5-carbonyl-7-methyl-11-ethylene-5,9-methanocyclooctene[7,8]pyridine 以 苯 为溶剂， 以56%的产率得到Acetic acid (1R,9R)-13-eth-(E)-ylidene-5-methoxy-11-methyl-6-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),3,5,10-tetraen-1-yl ester
  参考文献：
  名称：

  Synthesis of 5-substituted analogues of huperzine A

  摘要：

  Three 5-isosteres of huperzine A (2-4) were first synthesized. The key intermediate 10 was prepared by the reaction of acid 13 with LTA. The compounds 2 and 3 had 50% inhibition by 35 and 47 mu M, respectively, which still retained anti-acetylcholinesterase activity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00408-x