(1Ξ,2Ξ,1'R)-6',6'-dimethyl-spiro[cyclopropane-1,2'-norpinane]-2-carboxylic acid ethyl ester | 33962-17-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1Ξ,2Ξ,1'R)-6',6'-dimethyl-spiro[cyclopropane-1,2'-norpinane]-2-carboxylic acid ethyl ester
• 英文别名: (1Ξ,2Ξ,1'R)-6',6'-Dimethyl-spiro[cyclopropan-1,2'-norpinan]-2-carbonsaeure-aethylester；ethyl (1R,5S)-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,1'-cyclopropane]-2'-carboxylate；ethyl (1R,5S)-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-cyclopropane]-1'-carboxylate
• CAS: 33962-17-3
• 化学式: C₁₄H₂₂O₂
• 分子量: 222.327
• InChiKey: QTZXDDRQJNRMQS-MMIJRFEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1Ξ,2Ξ,1'R)-6',6'-dimethyl-spiro[cyclopropane-1,2'-norpinane]-2-carboxylic acid ethyl ester 、 ethyl spiro[2.5]octane-1-carboxylate 生成 (1R,5S)-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,1'-cyclopropane]-2'-carboxylic acid
  参考文献：
  名称：

  Spirocyclopropyl amides and acids and their therapeutic applications

  摘要：

  本发明涉及使用式(I)1化合物治疗癫痫、双相情感障碍、精神障碍、偏头痛、疼痛或运动障碍，并提供神经保护作用。

  公开号：

  US20040204396A1
• 作为产物：
  描述：

  beta-pinene 生成 (1Ξ,2Ξ,1'R)-6',6'-dimethyl-spiro[cyclopropane-1,2'-norpinane]-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Spirocyclopropyl amides and acids and their therapeutic applications

  摘要：

  本发明涉及使用式(I)1的化合物治疗癫痫、双极性障碍、精神障碍、偏头痛、疼痛或运动障碍，并提供神经保护。

  公开号：

  US20040204396A1

文献信息

• ARTIFICIAL METALLOENZYMES CONTAINING NOBLE METAL-PORPHYRINS
  申请人：The Regents of the University of California

  公开号：US20180305368A1

  公开（公告）日：2018-10-25

  The present invention is drawn to artificial metalloenzymes for use in cyclopropanation reactions, amination and C—H insertion.

  本发明涉及用于环丙烷化反应、胺化和C—H插入的人工金属酶。
• Artificial metalloenzymes containing noble metal-porphyrins
  申请人：The Regents of the University of California

  公开号：US11518768B2

  公开（公告）日：2022-12-06

  The present invention is drawn to artificial metalloenzymes for use in cyclopropanation reactions, amination and C—H insertion.

  本发明涉及用于环丙烷化反应、胺化反应和 C-H 插入反应的人工金属酶。
• Chiurdoglu et al., Bulletin des Societes Chimiques Belges, 1956, vol. 65, p. 257,263, 264
  作者：Chiurdoglu et al.

  DOI：——

  日期：——
• Thiosemicarbazone copper complexes as competent catalysts for olefin cyclopropanations
  作者：Nabil S. Youssef、Ahmed M.A. El-Seidy、Marco Schiavoni、Brunilde Castano、Fabio Ragaini、Emma Gallo、Alessandro Caselli

  DOI：10.1016/j.jorganchem.2012.03.018

  日期：2012.9

  New copper complexes of several thiosemicarbazones have been prepared and characterized. All complexes have been prepared by employing Cu (II) acetate hydrate, but analytical and spectroscopical data for the isolated complexes revealed that in most cases a reduction to copper (I) occurred. Cyclopropanation reactions of several olefins by ethyldiazoacetate (EDA) in the presence of catalytic amounts of the complexes were examined. The reported results showed that all complexes are competent catalysts for the cyclopropanation reaction of unactivated olefins. Cyclopropanes were obtained in high yields (up to 97%, TON up to 18,400) with moderate to excellent diastereoselectivities (up to >99%). (C) 2012 Elsevier B. V. All rights reserved.
• US7932245B2
  申请人：——

  公开号：US7932245B2

  公开（公告）日：2011-04-26