2-aza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester | 620948-97-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-aza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester
• 英文别名: 1,1-Dimethylethyl 2-azabicyclo[2.2.2]octane-2-carboxylate；tert-butyl 2-azabicyclo[2.2.2]octane-2-carboxylate
• CAS: 620948-97-2
• 化学式: C₁₂H₂₁NO₂
• 分子量: 211.304
• InChiKey: OSXUZKGAENAZOZ-UHFFFAOYSA-N

物化性质

• 沸点：
  280.6±9.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氮杂双环(2.2.2)辛烷 、 二碳酸二叔丁酯 以 四氢呋喃 为溶剂， 反应 22.0h， 以75%的产率得到2-aza-bicyclo[2.2.2]octane-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Modeling and Experiment Reveal an Unexpected Stereoelectronic Effect on Conformation and Scalar Couplings of α-Aminoorganostannanes, with Possible Relevance to the Tin−Lithium Exchange Reaction

  摘要：

  The solution conformation of N-methyl-2-(tributylstannyl)piperidines has been determined through the use of vicinal Sn-119-C-13 coupling constants, revealing a conformational distortion caused by an unexpected stereoelectronic effect in some cases. Specifically, the "equatorial" conformer is distorted into a half-chair, in which the nitrogen lone pair eclipses the C-Sn bond. This distortion, which "costs" approximately 1 kcal/mol, correlates with a conformational dependence of geminal Sn-119-N-15 couplings and a possible correlation with reactivity in the tin-lithium exchange reaction.

  DOI：

  10.1021/jo034948y

文献信息

• [EN] THIENOPYRROLE COMPOUNDS<br/>[FR] COMPOSÉS DE THIÉNOPYRROLE
  申请人：GILEAD SCIENCES INC

  公开号：WO2022221642A1

  公开（公告）日：2022-10-20

  The present disclosure relates generally to certain compounds, pharmaceutical compositions comprising said compounds, and methods of making and using said compounds and pharmaceutical compositions. The compounds and compositions provided herein may be used for the treatment or prevention of an autoimmune disease and/or inflammatory condition, including systemic lupus erythematosus and cutaneous lupus erythematosus.

  本公开一般涉及某些化合物、包含所述化合物的药物组合物以及制造和使用所述化合物和药物组合物的方法。本文提供的化合物和组合物可用于治疗或预防自身免疫性疾病和/或炎症，包括系统性红斑狼疮和皮肤红斑狼疮。
• Modeling and Experiment Reveal an Unexpected Stereoelectronic Effect on Conformation and Scalar Couplings of α-Aminoorganostannanes, with Possible Relevance to the Tin−Lithium Exchange Reaction
  作者：Marcelina Santiago、Eddy Low、Gilles Chambournier、Robert E. Gawley

  DOI：10.1021/jo034948y

  日期：2003.10.1

  The solution conformation of N-methyl-2-(tributylstannyl)piperidines has been determined through the use of vicinal Sn-119-C-13 coupling constants, revealing a conformational distortion caused by an unexpected stereoelectronic effect in some cases. Specifically, the "equatorial" conformer is distorted into a half-chair, in which the nitrogen lone pair eclipses the C-Sn bond. This distortion, which "costs" approximately 1 kcal/mol, correlates with a conformational dependence of geminal Sn-119-N-15 couplings and a possible correlation with reactivity in the tin-lithium exchange reaction.