(1R,3S)-1,2,2-trimethyl-3-(pyrrolidin-1-ylcarbonyl)cyclopentanecarboxylic acid | 67776-62-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (1R,3S)-1,2,2-trimethyl-3-(pyrrolidin-1-ylcarbonyl)cyclopentanecarboxylic acid
• 英文别名: (1R,3S)-1,2,2-trimethyl-3-(pyrrolidine-1-carbonyl)cyclopentanecarboxylic acid；(1R,3S)-1,2,2-trimethyl-3-(pyrrolidine-1-carbonyl)cyclopentane-1-carboxylic acid
• CAS: 67776-62-9
• 化学式: C₁₄H₂₃NO₃
• 分子量: 253.342
• InChiKey: OQFLIXWBGNDUON-YGRLFVJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,3S)-1,2,2-trimethyl-3-(pyrrolidin-1-ylcarbonyl)cyclopentanecarboxylic acid 在 草酰氯 、 potassium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 14.0h， 生成 N-(1R,3S)-1,2,2-trimethyl-3-(pyrrolidin-1-ylcarbonyl)cyclopentanecarboxyliminopyridinium ylide
  参考文献：
  名称：

  Complexation Promoted Additions to N-Benzoyliminopyridinium Ylides. A Novel and Highly Regioselective Approach to Polysubstituted Piperidines

  摘要：

  Unprecedented regioselectivities were observed for the addition of different organometallic nucleophiles to N-benzoyliminopyridinium ylides. Even benzylic and branched aliphatic Grignard reagents, which usually give substantial amounts of 1,4-adducts, showed excellent 1,2-regioselectivities. The electronic nature of the pyridinium ylide is taken into account to explain these results.

  DOI：

  10.1021/ja0348647
• 作为产物：
  描述：

  四氢吡咯 、 (1R,3S)-(+)-樟脑酐 以 二氯甲烷 为溶剂， 反应 3.0h， 以87%的产率得到(1R,3S)-1,2,2-trimethyl-3-(pyrrolidin-1-ylcarbonyl)cyclopentanecarboxylic acid
  参考文献：
  名称：

  Complexation Promoted Additions to N-Benzoyliminopyridinium Ylides. A Novel and Highly Regioselective Approach to Polysubstituted Piperidines

  摘要：

  Unprecedented regioselectivities were observed for the addition of different organometallic nucleophiles to N-benzoyliminopyridinium ylides. Even benzylic and branched aliphatic Grignard reagents, which usually give substantial amounts of 1,4-adducts, showed excellent 1,2-regioselectivities. The electronic nature of the pyridinium ylide is taken into account to explain these results.

  DOI：

  10.1021/ja0348647

文献信息

• NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS
  申请人：Carroll William A.

  公开号：US20100234345A1

  公开（公告）日：2010-09-16

  The present application relates to isothiazolylidene containing compounds of Formula (I) wherein R 1 , R 2 , R 3 , R 4 , and L are as defined in the specification, compositions comprising such compounds, and methods for treating conditions and disorders using such compounds and compositions.

  本申请涉及公式（I）中含有异噻唑烷基的化合物，其中R1、R2、R3、R4和L如规范中所定义，包括这种化合物的组合物，以及使用这种化合物和组合物治疗疾病和疾病的方法。
• [EN] 1, 2 -THIAZOL YL DERIVATIVES AS CANNABINOID RECEPTOR LIGANDS<br/>[FR] NOUVEAUX COMPOSÉS EN TANT QUE LIGANDS DES RÉCEPTEURS CANNABINOÏDES
  申请人：ABBOTT LAB

  公开号：WO2010054024A3

  公开（公告）日：2010-07-01
• US8501794B2
  申请人：——

  公开号：US8501794B2

  公开（公告）日：2013-08-06
• Complexation Promoted Additions to <i>N</i>-Benzoyliminopyridinium Ylides. A Novel and Highly Regioselective Approach to Polysubstituted Piperidines
  作者：Claude Legault、André B. Charette

  DOI：10.1021/ja0348647

  日期：2003.5.1

  Unprecedented regioselectivities were observed for the addition of different organometallic nucleophiles to N-benzoyliminopyridinium ylides. Even benzylic and branched aliphatic Grignard reagents, which usually give substantial amounts of 1,4-adducts, showed excellent 1,2-regioselectivities. The electronic nature of the pyridinium ylide is taken into account to explain these results.