7α-benzyl-octahydro-isoindole-1-carboxylic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7α-benzyl-octahydro-isoindole-1-carboxylic acid
• 英文别名: 7α-benzyl-octahydro-isoindole-1-carboxylic acid hydrochloride；(1S,3aR,7aR)-7a-benzyl-1,2,3,3a,4,5,6,7-octahydroisoindole-1-carboxylic acid;hydrochloride
• 化学式: C₁₆H₂₁NO₂*ClH
• 分子量: 295.809
• InChiKey: AYBGFUKCEXSJQJ-YJUBXGJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  49.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-环己烯基-1-甲酸甲酯 在 盐酸 、 4-二甲氨基吡啶 、 三氟化硼乙醚 、 四丁基氟化铵 、 水 、 氢气 、 sodium methylate 、 三乙基硼氢化锂 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正庚烷 、 二氯甲烷 、 乙基苯 为溶剂， -78.0~70.0 ℃ 、275.8 kPa 条件下， 反应 129.0h， 生成 7α-benzyl-octahydro-isoindole-1-carboxylic acid
  参考文献：
  名称：

  Synthesis and Characterization of Novel Bi- and Tricyclic α-Amino Acids

  摘要：

  As part of a medicinal chemistry collaboration, a number of novel bi- and tricyclic alpha-amino acids were prepared through various routes and characterized by H-1 nuclear Overhauser effect difference experiments. The syntheses provide a number of routes to access some highly substituted amino acid derivatives that have not been reported previously. It is envisaged that the chemistry described here could be applied to the synthesis of other unique substrates.

  DOI：

  10.1080/00397911.2010.515354

文献信息

• [C]-fused bicyclic proline derivatives and their use for treating arthritic conditions
  申请人：Guzzo R. Peter

  公开号：US20050137215A1

  公开（公告）日：2005-06-23

  This invention relates to a compound which is [c]-fused bicyclic proline derivative, or a pharmaceutically acceptable salt thereof; a pharmaceutical composition comprising the compound or the salt thereof, and methods of treating diseases, including, but not limited to, methods of preventing or inhibiting joint cartilage damage and preventing or treating diseases characterized by joint cartilage damage, joint inflammation, or joint pain. The [c]-fused bicyclic proline derivatives are compounds of Formula I as described above. Diseases characterized by joint cartilage damage or joint pain include, for example, osteoarthritis and rheumatoid arthritis. Rheumatoid arthritis is also characterized by joint inflammation. This invention also relates to methods of synthesizing and preparing the [c]-fused bicyclic proline derivatives, or a pharmaceutically acceptable salt thereof.

  本发明涉及一种[c]-融合的双环脯氨酸衍生物化合物或其药学上可接受的盐；一种包括该化合物或其盐的制药组合物，以及治疗疾病的方法，包括但不限于预防或抑制关节软骨损伤和预防或治疗以关节软骨损伤、关节炎或关节疼痛为特征的疾病的方法。[c]-融合的双环脯氨酸衍生物是如上所述的化合物I。以关节软骨损伤或关节疼痛为特征的疾病包括骨关节炎和类风湿性关节炎等。类风湿性关节炎还表现为关节炎。本发明还涉及合成和制备[c]-融合的双环脯氨酸衍生物或其药学上可接受的盐的方法。