3,4-epoxycyclopentanecarboxylic acid benzyl ester | 915098-58-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,4-epoxycyclopentanecarboxylic acid benzyl ester
• CAS: 915098-58-7
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: LIDUXFGXYFUAIU-CNDDSTCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.83
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3,4-epoxycyclopentanecarboxylic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以100%的产率得到(1S,3S,5R)-6-Oxa-bicyclo[3.1.0]hexane-3-carboxylic acid
  参考文献：
  名称：

  Improved synthesis of the valuable peptidomimetic intermediate 3-azido-4-hydroxy cyclopentanoic acid

  摘要：

  An improved synthesis of 3-azido-4-hydroxy cyclopentanoic acid 2 is presented. This molecule is useful as a synthetic scaffold for P-turn mimetics on solid phase, with the selectivity of the turns being dependent on the diastereomer employed. A high diastereo-selectivity in the synthesis of this molecule in solution is reported, which may then be attached to the solid phase for the synthesis of peptidomimetic libraries. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.07.001
• 作为产物：
  描述：

  3-环戊烯甲酸 在 四丁基碘化铵 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 16.0h， 生成 3,4-epoxycyclopentanecarboxylic acid benzyl ester
  参考文献：
  名称：

  Improved synthesis of the valuable peptidomimetic intermediate 3-azido-4-hydroxy cyclopentanoic acid

  摘要：

  An improved synthesis of 3-azido-4-hydroxy cyclopentanoic acid 2 is presented. This molecule is useful as a synthetic scaffold for P-turn mimetics on solid phase, with the selectivity of the turns being dependent on the diastereomer employed. A high diastereo-selectivity in the synthesis of this molecule in solution is reported, which may then be attached to the solid phase for the synthesis of peptidomimetic libraries. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.07.001

文献信息

• Cobalt-Catalyzed Trifluoromethoxylation of Epoxides
  作者：Jie Liu、Yongliang Wei、Pingping Tang

  DOI：10.1021/jacs.8b10298

  日期：2018.11.14

  catalytic ring-opening reaction of epoxides by nucleophilic trifluoromethoxylation of trifluoromethyl arylsulfonate has been developed based on the use of a cobalt catalyst. This reaction provides an efficient, simple route for directly construction of a wide range of vicinal trifluoromethoxyhydrins under mild conditions. In addition, this method can convert terminal epoxides into target products with good

  已经基于使用钴催化剂开发了通过三氟甲基芳基磺酸盐的亲核三氟甲氧基化反应的环氧化物的催化开环反应。该反应为在温和条件下直接构建范围广泛的邻位三氟甲氧基醇提供了一种有效、简单的途径。此外，该方法可以将末端环氧化物转化为具有良好化学和区域选择性的目标产物。
• PIPERIDINYL DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY
  申请人：Carter Percy H.

  公开号：US20070208056A1

  公开（公告）日：2007-09-06

  The present application describes substituted piperidinyl modulators of MIP-1α or CCR-1 or stereoisomers or pharmaceutically acceptable salts thereof. In addition, methods of treating and preventing inflammatory diseases such as asthma and allergic diseases, as well as autoimmune pathologies such as rheumatoid arthritis and transplant rejection using said modulators are disclosed.

  本申请描述了MIP-1α或CCR-1的取代哌啶调节剂或其立体异构体或药学上可接受的盐。此外，还公开了使用上述调节剂治疗和预防炎症性疾病，如哮喘和过敏性疾病，以及自身免疫病理学，如类风湿性关节炎和移植排斥等方法。
• Piperidinyl derivatives as modulators of chemokine receptor activity
  申请人：Bristol-Myers Squibb Company

  公开号：EP2471773A1

  公开（公告）日：2012-07-04

  The present application describes substituted piperidinyl modulators of MIP-1α or CCR-1 or stereoisomers or pharmaceutically acceptable salts thereof. In addition, methods of treating and preventing inflammatory diseases such as asthma and allergic diseases, as well as autoimmune pathologies such as rheumatoid arthritis and transplant rejection using said modulators are disclosed.

  本申请介绍了 MIP-1α 或 CCR-1 的取代哌啶基调节剂或其立体异构体或药学上可接受的盐类。此外，还公开了使用上述调节剂治疗和预防炎症性疾病（如哮喘和过敏性疾病）以及自身免疫性病症（如类风湿性关节炎和移植排斥反应）的方法。
• NITROOXYDERIVATIVE OF ROCK KINASE INHIBITOR
  申请人：Vivavision (Shanghai) Ltd

  公开号：EP3901156A1

  公开（公告）日：2021-10-27

  The invention provides a small molecule compound of a NO donor, characterized in that the small molecule compound of the NO donor is a compound shown in the following structural formula I or a stereoisomer, a geometric isomer, a tautomer, a racemate, a deuterated isotopic derivative, a hydrate, a solvate, a metabolite, or a pharmaceutically acceptable salt or prodrug thereof; formula I; wherein a ring A is a substituted or unsubstituted heteroaromatic ring; X is selected from (CH2)n, wherein n is selected from 0, 1, 2, or 3; R is a substituent of terminal -O-NO2; R1 is selected from hydrogen, a hydroxyl group, a halogen, an amino group, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted heteroalkyl group; R2 and R3 are each independently selected from hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, or an amino protecting group; alternatively, R2 and R3 are connected to each other to form a substituted or unsubstituted cycloheteroalkyl group. The compound has a highly active inhibitory effect on ROCK kinase.

  本发明提供了一种 NO 供体的小分子化合物，其特征在于 NO 供体的小分子化合物是如下结构式 I 所示的化合物或其立体异构体、几何异构体、同分异构体、外消旋体、氘代同位素衍生物、水合物、溶解物、代谢物或药学上可接受的盐或原药； 式 I；其中环 A 是取代或未取代的杂芳香环；X 选自 (CH2)n，其中 n 选自 0、1、2 或 3；R 是末端 -O-NO2 的取代基；R1 选自氢、羟基、卤素、氨基、氰基、取代或未取代的烷基、取代或未取代的烷氧基、取代或未取代的烯基、取代或未取代的炔基、取代或未取代的杂烷基；R2 和 R3 各自独立地选自氢、取代或未取代的烷基、取代或未取代的环烷基或氨基保护基团；或者，R2 和 R3 相互连接形成取代或未取代的环杂烷基。该化合物对 ROCK 激酶具有高活性抑制作用。
• US7601844B2
  申请人：——

  公开号：US7601844B2

  公开（公告）日：2009-10-13