1-((1S)-5',11'-dihydrospiro[cyclopentane-1,10'-dibenzo[a,d]cyclohepten]-3-yl)-3-azetidinecarboxylic acid | 1254543-08-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 1-((1S)-5',11'-dihydrospiro[cyclopentane-1,10'-dibenzo[a,d]cyclohepten]-3-yl)-3-azetidinecarboxylic acid
• 英文别名: 1-[(3S)-spiro[cyclopentane-3,9'-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaene]-1-yl]azetidine-3-carboxylic acid
• CAS: 1254543-08-2
• 化学式: C₂₃H₂₅NO₂
• 分子量: 347.457
• InChiKey: CXDSZAINFKAKPN-AKRCKQFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 1-((1S)-5',11'-dihydrospiro[cyclopentane-1,10'-dibenzo[a,d]cyclohepten]-3-yl)-3-azetidinecarboxylate 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 生成 1-((1S)-5',11'-dihydrospiro[cyclopentane-1,10'-dibenzo[a,d]cyclohepten]-3-yl)-3-azetidinecarboxylic acid
  参考文献：
  名称：

  Asymmetric route to spirotetracyclic (1S)-5′,11′-dihydro-3H-spiro[cyclopentane-1,10′-dibenzo[a,d]cyclohepten]-3-one derivatives

  摘要：

  A new synthetic pathway to the final compound 1-[(1S)-5',11'-dihydrospiro[cyclopentane-1,10'-dibenzo[a,d]cyclohepten]-3-yl]-3-azetidinecarboxylic acid (1) was set up. The two preparative chiral HPLC separations needed in the first route were successfully avoided and replaced by two diastereomeric crystallizations of intermediate compounds 5 and 10. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.039

文献信息

• Asymmetric route to spirotetracyclic (1S)-5′,11′-dihydro-3H-spiro[cyclopentane-1,10′-dibenzo[a,d]cyclohepten]-3-one derivatives
  作者：Massimo Gianotti、Daniele Andreotti、Davide Casotto、Mario Mattioli、Anna Mingardi、Francesca Pavone、Roberto Profeta、Filippo Valente

  DOI：10.1016/j.tetlet.2010.11.039

  日期：2011.1

  A new synthetic pathway to the final compound 1-[(1S)-5',11'-dihydrospiro[cyclopentane-1,10'-dibenzo[a,d]cyclohepten]-3-yl]-3-azetidinecarboxylic acid (1) was set up. The two preparative chiral HPLC separations needed in the first route were successfully avoided and replaced by two diastereomeric crystallizations of intermediate compounds 5 and 10. (C) 2010 Elsevier Ltd. All rights reserved.