3-((10S)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl)-2-propanoic acid | 1262803-07-5

• 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: 3-((10S)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl)-2-propanoic acid
• 英文别名: 3-[(9S)-9-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenyl]propanoic acid
• CAS: 1262803-07-5
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: OSSNDZJBEQUFER-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-((10S)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl)-2-propanoic acid 、 ethyl potassium malonate 在 三乙胺 、 N,N'-羰基二咪唑 、 magnesium chloride 作用下， 以 乙腈 为溶剂， 以94%的产率得到ethyl 5-((10S)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl)-3-oxopentanoate
  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
• 作为产物：
  描述：

  (1R)-1-naphthalen-2-ylethanamine;3-[(9S)-9-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaenyl]propanoic acid 在 盐酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 以83%的产率得到3-((10S)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl)-2-propanoic 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.