2-[3-(3-hydroxyphenyl)-3-oxopropyl]benzoic acid | 177747-92-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-[3-(3-hydroxyphenyl)-3-oxopropyl]benzoic acid
• CAS: 177747-92-1
• 化学式: C₁₆H₁₄O₄
• 分子量: 270.285
• InChiKey: XRECTMQUWVYQRN-UHFFFAOYSA-N

物化性质

• 沸点：
  526.1±40.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[3-(3-hydroxyphenyl)-3-oxopropyl]benzoic acid 在 硫酸 、 palladium diacetate 、 三乙胺 、 三苯基膦 、 lithium bromide 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 23.0h， 生成 (E)-2-[3-[3-[2-(7-氯-2-喹啉基)乙烯基]苯基]-3-氧代丙基]苯甲酸甲酯
  参考文献：
  名称：

  Practical Route to a New Class of LTD₄ Receptor Antagonists

  摘要：

  A general approach to the synthesis of a new class of LTD(4) antagonists is presented. The key diarylpropane framework was prepared by Claisen-Schmidt condensation and selective reduction of the enone. Depending on the bridge to the 7-chloroquinaldine moiety, alkylation or Heck coupling methodology was developed. The chiral sulfides were introduced by asymmetric reduction of the diarylpropanone intermediates and subsequent inversion of the chiral center.

  DOI：

  10.1021/jo952103j
• 作为产物：
  描述：

  3-羟基异苯并呋喃-1(3H)-酮 在 Wilkinson's catalyst 盐酸 、 sodium hydroxide 、 氢气 作用下， 以 乙醇 为溶剂， 5.0~25.0 ℃ 、275.79 kPa 条件下， 反应 25.0h， 生成 2-[3-(3-hydroxyphenyl)-3-oxopropyl]benzoic acid
  参考文献：
  名称：

  Practical Route to a New Class of LTD₄ Receptor Antagonists

  摘要：

  A general approach to the synthesis of a new class of LTD(4) antagonists is presented. The key diarylpropane framework was prepared by Claisen-Schmidt condensation and selective reduction of the enone. Depending on the bridge to the 7-chloroquinaldine moiety, alkylation or Heck coupling methodology was developed. The chiral sulfides were introduced by asymmetric reduction of the diarylpropanone intermediates and subsequent inversion of the chiral center.

  DOI：

  10.1021/jo952103j

文献信息

• Practical Route to a New Class of LTD₄ Receptor Antagonists
  作者：Robert D. Larsen、Edward G. Corley、Anthony O. King、James D. Carroll、Paul Davis、Thomas R. Verhoeven、Paul J. Reider、Marc Labelle、Jacques Y. Gauthier、Yi Bin Xiang、Robert J. Zamboni

  DOI：10.1021/jo952103j

  日期：1996.1.1

  A general approach to the synthesis of a new class of LTD(4) antagonists is presented. The key diarylpropane framework was prepared by Claisen-Schmidt condensation and selective reduction of the enone. Depending on the bridge to the 7-chloroquinaldine moiety, alkylation or Heck coupling methodology was developed. The chiral sulfides were introduced by asymmetric reduction of the diarylpropanone intermediates and subsequent inversion of the chiral center.