Methyl 2-[3-(3-hydroxyphenyl)-3-oxopropyl]benzoate | 170861-55-9

• 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: Methyl 2-[3-(3-hydroxyphenyl)-3-oxopropyl]benzoate
• CAS: 170861-55-9
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: UXSPQOIOUWMMPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 2-[3-(3-hydroxyphenyl)-3-oxopropyl]benzoate 在 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 6.0h， 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 、 硫酸 、 氢气 作用下， 以 乙醇 为溶剂， 5.0~25.0 ℃ 、275.79 kPa 条件下， 反应 42.0h， 生成 Methyl 2-[3-(3-hydroxyphenyl)-3-oxopropyl]benzoate
  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

• Diaryl 5,6-fused heterocyclic acids as leukotriene antagonists
  申请人：Merck Frosst Canada, Inc.

  公开号：US05472964A1

  公开（公告）日：1995-12-05

  Compounds having the formula I: ##STR1## are antagonists of the actions of leukotrienes. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection.

  具有公式I的化合物：##STR1##是白三烯行动拮抗剂。这些化合物可用作抗哮喘，抗过敏，抗炎和细胞保护剂。它们也可用于治疗心绞痛，脑痉挛，肾小球肾炎，肝炎，内毒素血症，葡萄膜炎和同种移植排斥。
• US5472964A
  申请人：——

  公开号：US5472964A

  公开（公告）日：1995-12-05
• [EN] DIARYL 5,6-FUSED HETEROCYCLIC ACIDS AS LEUKOTRIENE ANTAGONISTS<br/>[FR] ACIDES DIARYL-5,6-CONDENSES HETEROCYCLIQUES UTILISES COMME ANTAGONISTES DES LEUCOTRIENES
  申请人：MERCK FROSST CANADA INC.

  公开号：WO1995018132A1

  公开（公告）日：1995-07-06

  (EN) Compounds having formula (I) are antagonists of the actions of leukotrienes. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection.(FR) Les composés de formule (I) sont des antagonistes des effets des leucotriènes et sont utilisés comme agents anti-asthmatiques, anti-allergiques, anti-inflammatoires et cytoprotecteurs. Ils sont également utiles pour le traitement de l'angine de poitrine, des spasmes cérébraux, de la glomérulonéphrite, de l'hépatite, de l'endotoxémie, de l'uvéite et du rejet d'allogreffe.
• 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.