3-(2-溴-4-甲氧基苯基)丙酸 | 103038-45-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 中文名称: 3-(2-溴-4-甲氧基苯基)丙酸
• 英文名称: 3-(2-bromo-4-methoxyphenyl)propanoic acid
• 英文别名: 3-(2-bromo-4-methoxy-phenyl)-propionic acid；3-(2-Brom-4-methoxy-phenyl)-propionsaeure；3-(2-Bromo-4-methoxyphenyl)propanoic acid
• CAS: 103038-45-5
• 化学式: C₁₀H₁₁BrO₃
• 分子量: 259.1
• InChiKey: ZCBBLKLYHOYPKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-溴-4-甲氧基苯基)丙酸 在 aluminum (III) chloride 、 氯化亚砜 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 7-bromo-5-methoxy-3-methyl-1H-indene
  参考文献：
  名称：

  Cyclotrimerization of unsymmetrically bromo-substituted diynes: toward the synthesis of potential selective inhibitors of tyrosine kinase 2

  摘要：

  A study on transition metal catalyzed alkyne cyclotrimerization of unsymmetrically bromo-substituted diynes with ethynyltrimethylsilane was carried out to prepare bicyclic bromobenzene key intermediates for the total synthesis of five potential tyrosine kinase 2 inhibitors. Two different pre-catalysts (Cp*RuCl(cod) and [Rh(cod)(2)]BF4/BINAP) and different reaction conditions have been examined. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.087
• 作为产物：
  描述：

  2-溴-4-甲氧基苯甲醛 在 吡啶 、 盐酸 、 amalgamated zinc 、 乙醇 、 溶剂黄146 作用下， 生成 3-(2-溴-4-甲氧基苯基)丙酸
  参考文献：
  名称：

  Alberola et al., Anales de la Real Sociedad Espanola de Fisica y Quimica, 1959, vol. 55, p. 683,689

  摘要：

  DOI：

文献信息

• Highly Diastereoselective Synthesis of Medium-Sized Carbocycle-Fused Piperidines via Sequential Hydride Shift Triggered Double C(sp³)–H Bond Functionalization
  作者：Miyabi Kataoka、Yuna Otawa、Natsuki Ido、Keiji Mori

  DOI：10.1021/acs.orglett.9b03498

  日期：2019.12.6

  diastereoselective synthesis of medium-sized carbocycle-fused piperidines via [1,n (n = 6, 7)]-[1,5]-sequential hydride shift triggered double C(sp3)–H bond functionalization. When cinnamylidene malonates having N,N-dibenzyl propylamine moiety were treated with 5 mol % of Yb(OTf)3, a [1,6]-[1,5]-sequential hydride shift/cyclization process proceeded to afford seven-membered carbocycle-fused piperidines with excellent

  在本文中，我们报告了通过[1，n（n = 6，7）]-[1,5]-顺序氢化物移位引发的双C（sp 3）-H键官能化的中等大小的碳环稠合哌啶的非对映选择性合成。用5 mol％的Yb（OTf）3处理具有N，N-N-二苄基丙胺部分的肉桂亚丙二酸酯时，进行[1,6]-[1,5]-顺序氢化物转移/环化过程，得到七元碳环极佳的非对映选择性的稠合哌啶。该顺序系统适用于通过前所未有的[1,7]-[1,5]-顺序氢化物转移/环化过程合成八元碳环稠合的哌啶。
• Construction of seven- and eight-membered carbocycles by Lewis acid catalyzed C(sp³)–H bond functionalization
  作者：Yuna Otawa、Keiji Mori

  DOI：10.1039/c9cc08074k

  日期：——

  We achieved a concise construction of seven- and eight-membered carbocycles via Lewis acid catalyzed C(sp3)–H bond functionalization. In these reactions, a quite rare [1,6 (or 7)]-hydride shift/cyclization process proceeded smoothly to afford seven- and eight-membered carbocycles with good chemical yields starting from substrates with high conformational freedom.

  我们通过路易斯酸催化的C（sp 3）-H键功能化实现了七元和八元碳环的简洁构建。在这些反应中，非常罕见的[1,6（或7）]氢化物转移/环化过程顺利进行，从具有高构象自由度的底物开始提供具有良好化学收率的七元和八元碳环。
• Alberola et al., Anales de la Real Sociedad Espanola de Fisica y Quimica, 1959, vol. <B> 55, p. 683,689
  作者：Alberola et al.

  DOI：——

  日期：——
• Cyclotrimerization of unsymmetrically bromo-substituted diynes: toward the synthesis of potential selective inhibitors of tyrosine kinase 2
  作者：Silje Melnes、Annette Bayer、Odd Reidar Gautun

  DOI：10.1016/j.tet.2012.07.087

  日期：2012.10

  A study on transition metal catalyzed alkyne cyclotrimerization of unsymmetrically bromo-substituted diynes with ethynyltrimethylsilane was carried out to prepare bicyclic bromobenzene key intermediates for the total synthesis of five potential tyrosine kinase 2 inhibitors. Two different pre-catalysts (Cp*RuCl(cod) and [Rh(cod)(2)]BF4/BINAP) and different reaction conditions have been examined. (C) 2012 Elsevier Ltd. All rights reserved.