(3-溴-4-甲氧基苯基)乙醛 | 1211523-56-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (3-溴-4-甲氧基苯基)乙醛
• 英文名称: 3-bromo-4-methoxyphenylacetaldehyde
• 英文别名: 2-(3-Bromo-4-methoxyphenyl)acetaldehyde
• CAS: 1211523-56-6
• 化学式: C₉H₉BrO₂
• 分子量: 229.073
• InChiKey: FJJQOYXTERTMGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  307.4±27.0 °C(Predicted)
• 密度：
  1.433±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3-溴-4-甲氧基苯基)乙醛 在 吡啶 、 sodium tetrahydroborate 、 溴化亚铜二甲硫醚 、 caesium carbonate 、 sodium butanolate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 水 、 正丁醇 为溶剂， 反应 38.0h， 生成 O-methylneferine
  参考文献：
  名称：

  Asymmetric Synthesis of O-Methylneferine

  摘要：

  Diastereoselective Pictet-Spengler reaction of 2-arylethylamine bearing an N-(R)-1-(1-naphthyl)ethylcarbamoyl group with arylacetaldehyde gave 1-benzyltetrahydroisoquinoline in good yield with moderate diastereoselectivity. The reaction was applied to asymmetric synthesis of O-methyl derivative of neferine, an alkaloid of the lotus embryo, Nelumbo nucifera Gaertner.

  DOI：

  10.3987/com-18-s(t)64
• 作为产物：
  描述：

  2-bromo-1-methoxy-4-(2-methoxyvinyl)benzene 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以68%的产率得到(3-溴-4-甲氧基苯基)乙醛
  参考文献：
  名称：

  Asymmetric Synthesis of O-Methylneferine

  摘要：

  Diastereoselective Pictet-Spengler reaction of 2-arylethylamine bearing an N-(R)-1-(1-naphthyl)ethylcarbamoyl group with arylacetaldehyde gave 1-benzyltetrahydroisoquinoline in good yield with moderate diastereoselectivity. The reaction was applied to asymmetric synthesis of O-methyl derivative of neferine, an alkaloid of the lotus embryo, Nelumbo nucifera Gaertner.

  DOI：

  10.3987/com-18-s(t)64

文献信息

• N1,N1-Dimethyl-N3-(3-(trifluoromethyl)phenethyl)propane-1,3-diamine, a new lead for the treatment of human African trypanosomiasis
  作者：Ngoc B. Pham、Sophie Deydier、Mehdi Labaied、Séverine Monnerat、Kenneth Stuart、Ronald J. Quinn

  DOI：10.1016/j.ejmech.2013.12.050

  日期：2014.3

  The natural product, convolutamine I (1), has anti-trypanosomal activity however it has a high molecular weight of 473 due to a presence of 3 bromine atoms. The synthesis of the natural product convolutamine I (1) together with its analogues are presented. A SAR study against Trypanosoma brucei brucei led to compounds with improved physico-chemical properties: lower molecular weight and lower log P while maintaining potency (with a slight 2-fold improvement). (C) 2014 The Authors. Published by Elsevier Masson SAS. All rights
• Substituted Benzo[d]isoxazol-3-yl Amine Compounds as Analgesics
  申请人：MERLA Beatrix

  公开号：US20080176915A1

  公开（公告）日：2008-07-24

  Substituted benzo[d]isoxazol-3-yl amine compounds corresponding to formula I which exhibit an strong affinity to the KCNQ2/3 K + channel, and which are suitable for treating or inhibiting pain and/or disorders or disease states that are at least partly mediated by the KCNQ2/3 K + channel.
• US7696238B2
  申请人：——

  公开号：US7696238B2

  公开（公告）日：2010-04-13
• Asymmetric Synthesis of O-Methylneferine
  作者：Katsumi Nishimura、Shinji Horii、Takao Tanahashi

  DOI：10.3987/com-18-s(t)64

  日期：——

  Diastereoselective Pictet-Spengler reaction of 2-arylethylamine bearing an N-(R)-1-(1-naphthyl)ethylcarbamoyl group with arylacetaldehyde gave 1-benzyltetrahydroisoquinoline in good yield with moderate diastereoselectivity. The reaction was applied to asymmetric synthesis of O-methyl derivative of neferine, an alkaloid of the lotus embryo, Nelumbo nucifera Gaertner.