α-phenyl-4-acetoxy-3-methoxycinnamic acid | 54208-11-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: α-phenyl-4-acetoxy-3-methoxycinnamic acid
• 英文别名: 3-(4-Acetyloxy-3-methoxyphenyl)-2-phenylprop-2-enoic acid
• CAS: 54208-11-6
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: WOMIACIXAYJPNZ-UHFFFAOYSA-N

物化性质

• 沸点：
  420.0±40.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  α-phenyl-4-acetoxy-3-methoxycinnamic acid 生成 [2-Methoxy-4-(2-phenylethenyl)phenyl] acetate
  参考文献：
  名称：

  Gierer,J. et al., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1974, vol. 28, p. 717 - 729

  摘要：

  DOI：
• 作为产物：
  描述：

  苯乙酸 、 乙酰香兰素 在 三乙胺 作用下， 以 乙酸酐 为溶剂， 生成 α-phenyl-4-acetoxy-3-methoxycinnamic acid
  参考文献：
  名称：

  Gierer,J. et al., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1974, vol. 28, p. 717 - 729

  摘要：

  DOI：

文献信息

• Microwave Induced One Pot Process For The Preparation Of Arylethenes
  申请人：Sinha Kumar Arun

  公开号：US20080045752A1

  公开（公告）日：2008-02-21

  The invention entitled “A Microwave Induced One Pot Process for The Preparation of Arylethenes” provides a method for the preparation of commercially important 2- or 4-hydroxy substituted arylethenes like styrenes or stilbenes in one pot utilizing cheaper substrates in the form of 2- or 4-hydroxy substituted cinnamic acids and their derivatives as well as reagents in the form of base such as sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, ammonium acetate, imidazole, methylimidazole and the combination thereof, with or without solvent such as dimethylformamide, dimethylsulfoxide, ethylene glycol, diethylene glycol, acetonitrile, acetone, methyl imidazoles, ionic liquid, water and the like. The reaction time vary from 1 min-12 hrs and yield of the products from 49-76% depending upon the base, acid, substrate source of heating monomode or multimode microwave or conventional. It is important to mention that the presence of 2- or 4-hydroxy substitution at phenyl ring of cinnamic acids and their derivatives is essential requirements towards formation of corresponding arylethenes in one step.

  这项名为“一锅法微波诱导制备芳基乙烯”的发明提供了一种在一个反应器中利用更便宜的底物（2-或4-羟基取代肉桂酸及其衍生物）和碱性试剂（如氢氧化钠，氢氧化钾，氢氧化锂，碳酸氢钠，碳酸钠，碳酸氢钾，碳酸钾，乙酸铵，咪唑，甲基咪唑和它们的组合物）制备商业上重要的2-或4-羟基取代的芳基乙烯（如苯乙烯或苯并乙烯）的方法。反应时间为1分钟至12小时，产率为49-76％，取决于碱性试剂、酸性试剂、底物、加热方式（单模或多模微波或传统方式）等因素。值得一提的是，肉桂酸及其衍生物苯环上的2-或4-羟基取代是制备相应芳基乙烯的必要条件，可以在一个步骤中完成。反应可以在溶剂（如二甲基甲酰胺、二甲基亚砜、乙二醇、二乙二醇、乙腈、丙酮、甲基咪唑、离子液体、水等）存在或不存在的情况下进行。
• CIS-1,2-SUBSTITUTED STILBENE DERIVATES AND THE USE THEREROF FOR MANUFACTURING MEDICAMENTS FOR TREATING MEDICAMENTS FOR TREATING AND/OR PREVENTING DIABETES
  申请人：Institute of Radiation Medicine, Academy of Military Medical Sciences Pla

  公开号：EP1801087A1

  公开（公告）日：2007-06-27

  The present invention relates to cis-1,2-substituted stilbene derivatives, or their pharmaceutically acceptable salts, glucosides or solvates, a pharamceutical composition comprising the compound, and use of said compound for preparation of a drug for treatment and/or prevention of diabetes or improvement of diabetic complications.

  本发明涉及顺式-1,2-取代的二苯乙烯衍生物或其药学上可接受的盐、苷或溶液，包含该化合物的药物组合物，以及使用所述化合物制备治疗和/或预防糖尿病或改善糖尿病并发症的药物。
• CIS-1,2-SUBSTITUTED STILBENE DERIVATIVES FOR TREATING AND/OR PREVENTING DIABETES
  申请人：Institute of Radiation Medicine, Academy of Military Medical Sciences Pla

  公开号：EP1801087B1

  公开（公告）日：2012-08-29
• Remarkable synergism in methylimidazole-promoted decarboxylation of substituted cinnamic acid derivatives in basic water medium under microwave irradiation: a clean synthesis of hydroxylated (E)-stilbenes
  作者：Vinod Kumar、Abhishek Sharma、Anuj Sharma、Arun K. Sinha

  DOI：10.1016/j.tet.2007.05.046

  日期：2007.8

  A metal-free protocol for decarboxylation of substituted alpha-phenylcinnamic acid derivatives in aqueous media is developed, wherein a remarkable synergism between methylimidazole and aq NaHCO3 in polyethylene glycol under microwave furnished the corresponding para/ortho hydroxylated (E)-stilbenes in a mild and efficient manner. The critical role of water in facilitating the decarboxylation imparts an interesting facet to the synthetic utility of water mediated organic transformations. The developed protocol provides a clean alternative to the hitherto indispensable multistep approaches involving toxic quinoline and a copper salt combination as the common decarboxylating agent. (C) 2007 Elsevier Ltd. All rights reserved.
• Cis-1,2-substituted stilbene derivatives and their use in preparation of drugs for treatment and/or prevention of diabetes
  申请人：Kang Zhiyun

  公开号：US20090076114A1

  公开（公告）日：2009-03-19

  The present invention relates to cis-1,2-substituted stilbene derivatives, or their pharmaceutically acceptable salts, glucosides or solvates, a pharmaceutical composition comprising the compound, and use of said compound for preparation of a drug for treatment and/or prevention of diabetes or improvement of diabetic complications.