2-(3,4-二甲氧基苯基)-2-羟基丙酸甲酯 | 870262-21-8

• 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: 2-(3,4-二甲氧基苯基)-2-羟基丙酸甲酯
• 英文名称: methyl 2-(3,4-dimethoxyphenyl)lactate
• 英文别名: methyl 2-(3,4-dimethoxyphenyl)-2-hydroxypropanoate；Methyl (3,4-dimethoxylphenyl)-lactate
• CAS: 870262-21-8
• 化学式: C₁₂H₁₆O₅
• 分子量: 240.256
• InChiKey: PTUWWOJCSLVXOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3,4-二甲氧基苯基)-2-羟基丙酸甲酯 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 3,4-dimethoxybenzeneacrylic acid methyl ester
  参考文献：
  名称：

  New synthesis of 3-aryl-N-n-propyl-piperidines

  摘要：

  The synthesis of 3 -aryl-N-n-propyl-piperidines is described in six steps starting from a-sulfonyl acetamide via the formal [3+3] cycloaddition reaction of the latter into glutarimide. The pathway involves an efficient cycloaddition and regioselective reduction, and yields useful building blocks for heterocyclic chemistry. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00282-x
• 作为产物：
  描述：

  [(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl] (2R,3R)-2-(3,4-dimethoxyphenyl)-4-[(E)-3-[(2R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylate 生成 2-(3,4-二甲氧基苯基)-2-羟基丙酸甲酯
  参考文献：
  名称：

  AI, CHUN-BO;LI, LIAN-NIANG, J. NATUR. PROD., 51,(1988) N 1, 145-149

  摘要：

  DOI：

文献信息

• Electroreductive Acylation of Aromatic Ketones with Acylimidazoles
  作者：Naoki Kise、Syun Agui、Shinji Morimoto、Nasuo Ueda

  DOI：10.1021/jo051498w

  日期：2005.11.1

  The intermolecular reductive coupling of aromatic ketones with acylimidazoles was effected by electroreduction in the presence of chlorotrimethylsilane and gave α-trimethylsiloxy ketones and esters. The best result was obtained using Bu4NPF6 as a supporting electrolyte and a Pb cathode in THF. The α-trimethylsiloxy-containing products were transformed to the corresponding α-hydroxy ketones and esters

  在氯代三甲基硅烷的存在下，通过电还原作用实现芳族酮与酰基咪唑的分子间还原偶联，得到α-三甲基甲硅烷氧基酮和酯。使用Bu 4 NPF 6作为支持电解质和THF中的Pb阴极可获得最佳结果。通过在THF中用TBAF处理，将含α-三甲基甲硅烷氧基的产物转化为相应的α-羟基酮和酯。该方法对于δ-和ε-酮基酰基咪唑的分子内还原偶联也是有效的。
• Highly Regioselective Friedel–Crafts Reactions of Electron-Rich Aromatic Compounds with Pyruvate Catalyzed by Lewis Acid-Base: Efficient Synthesis of Pesticide Cycloprothrin
  作者：Yu-Gui Si、Jun Chen、Fan Li、Jin-Hua Li、Ye-Jun Qin、Biao Jiang

  DOI：10.1002/adsc.200505450

  日期：2006.5

  An efficient synthesis of aromatic lactate esters is reported via highly regioselective Friedel–Crafts reactions of electron-rich aromatic compounds with pyruvate ester promoted by TiCl4 in the presence of basic Al2O3. The utility of the reaction is shown by the efficient synthesis of the pesticide cycloprothrin in high yield.

  芳族乳酸酯的有效的合成报道通过用丙酮酸酯通过的TiCl促进富电子的芳族化合物的高度选择性Friedel-Crafts反应4在基本Al的存在2 Ó 3。该反应的实用性以高产率高效合成了农药环丙菊酯显示出来。
• New synthesis of 3-aryl-N-n-propyl-piperidines
  作者：Meng-Yang Chang、Shui-Tein Chen、Nein-Chen Chang

  DOI：10.1016/s0040-4020(02)00282-x

  日期：2002.4

  The synthesis of 3 -aryl-N-n-propyl-piperidines is described in six steps starting from a-sulfonyl acetamide via the formal [3+3] cycloaddition reaction of the latter into glutarimide. The pathway involves an efficient cycloaddition and regioselective reduction, and yields useful building blocks for heterocyclic chemistry. (C) 2002 Elsevier Science Ltd. All rights reserved.
• AI, CHUN-BO;LI, LIAN-NIANG, J. NATUR. PROD., 51,(1988) N 1, 145-149
  作者：AI, CHUN-BO、LI, LIAN-NIANG

  DOI：——

  日期：——