ethyl 3,5-diacetoxybenzoate | 52997-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 3,5-diacetoxybenzoate
• 英文别名: Aethyl-3.5-diacetoxibenzoat；Ethyl 3,5-bis(acetyloxy)benzoate；ethyl 3,5-diacetyloxybenzoate
• CAS: 52997-78-1
• 化学式: C₁₃H₁₄O₆
• 分子量: 266.251
• InChiKey: WMBNMBJAZWDCSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 3,5-diacetoxybenzoate 在 Candida cylindracea lipase 作用下， 以 异丙醚 、 正丁醇 为溶剂， 反应 3.0h， 以32%的产率得到3-乙酰氧基-5-羟基苯甲酸乙酯
  参考文献：
  名称：

  Novel chemoselective de-esterification of esters of polyacetoxy aromatic acids by lipases

  摘要：

  Candida cylindracea lipase (CCL) and porcine pancreatic lipase (PPL) have been used for deacetylation of peracetates of methyl and ethyl esters of six different polyphenolic acids in organic solvents. Exclusive de-esterification of the ester groups derived from the phenolic hydroxy and aliphatic acid over the ester group of the aromatic acid and aliphatic alcohol has been achieved affording the corresponding esters of phenolic acids in as high yields as 90-97%. The results have been corroborated with the mechanism of lipase action. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01118-0
• 作为产物：
  描述：

  3,5-二羟基苯甲酸 在 硫酸 作用下， 生成 ethyl 3,5-diacetoxybenzoate
  参考文献：
  名称：

  Novel chemoselective de-esterification of esters of polyacetoxy aromatic acids by lipases

  摘要：

  Candida cylindracea lipase (CCL) and porcine pancreatic lipase (PPL) have been used for deacetylation of peracetates of methyl and ethyl esters of six different polyphenolic acids in organic solvents. Exclusive de-esterification of the ester groups derived from the phenolic hydroxy and aliphatic acid over the ester group of the aromatic acid and aliphatic alcohol has been achieved affording the corresponding esters of phenolic acids in as high yields as 90-97%. The results have been corroborated with the mechanism of lipase action. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(96)01118-0

文献信息

• Benzannulation of Substituted 3-Alkoxycarbonylhex-3-en-5-ynoic Acids: A New Route to 4-Substituted 3,5-Dihydroxybenzoic Acids Derivatives
  作者：Stefano Serra、Claudio Fuganti

  DOI：10.1055/s-2002-34212

  日期：——

  A new regioselective pathway to 4-substituted 3,5-dihydroxybenzoic acids derivatives is described here. According to this procedure substituted propargylic aldehydes are converted into substituted 3-alkoxycarbonylhex-3-en-5-ynoic acids, which are in turn, treated with acetic anhydride in the presence of sodium acetate to give the substituted benzoic acids derivatives. The aromatic moiety constructed

  4-取代的 3,5-二羟基苯甲酸衍生物的新区域选择性途径在这里描述。根据该方法，取代的炔丙醛转化为取代的3-烷氧基羰基己-3-烯-5-炔酸，然后在乙酸钠存在下用乙酸酐处理，得到取代的苯甲酸衍生物。使用后一种苯并环化反应构建的芳族部分以区域选择性方式形成，并且可以容忍一系列取代基。
• Novel chemoselective de-esterification of esters of polyacetoxy aromatic acids by lipases
  作者：Virinder S. Parmar、Ajay Kumar、Kirpal S. Bisht、Shubhasish Mukherjee、Ashok K. Prasad、Sunil K. Sharma、Jesper Wengel、Carl E. Olsen

  DOI：10.1016/s0040-4020(96)01118-0

  日期：1997.2

  Candida cylindracea lipase (CCL) and porcine pancreatic lipase (PPL) have been used for deacetylation of peracetates of methyl and ethyl esters of six different polyphenolic acids in organic solvents. Exclusive de-esterification of the ester groups derived from the phenolic hydroxy and aliphatic acid over the ester group of the aromatic acid and aliphatic alcohol has been achieved affording the corresponding esters of phenolic acids in as high yields as 90-97%. The results have been corroborated with the mechanism of lipase action. (C) 1997, Elsevier Science Ltd.