2-(3-methoxy-phenoxy)-3-oxo-succinic acid diethyl ester | 1050426-29-3

• 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: 2-(3-methoxy-phenoxy)-3-oxo-succinic acid diethyl ester
• 英文别名: diethyl 2-(3-methoxyphenoxy)-3-oxobutanedioate
• CAS: 1050426-29-3
• 化学式: C₁₅H₁₈O₇
• 分子量: 310.304
• InChiKey: NRCFOGZUAPZSCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(3-methoxy-phenoxy)-3-oxo-succinic acid diethyl ester 在 硫酸 作用下， 反应 72.0h， 以46.1%的产率得到6-methoxy-benzofuran-2,3-dicarboxylic acid
  参考文献：
  名称：

  Development of a Robust Protocol for the Synthesis of 6-Hydroxybenzofuran-3-carboxylic Acid

  摘要：

  Benzofuran scaffolds are fundamental moieties found in a variety of biologically active natural products and synthetic drugs. In the course of one of our development programs, we needed to develop a practical and cost-effective manufacturing approach to such a benzofuran scaffold. Here we report a highly robust four-step, one-pot process that provides access to a 6-hydroxybenzofuran-3-carboxylic acid structure. An H-1 NMR monitoring study allowed a better understanding of the overall sequence of events and the nature of the detected intermediates. After six steps, including the optimized tandem process, the desired hydroxylated benzofuran was obtained in 40% yield with a purity above 99%.

  DOI：

  10.1021/acs.oprd.9b00546
• 作为产物：
  描述：

  3-甲氧基苯酚 在 sodium ethanolate 、 potassium carbonate 、 potassium iodide 作用下， 以 甲基叔丁基醚 、 水 、 丙酮 为溶剂， 反应 12.0h， 生成 2-(3-methoxy-phenoxy)-3-oxo-succinic acid diethyl ester
  参考文献：
  名称：

  Development of a Robust Protocol for the Synthesis of 6-Hydroxybenzofuran-3-carboxylic Acid

  摘要：

  Benzofuran scaffolds are fundamental moieties found in a variety of biologically active natural products and synthetic drugs. In the course of one of our development programs, we needed to develop a practical and cost-effective manufacturing approach to such a benzofuran scaffold. Here we report a highly robust four-step, one-pot process that provides access to a 6-hydroxybenzofuran-3-carboxylic acid structure. An H-1 NMR monitoring study allowed a better understanding of the overall sequence of events and the nature of the detected intermediates. After six steps, including the optimized tandem process, the desired hydroxylated benzofuran was obtained in 40% yield with a purity above 99%.

  DOI：

  10.1021/acs.oprd.9b00546

文献信息

• ARYL CARBOXYLIC ACID CYCLOHEXYL AMIDE DERIVATIVES
  申请人：Hersperger Rene

  公开号：US20100016361A1

  公开（公告）日：2010-01-21

  A compound of formula (I) or a pharmaceutically acceptable salt or prodrug ester thereof: (I) wherein the variants R and X are defined in the specification.

  化合物公式（I）或其药学上可接受的盐或前药酯：（I），其中变异体R和X在规范中定义。
• Aryl carboxylic acid cyclohexyl amide derivatives
  申请人：Hersperger Rene

  公开号：US08354431B2

  公开（公告）日：2013-01-15

  A compound of formula (I) or a pharmaceutically acceptable salt or prodrug ester thereof: (I) wherein the variants R and X are defined in the specification.

  化合物公式（I）或其药学上可接受的盐或前药酯：（I）其中变异体R和X在规范中定义。
• WO2008/101905
  申请人：——

  公开号：——

  公开（公告）日：——
• US8354431B2
  申请人：——

  公开号：US8354431B2

  公开（公告）日：2013-01-15
• [EN] ARYL CARBOXYLIC ACID CYCLOHEXYL AMIDE DERIVATIVES<br/>[FR] DÉRIVÉS CYCLOHEXYL AMIDE D'ACIDE CARBOXYLIQUE ARYLE
  申请人：NOVARTIS AG

  公开号：WO2008101905A1

  公开（公告）日：2008-08-28

  [EN] A compound of formula (I) or a pharmaceutically acceptable salt or prodrug ester thereof: (I) wherein the variants R and X are defined in the specification.
  [FR] L'invention concerne un composé représenté par la formule (I) ou un sel ou un promédicament de type ester pharmaceutiquement acceptables de celui-ci, les variants R et X de ladite formule étant tels que définis dans les spécifications.