diethyl 2-hydroxy-4-methylisophthalate

• 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: diethyl 2-hydroxy-4-methylisophthalate
• 英文别名: 2-hydroxy-4-methyl-isophthalic acid diethyl ester；2-Hydroxy-4-methyl-isophthalsaeure-diaethylester；2-Hydroxy-4-methylbenzene-1,3-dicarboxylic acid diethyl ester；diethyl 2-hydroxy-4-methylbenzene-1,3-dicarboxylate
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: FXCDLEABCDQCFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  diethyl 2-hydroxy-4-methylisophthalate 在 正丁基锂 、 磺酰氯 、 二异丙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 20.59h， 生成 1H-2-苯并吡喃-7-羧基LIC酸,5-氯-3,4-二氢-8-羟基-3-甲基-1-氧代
  参考文献：
  名称：

  First Synthesis of a Stable Isotope of Ochratoxin A Metabolite for a Reliable Detoxification Monitoring

  摘要：

  Due to its toxicity and presence in numerous food products, Ochratoxin A (OTA) has drawn attention for decades. This article summarizes the first synthesis of a labeled analogue of Ochratoxin alpha (OT alpha), one of the main products generated by the metabolization of OTA by microorganisms. This synthesis also led to a new labeled analogue of OTA with the deuteration located on the dihydroisocoumarin moiety allowing thus both the accurate quantification of OTA and OT alpha and the establishing of a reliable detoxification rate.

  DOI：

  10.1021/ol401630t
• 作为产物：
  描述：

  4,4-二甲氧基-2-丁酮 、 1,3-丙酮二羧酸二乙酯 在 乙醇 、 potassium hydroxide 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 41.0h， 以5.8 g的产率得到diethyl 2-hydroxy-4-methylisophthalate
  参考文献：
  名称：

  First Synthesis of a Stable Isotope of Ochratoxin A Metabolite for a Reliable Detoxification Monitoring

  摘要：

  Due to its toxicity and presence in numerous food products, Ochratoxin A (OTA) has drawn attention for decades. This article summarizes the first synthesis of a labeled analogue of Ochratoxin alpha (OT alpha), one of the main products generated by the metabolization of OTA by microorganisms. This synthesis also led to a new labeled analogue of OTA with the deuteration located on the dihydroisocoumarin moiety allowing thus both the accurate quantification of OTA and OT alpha and the establishing of a reliable detoxification rate.

  DOI：

  10.1021/ol401630t

文献信息

• Über eine Synthese von substituierten Phenolen
  作者：V. Prelog、O. Metzler、O. Jeger

  DOI：10.1002/hlca.19470300234

  日期：1947.3.15
• First Synthesis of a Stable Isotope of Ochratoxin A Metabolite for a Reliable Detoxification Monitoring
  作者：Anaïs Bouisseau、Aurélie Roland、Florence Reillon、Rémi Schneider、Florine Cavelier

  DOI：10.1021/ol401630t

  日期：2013.8.2

  Due to its toxicity and presence in numerous food products, Ochratoxin A (OTA) has drawn attention for decades. This article summarizes the first synthesis of a labeled analogue of Ochratoxin alpha (OT alpha), one of the main products generated by the metabolization of OTA by microorganisms. This synthesis also led to a new labeled analogue of OTA with the deuteration located on the dihydroisocoumarin moiety allowing thus both the accurate quantification of OTA and OT alpha and the establishing of a reliable detoxification rate.