ethyl 5-chloro-8-hydroxy-3-methyl-1-oxoisochroman-7-carboxylate | 54870-23-4

• 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 5-chloro-8-hydroxy-3-methyl-1-oxoisochroman-7-carboxylate
• 英文别名: Ethyl 5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carboxylate
• CAS: 54870-23-4
• 化学式: C₁₃H₁₃ClO₅
• 分子量: 284.696
• InChiKey: JEAZMZADNPGWSC-UHFFFAOYSA-N

物化性质

• 沸点：
  492.6±45.0 °C(Predicted)
• 密度：
  1.364±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• 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：

  ethyl 5-chloro-8-hydroxy-3-methyl-1-oxoisochroman-7-carboxylate 在 lithium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以338 mg的产率得到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：

  7-ethoxycarbonyl-8-hydroxy-3-methyl-1-isochromanone 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以490 mg的产率得到ethyl 5-chloro-8-hydroxy-3-methyl-1-oxoisochroman-7-carboxylate
  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

• 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.