7-ethoxycarbonyl-8-hydroxy-3-methyl-1-isochromanone | 952023-80-2

• 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: 7-ethoxycarbonyl-8-hydroxy-3-methyl-1-isochromanone
• 英文别名: ethyl 8-hydroxy-3-methyl-1-oxoisochroman-7-carboxylate；Ethyl 8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-7-carboxylate
• CAS: 952023-80-2
• 化学式: C₁₃H₁₄O₅
• 分子量: 250.251
• InChiKey: DLTAKPFPLTVAKU-UHFFFAOYSA-N

物化性质

• 熔点：
  96-98 °C
• 沸点：
  445.7±45.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 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：

  7-ethoxycarbonyl-8-hydroxy-3-methyl-1-isochromanone 在 磺酰氯 、 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 、 lithium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 19.25h， 生成 tert-butyl N-((5-chloro-8-hydroxy-3-methyl-1-oxoisochroman-7-yl)carbonyl)-L-phenylalaninate
  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：

  diethyl 4-(2-tert-butyldimethylsilyloxy)propyl-2-hydroxyisophthalate 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 以83%的产率得到7-ethoxycarbonyl-8-hydroxy-3-methyl-1-isochromanone
  参考文献：
  名称：

  A concise synthesis of (±)-pseudodeflectusin, an antitumor isochroman derivative isolated from Aspergillus sp.

  摘要：

  A novel and concise synthesis of (+/-)-pseudodeflectusin (1), an antitumor isochroman derivative isolated from the culture broth of Aspergillus pseudodeflectus, was accomplished by starting from 4-(tert-butyldimethylsilyloxy)-1-pentyne(3) and diethyl 3-oxopentanedicarboxylate (5). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.020

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.
• A concise synthesis of (±)-pseudodeflectusin, an antitumor isochroman derivative isolated from Aspergillus sp.
  作者：Makiko Tobe、Takuya Tashiro、Mitsuru Sasaki、Hirosato Takikawa

  DOI：10.1016/j.tet.2007.07.020

  日期：2007.9

  A novel and concise synthesis of (+/-)-pseudodeflectusin (1), an antitumor isochroman derivative isolated from the culture broth of Aspergillus pseudodeflectus, was accomplished by starting from 4-(tert-butyldimethylsilyloxy)-1-pentyne(3) and diethyl 3-oxopentanedicarboxylate (5). (C) 2007 Elsevier Ltd. All rights reserved.