3-Chlor-isocumarin | 51050-54-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异香豆素及其衍生物
• 英文名称: 3-Chlor-isocumarin
• 英文别名: 3-chloroisochromen-1-one；3-Chloroisocoumarin
• CAS: 51050-54-5
• 化学式: C₉H₅ClO₂
• mdl: MFCD07772897
• 分子量: 180.59
• InChiKey: ITVAVBDLYOFKIJ-UHFFFAOYSA-N

物化性质

• 熔点：
  98.5-99 °C
• 沸点：
  150 °C(Press: 5 Torr)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Chlor-isocumarin 在 air 、 氨 、 苯 作用下， 生成 2-(氰基甲基)苯甲酸
  参考文献：
  名称：

  Davies; Poole, Journal of the Chemical Society, 1928, p. 1618

  摘要：

  DOI：
• 作为产物：
  描述：

  邻羧基苯乙酸 在 五氯化磷 、 三氯氧磷 作用下， 生成 3-Chlor-isocumarin
  参考文献：
  名称：

  Davies; Poole, Journal of the Chemical Society, 1928, p. 1618

  摘要：

  DOI：

文献信息

• Chymotrypsin-like proteases and their inhibitors
  申请人：CEPHALON, INC.

  公开号：EP0732399A2

  公开（公告）日：1996-09-18

  Methods are disclosed for the detection of proteases indicative of Alzheimer's disease which are capable of cleaving β-amyloid precursor protein between methionine and aspartic acid residues. Inhibitors and substrates for these enzymes are also described which are used in the preparation of agents for the treatment of the disease.

  所公开的方法用于检测能在蛋氨酸和天冬氨酸残基之间裂解β-淀粉样蛋白前体的指示性阿尔茨海默病蛋白酶。还描述了这些酶的抑制剂和底物，它们可用于制备治疗这种疾病的药物。
• Palladium catalyzed Suzuki Miyaura cross coupling of 3-chloroisochromen-1-one: synthesis of glomellin and reticulol analogues
  作者：Yadavalli Suneel Kumar、Changalaraya Dasaradhan、Kamalakannan Prabakaran、Pitchai Manivel、Fazlur-Rahman Nawaz Khan、Euh Duck Jeong、Eun Hyuk Chung

  DOI：10.1016/j.tetlet.2014.12.114

  日期：2015.2

  A facile protocol has been developed for a series of 3-substituted isochromen-1-ones utilizing Suzuki coupling strategy. The reaction of 3-chloroisochromen-1 one, 1 with different boronic acids utilizing PdCl2(PPh3)(2)-Ruphos catalytic system gave diversified 3-substituted isochromen-1-ones in excellent yields. The methodology has been utilized in the synthesis of glomellin and reticulol analogues. (C) 2014 Elsevier Ltd. All rights reserved.
• Efficient copper-free Pd(OAc)2/Ruphos-catalyzed Sonogashira coupling in the preparation of 3′-hydroxycorfin and gymnopalynes A analogues
  作者：Changalaraya Dasaradhan、Yadavalli Suneel Kumar、Fazlur-Rahman Nawaz Khan、Euh Duck Jeong、Eun Hyuk Chung

  DOI：10.1016/j.tetlet.2014.11.059

  日期：2015.1

  An efficient method involving copper-free Pd(OAc)(2)/Ruphos-catalyzed Sonogashira coupling strategy for a variety of 3-alkynyl isochromen-1-ones has been developed. Sonogashira coupling in the presence of catalytic system-Pd(OAc)(2)/Ruphos, Et3N base, and tetrahydrofuran solvent under aqueous and room temperature conditions, provided novel 3-(allcynyl)-1H-isochromen-1-ones in excellent yields. The methodology has also been extended toward natural isochromen-1-one-3'-hydroxycorfin and gymnopalynes A analogues. (C) 2014 Elsevier Ltd. All rights reserved.
• Efficient and convenient copper-free Pd(OAc)2/Ruphos-catalyzed Sonogashira coupling in the preparation of corfin analogues
  作者：Changalaraya Dasaradhan、Yadavalli Suneel Kumar、Kamalakannan Prabakaran、Fazlur-Rahman Nawaz Khan、Euh Duck Jeong、Eun Hyuk Chung

  DOI：10.1016/j.tetlet.2014.12.059

  日期：2015.2

  The Sonogashira coupling reaction of 3-chloro-1H-isochromen-1-one and terminal alkynes, in the presence of catalytic system-Pd(OAc)(2)/Ruphos, Et3N base, and tetrahydrofuran solvent under aqueous conditions, provided novel 3-(alkynyI)-1H-isochromen-1-ones in excellent yields. The methodology has also been extended toward natural isochromen-1-ones corfin analogues. (C) 2014 Elsevier Ltd. All rights reserved.
• A flexible route to bioactive 6-alkyl-α-pyrones
  作者：Yang Qu、George A. Kraus

  DOI：10.1016/j.tetlet.2017.01.063

  日期：2017.3

  Both 6-chloro-alpha-pyrones and 3-chlorobenzopyran-l-ones react with malonates followed by a double decarboalkoxylation to give the corresponding alkyl and alkenyl products. (C) 2017 Elsevier Ltd. All rights reserved.