2-(叔丁基)-4-((4-甲氧基苄基)氧基)异吲哚啉-1-酮 | 1290140-09-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-(叔丁基)-4-((4-甲氧基苄基)氧基)异吲哚啉-1-酮
• 英文名称: 2-tert-butyl-4-[(4-methoxyphenyl)methoxy]-3H-isoindol-1-one
• CAS: 1290140-09-8
• 化学式: C₂₀H₂₃NO₃
• 分子量: 325.408
• InChiKey: JGESDZZSIXXAKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(叔丁基)-4-((4-甲氧基苄基)氧基)异吲哚啉-1-酮 在 三氟乙酸 作用下， 反应 48.0h， 以92%的产率得到4-羟基-异吲哚啉-1-酮
  参考文献：
  名称：

  Convenient access to isoindolinones via carbamoyl radical cyclization. Synthesis of cichorine and 4-hydroxyisoindolin-1-one natural products

  摘要：

  An efficient and convenient access to 2-tert-butylisoindolin-1-ones via an oxidative radical cyclization process from stable carbamoylxanthates, derived from secondary tert-butylamines, is described. The proposed mechanism for this transformation involves, the generation of a carbamoyl radical, its cyclization to the aromatic system, and the dilauroyl peroxide (DLP) mediated rearomatization to generate the isoindolinone ring system. Additionally, the syntheses of cichorine and 4-hydroxyisoindolin-1-one natural products were carried out to underscore the synthetic potential of this xanthate-based carbamoyl radical-oxidative cyclization. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.003
• 作为产物：
  描述：

  O-ethyl [tert-butyl-[[2-[(4-methoxyphenyl)methoxy]phenyl]methyl]carbamoyl]sulfanylmethanethioate 在 过氧化双月桂酰 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 4.0h， 以1.0 g的产率得到2-(叔丁基)-4-((4-甲氧基苄基)氧基)异吲哚啉-1-酮
  参考文献：
  名称：

  PIPERIDINE DERIVATIVE

  摘要：

  本发明的目的是提供一种对结核分枝杆菌、多药耐药结核菌和/或非结核性抗酸杆菌具有优异抗菌活性的化合物。可以利用由化学式[I]表示的化合物（在该化学式中，每个符号如所附规范所述），或其盐来诊断、预防和/或治疗结核病。

  公开号：

  US20190040039A1

文献信息

• PIPERIDINE DERIVATIVE
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：US20190040039A1

  公开（公告）日：2019-02-07

  The purpose of the present invention is to provide a compound having excellent antibacterial activity against mycobacterium tuberculosis , multidrug-resistant tuberculosis bacteria, and/or non-tuberculous acid-fast bacteria. A compound represented by formula [I]: (in the formula, each symbol is as described in the attached specification), or a salt thereof can be used to diagnose, prevent, and/or treat tuberculosis.

  本发明的目的是提供一种对结核分枝杆菌、多药耐药结核菌和/或非结核性抗酸杆菌具有优异抗菌活性的化合物。可以利用由化学式[I]表示的化合物（在该化学式中，每个符号如所附规范所述），或其盐来诊断、预防和/或治疗结核病。
• Piperidine derivative
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：US10851079B2

  公开（公告）日：2020-12-01

  The purpose of the present invention is to provide a compound having excellent antibacterial activity against mycobacterium tuberculosis, multidrug-resistant tuberculosis bacteria, and/or non-tuberculous acid-fast bacteria. A compound represented by formula [I]: (in the formula, each symbol is as described in the attached specification), or a salt thereof can be used to diagnose, prevent, and/or treat tuberculosis.

  本发明的目的是提供一种对结核分枝杆菌、耐多药结核菌和/或非结核酸性无菌细菌具有优异抗菌活性的化合物。由式[I]代表的化合物： (式中，各符号如所附说明书所述）的化合物或其盐类可用于诊断、预防和/或治疗结核病。
• Convenient access to isoindolinones via carbamoyl radical cyclization. Synthesis of cichorine and 4-hydroxyisoindolin-1-one natural products
  作者：Germán López-Valdez、Simón Olguín-Uribe、Alejandra Millan-Ortíz、Rocio Gamez-Montaño、Luis D. Miranda

  DOI：10.1016/j.tet.2011.01.003

  日期：2011.4

  An efficient and convenient access to 2-tert-butylisoindolin-1-ones via an oxidative radical cyclization process from stable carbamoylxanthates, derived from secondary tert-butylamines, is described. The proposed mechanism for this transformation involves, the generation of a carbamoyl radical, its cyclization to the aromatic system, and the dilauroyl peroxide (DLP) mediated rearomatization to generate the isoindolinone ring system. Additionally, the syntheses of cichorine and 4-hydroxyisoindolin-1-one natural products were carried out to underscore the synthetic potential of this xanthate-based carbamoyl radical-oxidative cyclization. (C) 2011 Elsevier Ltd. All rights reserved.