N-对甲苯磺酰基-5-甲氧基邻氨基苯甲酸甲酯 | 675578-40-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-对甲苯磺酰基-5-甲氧基邻氨基苯甲酸甲酯
• 英文名称: N-p-toluenesulfonyl-5-methoxyanthranilic acid methyl ester
• 英文别名: methyl 5-methoxy-2-((4-methylphenyl)sulfonamido)benzoate；Methyl 5-Methoxy-2-(4-methylphenylsulfonamido)benzoate；methyl 5-methoxy-2-[(4-methylphenyl)sulfonylamino]benzoate
• CAS: 675578-40-2
• 化学式: C₁₆H₁₇NO₅S
• 分子量: 335.381
• InChiKey: XUYYQEONOHIXEH-UHFFFAOYSA-N

物化性质

• 熔点：
  110 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  492.9±55.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-对甲苯磺酰基-5-甲氧基邻氨基苯甲酸甲酯 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以91%的产率得到N-(2-(hydroxymethyl)-4-methoxyphenyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents

  摘要：

  A method for synthesizing substituted quinolines using ruthenium-catalyzed ring-closing metathesis as a key step has been developed. Substituted 1,2-dihydroquinolines, 4-silyloxy-1,2-dihydroquinoline and 4-methoxy-1,2-dihydroquinoline, were successfully synthesized in excellent yields via ene-ene metathesis and silyl or alkyl enol ether-ene metathesis, respectively. The synthetic intermediates of the antimalarial agents quinine, chloroquine, and PPMP-quinine hybrid were efficiently synthesized by this methodology. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.01.084
• 作为产物：
  描述：

  5-甲氧基-2-硝基苯甲酸 在 palladium on activated charcoal 吡啶 、 盐酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 N-对甲苯磺酰基-5-甲氧基邻氨基苯甲酸甲酯
  参考文献：
  名称：

  A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents

  摘要：

  A method for synthesizing substituted quinolines using ruthenium-catalyzed ring-closing metathesis as a key step has been developed. Substituted 1,2-dihydroquinolines, 4-silyloxy-1,2-dihydroquinoline and 4-methoxy-1,2-dihydroquinoline, were successfully synthesized in excellent yields via ene-ene metathesis and silyl or alkyl enol ether-ene metathesis, respectively. The synthetic intermediates of the antimalarial agents quinine, chloroquine, and PPMP-quinine hybrid were efficiently synthesized by this methodology. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.01.084

文献信息

• Inhibitors of oplophorus luciferase-derived bioluminescent complexes
  申请人：PROMEGA CORPORATION

  公开号：US11390599B2

  公开（公告）日：2022-07-19

  Compounds that may selectively inhibit Oplophorus luciferase-derived bioluminescent complexes, e.g., NanoBiT® bioluminescent complex, are disclosed as well as compositions and kits comprising the compounds, and methods of using the compounds.

  公开了可选择性抑制 Oplophorus 荧光素酶衍生的生物发光复合物（如 NanoBiT® 生物发光复合物）的化合物，以及包含这些化合物的组合物和试剂盒，以及使用这些化合物的方法。
• Synthesis of substituted 1,2-dihydroquinolines and quinolines using ene–ene metathesis and ene–enol ether metathesis
  作者：Mitsuhiro Arisawa、Chumpol Theeraladanon、Atsushi Nishida、Masako Nakagawa

  DOI：10.1016/s0040-4039(01)01714-2

  日期：2001.11

  We describe a novel and convenient method for quinoline synthesis using ring-closing olefin metathesis (RCM), ene-ene metathesis, and ene-enol ether metathesis. We also report the first example of enol silyl ether-ene metathesis to produce cyclic enol silyl ether. Using this method, versatile substituted quinoline derivatives were readily prepared in excellent yield from anthranilic acid derivatives. C 2001 Elsevier Science Ltd. All rights reserved.
• INHIBITORS OF OPLOPHORUS LUCIFERASE-DERIVED BIOLUMINESCENT COMPLEXES
  申请人：Promega Corporation

  公开号：EP3802514A1

  公开（公告）日：2021-04-14
• A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents
  作者：Chumpol Theeraladanon、Mitsuhiro Arisawa、Atsushi Nishida、Masako Nakagawa

  DOI：10.1016/j.tet.2004.01.084

  日期：2004.3

  A method for synthesizing substituted quinolines using ruthenium-catalyzed ring-closing metathesis as a key step has been developed. Substituted 1,2-dihydroquinolines, 4-silyloxy-1,2-dihydroquinoline and 4-methoxy-1,2-dihydroquinoline, were successfully synthesized in excellent yields via ene-ene metathesis and silyl or alkyl enol ether-ene metathesis, respectively. The synthetic intermediates of the antimalarial agents quinine, chloroquine, and PPMP-quinine hybrid were efficiently synthesized by this methodology. (C) 2004 Elsevier Ltd. All rights reserved.