methyl 5-((tert-butoxycarbonyl)amino)-2-methylbenzoate | 936129-48-5

• 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: methyl 5-((tert-butoxycarbonyl)amino)-2-methylbenzoate
• 英文别名: Methyl 5-[(tert-butoxycarbonyl)amino]-2-methylbenzoate；methyl 2-methyl-5-[(2-methylpropan-2-yl)oxycarbonylamino]benzoate
• CAS: 936129-48-5
• 化学式: C₁₄H₁₉NO₄
• 分子量: 265.309
• InChiKey: SKTJVWJCFAUWAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 5-((tert-butoxycarbonyl)amino)-2-methylbenzoate 在 manganese(IV) oxide 、 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 、 氯仿 为溶剂， 反应 27.0h， 生成 tert-butyl N-(3-formyl-4-methylphenyl)carbamate
  参考文献：
  名称：

  Synthesis of 4,5-fused tricyclic quinolines via an acid-promoted intramolecular Friedel–Crafts allenylation of aniline derivatives

  摘要：

  A novel method for synthesizing 4,5-fused tricyclic quinoline derivatives based on an acid-promoted intramolecular Friedel-Crafts allenylation of anilines. Using aryl group-substituted propargyl alcohol derivatives with a meta-substituted N-Boc aniline unit as substrates, a four-step reaction sequence involving an acid-promoted intramolecular Friedel-Crafts allenylation of anilines, an acid-promoted intramolecular C-N bond formation, deprotection of the Boc group, and air oxidation proceeded in a single pot, producing the corresponding 4,5-fused tricyclic quinoline derivatives in 31-84% yield. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.010
• 作为产物：
  描述：

  5-氨基-2-甲基苯甲酸 在 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醚 、 水 为溶剂， 反应 18.17h， 生成 methyl 5-((tert-butoxycarbonyl)amino)-2-methylbenzoate
  参考文献：
  名称：

  Synthesis of 4,5-fused tricyclic quinolines via an acid-promoted intramolecular Friedel–Crafts allenylation of aniline derivatives

  摘要：

  A novel method for synthesizing 4,5-fused tricyclic quinoline derivatives based on an acid-promoted intramolecular Friedel-Crafts allenylation of anilines. Using aryl group-substituted propargyl alcohol derivatives with a meta-substituted N-Boc aniline unit as substrates, a four-step reaction sequence involving an acid-promoted intramolecular Friedel-Crafts allenylation of anilines, an acid-promoted intramolecular C-N bond formation, deprotection of the Boc group, and air oxidation proceeded in a single pot, producing the corresponding 4,5-fused tricyclic quinoline derivatives in 31-84% yield. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.010

文献信息

• Highly<i>ortho</i>-Selective Chlorination of Anilines Using a Secondary Ammonium Salt Organocatalyst
  作者：Xiaodong Xiong、Ying-Yeung Yeung

  DOI：10.1002/anie.201607388

  日期：2016.12.23

  An organocatalytic, highly facile, efficient, and regioselective ortho‐chlorination of anilines is described. A secondary ammonium chloride salt has been employed as the catalyst and the reaction can be conducted at room temperature without protection from air and moisture. In addition, the reaction is readily scalable and the catalyst can be recycled and reused. This catalytic protocol has been applied

  描述了苯胺的有机催化，高度简便，有效和区域选择性邻氯化反应。已经使用仲氯化铵盐作为催化剂，并且该反应可以在室温下进行而无需保护空气和湿气。另外，该反应易于扩展，并且催化剂可以再循环和再利用。该催化方案已用于高效合成高效c-Met激酶抑制剂。机理研究表明，仲氯化铵盐的独特结构特征对于亲电子邻氯化反应的催化和区域选择性均很重要。
• Chemical Compounds-149
  申请人：Aquila Brian

  公开号：US20080312206A1

  公开（公告）日：2008-12-18

  The invention relates to chemical compounds, or pharmaceutically acceptable salts thereof of the formula which possess CSF 1R kinase inhibitory activity and are accordingly useful for their anti cancer activity and thus in methods of treatment of the human or animal body. The invention also relates to processes for the manufacture of said chemical compounds, to pharmaceutical compositions containing them and to their use in the manufacture of medicaments of use in the production of an anti-cancer effect in a warm blooded animal such as man.

  本发明涉及一种化合物，或其药学上可接受的盐，其化学式如下，具有CSF 1R激酶抑制活性，因此在抗癌活性方面有用，并且在人或动物体的治疗方法中有用。本发明还涉及制造所述化合物的过程，含有它们的制药组合物以及它们在制造用于在温血动物（如人）中产生抗癌效果的药物中的使用。
• WO2007/71955
  申请人：——

  公开号：——

  公开（公告）日：——
• Pyridyl and thiazolyl bisamide CSF-1R inhibitors for the treatment of cancer
  作者：David A. Scott、Brian M. Aquila、Geraldine A. Bebernitz、Donald J. Cook、Les A. Dakin、Tracy L. Deegan、Maureen M. Hattersley、Stephanos Ioannidis、Paul D. Lyne、Charles A. Omer、Minwei Ye、XiaoLan Zheng

  DOI：10.1016/j.bmcl.2008.07.093

  日期：2008.9

  The bisamide class of kinase inhibitors was identified as being active against CSF-1R. The synthesis and SAR of pyridyl and thiazolyl bisamides is reported, along with the pharmacokinetic properties and in vivo activity of selected examples. (C) 2008 Elsevier Ltd. All rights reserved.
• CHEMICAL COMPOUNDS
  申请人：AstraZeneca AB

  公开号：EP1966174A1

  公开（公告）日：2008-09-10