3-(benzyloxy)-N-isopropylbenzamide | 908542-62-1

• 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: 3-(benzyloxy)-N-isopropylbenzamide
• 英文别名: 3-phenylmethoxy-N-propan-2-ylbenzamide
• CAS: 908542-62-1
• 化学式: C₁₇H₁₉NO₂
• mdl: MFCD08593233
• 分子量: 269.343
• InChiKey: NKEUZRKHCWSICR-UHFFFAOYSA-N

物化性质

• 沸点：
  432.4±28.0 °C(Predicted)
• 密度：
  1.086±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.235
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对三氟甲基苯甲醛 、 3-(benzyloxy)-N-isopropylbenzamide 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 silver carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以64%的产率得到6-(benzyloxy)-3-hydroxy-2-isopropyl-3-(4-(trifluoromethyl)phenyl)isoindolin-1-one
  参考文献：
  名称：

  Tandem Rh(III)-Catalyzed Oxidative Acylation of Secondary Benzamides with Aldehydes and Intramolecular Cyclization: The Direct Synthesis of 3-Hydroxyisoindolin-1-ones

  摘要：

  The rhodium-catalyzed oxidative acylation. between secondary benzamides and aryl aldehydes via sp(2) C-H bond activation followed by an intramolecular cyclization is described. This method results in the direct and efficient synthesis of 3-hydroxyisoindolin-1-one building blocks.

  DOI：

  10.1021/ol2034228
• 作为产物：
  描述：

  3-苯甲氧基苯甲酰氯 、 异丙胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-(benzyloxy)-N-isopropylbenzamide
  参考文献：
  名称：

  Tandem Rh(III)-Catalyzed Oxidative Acylation of Secondary Benzamides with Aldehydes and Intramolecular Cyclization: The Direct Synthesis of 3-Hydroxyisoindolin-1-ones

  摘要：

  The rhodium-catalyzed oxidative acylation. between secondary benzamides and aryl aldehydes via sp(2) C-H bond activation followed by an intramolecular cyclization is described. This method results in the direct and efficient synthesis of 3-hydroxyisoindolin-1-one building blocks.

  DOI：

  10.1021/ol2034228

文献信息

• Substituted pyrazole compounds useful as soluble epoxide hyrolase inhibitors
  申请人：Fleck Roman Wolfgang

  公开号：US20090227588A1

  公开（公告）日：2009-09-10

  Disclosed are compounds active against soluble epoxide hydrolase (sEH), compositions thereof and methods of using and making same.

  本发明涉及对可溶性环氧水解酶（sEH）活性的化合物，其组成物和使用和制备它们的方法。
• Redox-Neutral Rh(III)-Catalyzed Olefination of Carboxamides with Trifluoromethyl Allylic Carbonate
  作者：Jihye Park、Sangil Han、Mijin Jeon、Neeraj Kumar Mishra、Seok-Yong Lee、Jong Suk Lee、Jong Hwan Kwak、Sung Hee Um、In Su Kim

  DOI：10.1021/acs.joc.6b02485

  日期：2016.11.18

  The rhodium(III)-catalyzed olefination of various carboxamides with alpha-CF3-substituted allylic carbonate is described. This reaction provides direct access to linear CF3-allyl frameworks with complete trans-selectivity. In particular, a rhodium catalyst provided Heck-type gamma-CF3-allylation products via the beta-O-elimination of rhodacycle intermediate and subsequent olefin migration process.