benzyl 3-phenylazetidine-1-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环丁烷
• 英文名称: benzyl 3-phenylazetidine-1-carboxylate
• 英文别名: Benzyl 3-phenylazetidine-1-carboxylate
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: MHEJZDSQIPBMCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-碘氮杂丁烷-1-羧酸苄酯 、 苯基氯化镁 在 C₂₆H₃₂Cl₂FeN₃O₂ 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以65%的产率得到benzyl 3-phenylazetidine-1-carboxylate
  参考文献：
  名称：

  手性铁钳配合物催化未活化的一级和二级烷基卤化物与芳基格氏试剂的交叉偶联

  摘要：

  摘要 铁（III）双恶唑啉基苯基酰胺基（bopa）钳形配合物是有效的预催化剂，用于未活化的伯烷基卤化物和仲烷基卤化物与苯基格氏试剂的交叉偶联。反应在室温下以中等至优异的产率进行。可以容许多种官能团。仲烷基卤化物的偶联的对映选择性低。 铁（III）双恶唑啉基苯基酰胺基（bopa）钳形配合物是有效的预催化剂，用于未活化的伯烷基卤化物和仲烷基卤化物与苯基格氏试剂的交叉偶联。反应在室温下以中等至优异的产率进行。可以容许多种官能团。仲烷基卤化物的偶联的对映选择性低。

  DOI：

  10.1055/s-0034-1380136

文献信息

• Iron catalysed cross-couplings of azetidines – application to the formal synthesis of a pharmacologically active molecule
  作者：Dixit Parmar、Lena Henkel、Josef Dib、Magnus Rueping

  DOI：10.1039/c4cc09337b

  日期：——

  A protocol for the cross-coupling of azetidines with aryl, heteroaryl, vinyl and alkyl Grignard reagents has been developed under iron catalysis. In addition, a short formal synthesis of a pharmacologically active molecule was demonstrated.

  已开发出一种在铁催化下进行氮杂环与芳基、杂环基、乙烯基和烷基格氏试剂交叉偶联的协议。此外，还展示了一种药理活性分子的简短形式合成。
• Palladium-Catalyzed Hiyama Cross-Couplings of Arylsilanes with 3-Iodoazetidine: Synthesis of 3-Arylazetidines
  作者：Zhenwei Liu、Nannan Luan、Linhua Shen、Jingya Li、Dapeng Zou、Yusheng Wu、Yangjie Wu

  DOI：10.1021/acs.joc.9b01715

  日期：2019.10.4

  The first palladium-catalyzed Hiyama cross-coupling reactions of arylsilanes with 3-iodoazetidine were described. The protocol provides a convenient access to a variety of useful 3-arylazetidines which are of great interest in pharmaceutical laboratories in moderate to good yields (30%-88%). In addition, this strategy has the advantage of easy operation and mild reaction conditions.
• METHODS AND TREATMENT FOR ALLERGIES AND INFLAMMATION ASSOCIATED WITH GASTROINTESTINAL DISEASES
  申请人：MASTCELL PHARMACEUTICALS, INC.

  公开号：US20140302153A1

  公开（公告）日：2014-10-09

  Methods of the prophylaxis of the development of allergy in a patient at risk of sensitization to an antigen(s) or allergen(s) due to impaired gastrointestinal functions include administering a mast cell inhibitor, e.g., ketotifen, e.g., ketotifen fumarate. Methods for prophylactically treating, reducing, delaying or controlling gastrointestinal disorders include administering a mast cell stabilizer, e.g., ketotifen to a patient in need thereof. Pharmaceutical preparation, composition for use in methods described, are also disclosed. Also disclosed are methods of prophylaxis or treating gastrointestinal and esophageal inflammation, and methods for the prophylaxis of the development of additional allergies to a newly introduced substance in a patient with a preexisting allergy. Such methods include delivery of a mast cell stabilizer, e.g., ketotifen. Oral and topical administration are contemplated within the scope of the methods.
• Cross-Coupling of Nonactivated Primary and Secondary Alkyl Halides with Aryl Grignard Reagents Catalyzed by Chiral Iron Pincer Complexes
  作者：Xile Hu、Gerald Bauer、Chi Cheung

  DOI：10.1055/s-0034-1380136

  日期：——

  Abstract Iron(III) bisoxazolinylphenylamido (bopa) pincer complexes are efficient precatalysts for the cross-coupling of nonactivated primary and secondary alkyl halides with phenyl Grignard reagents. The reactions proceed at room temperature in moderate to excellent yields. A variety of functional groups can be tolerated. The enantioselectivity of the coupling of secondary alkyl halides is low. Iron(III)

  摘要 铁（III）双恶唑啉基苯基酰胺基（bopa）钳形配合物是有效的预催化剂，用于未活化的伯烷基卤化物和仲烷基卤化物与苯基格氏试剂的交叉偶联。反应在室温下以中等至优异的产率进行。可以容许多种官能团。仲烷基卤化物的偶联的对映选择性低。 铁（III）双恶唑啉基苯基酰胺基（bopa）钳形配合物是有效的预催化剂，用于未活化的伯烷基卤化物和仲烷基卤化物与苯基格氏试剂的交叉偶联。反应在室温下以中等至优异的产率进行。可以容许多种官能团。仲烷基卤化物的偶联的对映选择性低。