(+)-(3S,4R,1'R)-3-phenyl-1-(1-phenylethyl)-4-pyridin-3-ylazetidin-2-one | 1158473-36-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (+)-(3S,4R,1'R)-3-phenyl-1-(1-phenylethyl)-4-pyridin-3-ylazetidin-2-one
• CAS: 1158473-36-9
• 化学式: C₂₂H₂₀N₂O
• 分子量: 328.414
• InChiKey: DKZZPVJOTGMXHT-CZAAIQMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  33.2
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  一氧化碳 、 溴甲苯 、 (αR)-α-methyl-N-(3-pyridinylmethylene)-benzenemethanamine 在 palladium diacetate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 100.0 ℃ 、2.76 MPa 条件下， 以42%的产率得到(-)-(3R,4S,1'R)-3-phenyl-1-(1-phenylethyl)-4-pyridin-3-ylazetidin-2-one
  参考文献：
  名称：

  Stereoselective synthesis of 3,4-diaryl β-lactams

  摘要：

  Novel 3,4-diaryl beta-lactams were prepared with high stereoselectivity in an efficient manner by a palladium-catalyzed [2+2] carborrylative cycloaddition of benzyl halides with heteroarylidene amines. The type of alkyl group linked to the nitrogen atom influences the reaction's stereoselectivity. Moreover, using chiral imines, separable diastereomeric mixtures of chiral 3,4-diaryl-beta-lactams were isolated with good yields and high trans diastereoselections. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.01.012

文献信息

• Stereoselective synthesis of 3,4-diaryl β-lactams
  作者：Luigino Troisi、Emanuela Pindinelli、Valentina Strusi、Piera Trinchera

  DOI：10.1016/j.tetasy.2009.01.012

  日期：2009.2

  Novel 3,4-diaryl beta-lactams were prepared with high stereoselectivity in an efficient manner by a palladium-catalyzed [2+2] carborrylative cycloaddition of benzyl halides with heteroarylidene amines. The type of alkyl group linked to the nitrogen atom influences the reaction's stereoselectivity. Moreover, using chiral imines, separable diastereomeric mixtures of chiral 3,4-diaryl-beta-lactams were isolated with good yields and high trans diastereoselections. (C) 2009 Elsevier Ltd. All rights reserved.