(2S)-4-[(Z)-4-[3-[(R)-1-(1-naphthyl)ethyl]ureido]benzylidene]-2-ethoxytetrahydrofuran | 1141885-03-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (2S)-4-[(Z)-4-[3-[(R)-1-(1-naphthyl)ethyl]ureido]benzylidene]-2-ethoxytetrahydrofuran
• 英文别名: 1-[4-[(Z)-[(5S)-5-ethoxyoxolan-3-ylidene]methyl]phenyl]-3-[(1R)-1-naphthalen-1-ylethyl]urea
• CAS: 1141885-03-1
• 化学式: C₂₆H₂₈N₂O₃
• 分子量: 416.52
• InChiKey: BKXZFJXMNIMECC-OQUYHUONSA-N

物化性质

• 沸点：
  593.8±50.0 °C(predicted)
• 密度：
  1.20±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (Z)-4-(4-aminobenzylidene)-2-ethoxytetrahydrofuran 、 (R)-(-)-1-萘乙基异氰酸酯 以 四氢呋喃 为溶剂， 反应 21.0h， 生成 (2R)-4-[(Z)-4-[3-[(R)-1-(1-naphthyl)ethyl]ureido]benzylidene]-2-ethoxytetrahydrofuran 、 (2S)-4-[(Z)-4-[3-[(R)-1-(1-naphthyl)ethyl]ureido]benzylidene]-2-ethoxytetrahydrofuran
  参考文献：
  名称：

  Palladium(II)-Catalyzed Asymmetric Coupling of Allylic Alcohols and Vinyl Ethers: Insight into the Palladium and Copper Bimetallic Catalyst

  摘要：

  [GRAPHICS]The use of PdX2, CuX2 (X = OAc, OCOCF3, or Cl), and catechol together with (S,S)-4,4'-bisbenzyl-2,2'-bioxazoline under O-2 induces the asymmetric coupling of cinnamyl alcohols and vinyl ethers to give (R)-(+)-2-alkoxy-4-benzylidenetetrahydrofurans in 40-53% ee (79% yield). The present study provides implications for the so-called Wacker catalyst of PdX2 and CuX2, in terms of that the anionic ligands (X) of Pd and Cu interchange between two metals.

  DOI：

  10.1021/jo802807w

文献信息

• Palladium(II)-Catalyzed Asymmetric Coupling of Allylic Alcohols and Vinyl Ethers: Insight into the Palladium and Copper Bimetallic Catalyst
  作者：Yasufumi Kawamura、Yasuhiro Kawano、Tomohiro Matsuda、Yûta Ishitobi、Takahiro Hosokawa

  DOI：10.1021/jo802807w

  日期：2009.4.17

  [GRAPHICS]The use of PdX2, CuX2 (X = OAc, OCOCF3, or Cl), and catechol together with (S,S)-4,4'-bisbenzyl-2,2'-bioxazoline under O-2 induces the asymmetric coupling of cinnamyl alcohols and vinyl ethers to give (R)-(+)-2-alkoxy-4-benzylidenetetrahydrofurans in 40-53% ee (79% yield). The present study provides implications for the so-called Wacker catalyst of PdX2 and CuX2, in terms of that the anionic ligands (X) of Pd and Cu interchange between two metals.