di-i-propyl 2-methylenehexylphosphonate | 1198157-74-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: di-i-propyl 2-methylenehexylphosphonate
• 英文别名: 2-[Di(propan-2-yloxy)phosphorylmethyl]hex-1-ene
• CAS: 1198157-74-2
• 化学式: C₁₃H₂₇O₃P
• 分子量: 262.329
• InChiKey: RTYVTIZERGAMGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  di-i-propyl 2-methylenehexylphosphonate 在 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 C₃₉H₃₂FeNO₂P 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、1.01 MPa 条件下， 反应 24.0h， 生成 di-i-propyl 2-methylhexylphosphonate
  参考文献：
  名称：

  Highly Enantioselective Rh-Catalyzed Hydrogenation of β,γ-Unsaturated Phosphonates with Chiral Ferrocene-Based Monophosphoramidite Ligands

  摘要：

  An enantioselective synthesis of chiral alkylphosphonates bearing a beta-stereogenic center, based on the Rh-catalyzed asymmetric hydrogenation of corresponding beta-substituted beta,gamma-unsaturated phosphonates with a Ferrocene-based monophosphoramidite ligand Under the mild hydrogenation conditions, was developed, in which an ee value of up to 98% was obtained.

  DOI：

  10.1021/jo901619c
• 作为产物：
  描述：

  三异丙基亚磷酸酯 、 2-(溴甲基)己-1-烯 以61%的产率得到di-i-propyl 2-methylenehexylphosphonate
  参考文献：
  名称：

  Highly Enantioselective Rh-Catalyzed Hydrogenation of β,γ-Unsaturated Phosphonates with Chiral Ferrocene-Based Monophosphoramidite Ligands

  摘要：

  An enantioselective synthesis of chiral alkylphosphonates bearing a beta-stereogenic center, based on the Rh-catalyzed asymmetric hydrogenation of corresponding beta-substituted beta,gamma-unsaturated phosphonates with a Ferrocene-based monophosphoramidite ligand Under the mild hydrogenation conditions, was developed, in which an ee value of up to 98% was obtained.

  DOI：

  10.1021/jo901619c

文献信息

• Highly Enantioselective Rh-Catalyzed Hydrogenation of β,γ-Unsaturated Phosphonates with Chiral Ferrocene-Based Monophosphoramidite Ligands
  作者：Zheng-Chao Duan、Xiang-Ping Hu、Cheng Zhang、Dao-Yong Wang、Sai-Bo Yu、Zhuo Zheng

  DOI：10.1021/jo901619c

  日期：2009.12.4

  An enantioselective synthesis of chiral alkylphosphonates bearing a beta-stereogenic center, based on the Rh-catalyzed asymmetric hydrogenation of corresponding beta-substituted beta,gamma-unsaturated phosphonates with a Ferrocene-based monophosphoramidite ligand Under the mild hydrogenation conditions, was developed, in which an ee value of up to 98% was obtained.