(S)-2-[3-((S)-1-Methoxycarbonyl-2-phenyl-ethyl)-2-oxo-2,3,4,7-tetrahydro-2λ⁵-[1,3,2]diazaphosphepin-1-yl]-3-phenyl-propionic acid methyl ester | 384824-14-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-[3-((S)-1-Methoxycarbonyl-2-phenyl-ethyl)-2-oxo-2,3,4,7-tetrahydro-2λ⁵-[1,3,2]diazaphosphepin-1-yl]-3-phenyl-propionic acid methyl ester
• 英文别名: methyl (2S)-2-[3-[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]-2-oxo-4,7-dihydro-1,3,2λ5-diazaphosphepin-1-yl]-3-phenylpropanoate
• CAS: 384824-14-0
• 化学式: C₂₄H₂₉N₂O₅P
• 分子量: 456.478
• InChiKey: YMVLDHIPDGWTHQ-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[3-((S)-1-Methoxycarbonyl-2-phenyl-ethyl)-2-oxo-2,3,4,7-tetrahydro-2λ⁵-[1,3,2]diazaphosphepin-1-yl]-3-phenyl-propionic acid methyl ester 在 盐酸 作用下， 以 甲醇 为溶剂， 以99%的产率得到methyl (2S)-2-[[(Z)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]but-2-enyl]amino]-3-phenylpropanoate
  参考文献：
  名称：

  A Temporary Phosphorus Tether/Ring-Closing Metathesis Strategy to Functionalized 1,4-Diamines

  摘要：

  [GRAPHICS]The synthesis of 1,4-diamines containing the (Z)-1,4-diaminobut-2-ene subunit via a temporary phosphorus tether/RCM strategy is described. We have developed a new method utilizing phosphorus nuclei as suitable temporary tethers for the coupling of nonracemic allylic amines. This approach allows for the generation of C-2-symmetric and unsymmetric 1,4-diamines 1-3, which may have considerable synthetic and biological utility. This represents the first synthetic pathway for the expedient coupling of two amines via a temporary tether approach.

  DOI：

  10.1021/ol016828n
• 作为产物：
  描述：

  methyl (2S)-2-[[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]-prop-2-enylamino]phosphonoyl-prop-2-enylamino]-3-phenylpropanoate 在 PCy₃(Ru=CHPh)Cl₂(CH(NArCH₂)2) 作用下， 以 苯 为溶剂， 以99%的产率得到(S)-2-[3-((S)-1-Methoxycarbonyl-2-phenyl-ethyl)-2-oxo-2,3,4,7-tetrahydro-2λ⁵-[1,3,2]diazaphosphepin-1-yl]-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  A Temporary Phosphorus Tether/Ring-Closing Metathesis Strategy to Functionalized 1,4-Diamines

  摘要：

  [GRAPHICS]The synthesis of 1,4-diamines containing the (Z)-1,4-diaminobut-2-ene subunit via a temporary phosphorus tether/RCM strategy is described. We have developed a new method utilizing phosphorus nuclei as suitable temporary tethers for the coupling of nonracemic allylic amines. This approach allows for the generation of C-2-symmetric and unsymmetric 1,4-diamines 1-3, which may have considerable synthetic and biological utility. This represents the first synthetic pathway for the expedient coupling of two amines via a temporary tether approach.

  DOI：

  10.1021/ol016828n