ethyl (2S,3S)-3-(((3aR,7aR)-1,3-bis(naphthalen-1-ylmethyl)-2-oxidooctahydrobenzo[d][1,3,2]diazaphosphol-2-yl)amino)-2-((diphenylmethylene)amino)-3-phenylpropanoate | 1186139-50-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl (2S,3S)-3-(((3aR,7aR)-1,3-bis(naphthalen-1-ylmethyl)-2-oxidooctahydrobenzo[d][1,3,2]diazaphosphol-2-yl)amino)-2-((diphenylmethylene)amino)-3-phenylpropanoate
• CAS: 1186139-50-3
• 化学式: C₅₂H₅₁N₄O₃P
• 分子量: 810.976
• InChiKey: ZXZJIWPNUZIELO-RYVLBEBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.53
• 重原子数：
  60.0
• 可旋转键数：
  13.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  74.24
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N-[(3aR,7aR)-1,3-bis(naphthalen-1-ylmethyl)-2-oxido-3a,4,5,6,7,7a-hexahydrobenzo[d][1,3,2]diazaphosphol-2-ium-2-yl]-1-phenylmethanimine 、 二苯亚甲基甘氨酸乙酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 ethyl (2S,3S)-3-(((3aR,7aR)-1,3-bis(naphthalen-1-ylmethyl)-2-oxidooctahydrobenzo[d][1,3,2]diazaphosphol-2-yl)amino)-2-((diphenylmethylene)amino)-3-phenylpropanoate 、
  参考文献：
  名称：

  Chiral N-phosphonyl imine chemistry: Asymmetric synthesis of α,β-diamino esters by reacting phosphonyl imines with glycine enolates

  摘要：

  Chiral phosphonyl imines attached with N-isopropyl protection group were found to react with lithium glycine enolates under convenient conditions to give alpha,beta-diamino esters. Thirteen examples have been examined in good to excellent chemical yields (85-97%) diastereoselectivity (up to 99% de). By treating with HBr at room temperature, the chiral auxiliary can be readily removed and recycled. The absolute structure has been unambiguously determined by converting a product to a known sample. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.03.001