benzyl (Z)-(1-(dimethoxyphosphoryl)prop-1-en-1-yl)carbamate | 241496-46-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl (Z)-(1-(dimethoxyphosphoryl)prop-1-en-1-yl)carbamate
• CAS: 241496-46-8
• 化学式: C₁₃H₁₈NO₅P
• 分子量: 299.263
• InChiKey: DXNNCZSLVRKPFL-QCDXTXTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  benzyl (Z)-(1-(dimethoxyphosphoryl)prop-1-en-1-yl)carbamate 在 [(1,1-bis((i-Pr)2-phosphino)ferrocenyl)Rh(COD)]OTf 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、405.33 kPa 条件下， 生成
  参考文献：
  名称：

  Enantioselective Synthesis of α-Hydroxy and α-Amino Phosphonates via Catalytic Asymmetric Hydrogenation

  摘要：

  [GRAPHICS]Cationic rhodium catalysts of the C-2 symmetric DuPHOS (1) and BPE (2) ligands have demonstrated the ability to asymmetrically hydrogenate a novel series of enol phosphonates (3) in good to excellent enantiomeric excess under mild conditions. Initial studies toward the catalytic asymmetric hydrogenation of enamido phosphonates (6 and 7) using the DuPHOS-Rh+ catalysts are also reported.

  DOI：

  10.1021/ol9906099
• 作为产物：
  描述：

  dimethyl 1-oxopropylphosphonate 、 氨基甲酸苄酯 以 苯 为溶剂， 反应 3.0h， 以11%的产率得到benzyl (Z)-(1-(dimethoxyphosphoryl)prop-1-en-1-yl)carbamate
  参考文献：
  名称：

  Enantioselective Synthesis of α-Hydroxy and α-Amino Phosphonates via Catalytic Asymmetric Hydrogenation

  摘要：

  [GRAPHICS]Cationic rhodium catalysts of the C-2 symmetric DuPHOS (1) and BPE (2) ligands have demonstrated the ability to asymmetrically hydrogenate a novel series of enol phosphonates (3) in good to excellent enantiomeric excess under mild conditions. Initial studies toward the catalytic asymmetric hydrogenation of enamido phosphonates (6 and 7) using the DuPHOS-Rh+ catalysts are also reported.

  DOI：

  10.1021/ol9906099