(R)-diethylphosphoryl-(4-methoxyphenyl)methanamine | 1246465-15-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-diethylphosphoryl-(4-methoxyphenyl)methanamine
• CAS: 1246465-15-5
• 化学式: C₁₂H₂₀NO₂P
• 分子量: 241.27
• InChiKey: MHURVYIEUQUTRM-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-diethylphosphoryl-(4-methoxyphenyl)methanamine 、 N-(叔丁氧羰基)-L-2-苯甘氨酸 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 tert-butyl N-[(1S)-2-[[(R)-diethylphosphoryl-(4-methoxyphenyl)methyl]amino]-2-oxo-1-phenylethyl]carbamate
  参考文献：
  名称：

  Zinc-Mediated Asymmetric Additions of Dialkylphosphine Oxides to α,β-Unsaturated Ketones and N-Sulfinylimines

  摘要：

  A catalyst was synthesized on the basis of Trost's dinuclear catalyst characterized by working well without pyridine in the present phospha-Michael reaction Nevertheless, the presence of pyridine is still advantageous in the present system The substrate scope was successfully extended to enones employing diallyl phosphine oxide as a nucleophile Excellent yields and enantioselectivities (up to >99% ee) wine achieved for a wide scope of enones employing the catalyst under mild conditions The detailed reaction mechanism is also discussed hetein Finally. the unprecedented asymmetric additions of dialkylphosphine oxides to N-sulfinylumines were achieved by using Et2Zn as a base

  DOI：

  10.1021/jo1014917
• 作为产物：
  描述：

  (S)-N-((diethylphosphoryl)(4-methoxyphenyl)methyl)-2-methylpropane-2-sulfinamide 在 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 0.5h， 生成 (R)-diethylphosphoryl-(4-methoxyphenyl)methanamine
  参考文献：
  名称：

  Zinc-Mediated Asymmetric Additions of Dialkylphosphine Oxides to α,β-Unsaturated Ketones and N-Sulfinylimines

  摘要：

  A catalyst was synthesized on the basis of Trost's dinuclear catalyst characterized by working well without pyridine in the present phospha-Michael reaction Nevertheless, the presence of pyridine is still advantageous in the present system The substrate scope was successfully extended to enones employing diallyl phosphine oxide as a nucleophile Excellent yields and enantioselectivities (up to >99% ee) wine achieved for a wide scope of enones employing the catalyst under mild conditions The detailed reaction mechanism is also discussed hetein Finally. the unprecedented asymmetric additions of dialkylphosphine oxides to N-sulfinylumines were achieved by using Et2Zn as a base

  DOI：

  10.1021/jo1014917

文献信息

• Zinc-Mediated Asymmetric Additions of Dialkylphosphine Oxides to α,β-Unsaturated Ketones and <i>N</i>-Sulfinylimines
  作者：Depeng Zhao、Lijuan Mao、Dongxu Yang、Rui Wang

  DOI：10.1021/jo1014917

  日期：2010.10.15

  A catalyst was synthesized on the basis of Trost's dinuclear catalyst characterized by working well without pyridine in the present phospha-Michael reaction Nevertheless, the presence of pyridine is still advantageous in the present system The substrate scope was successfully extended to enones employing diallyl phosphine oxide as a nucleophile Excellent yields and enantioselectivities (up to >99% ee) wine achieved for a wide scope of enones employing the catalyst under mild conditions The detailed reaction mechanism is also discussed hetein Finally. the unprecedented asymmetric additions of dialkylphosphine oxides to N-sulfinylumines were achieved by using Et2Zn as a base