methyl 3-phenyl-3-(diphenylphosphino)-propionate | 823219-42-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 3-phenyl-3-(diphenylphosphino)-propionate
• 英文别名: (2-methoxycarbonyl-1-phenylethyl)diphenylphosphane；methyl 3-(diphenylphosphaneyl)-3-phenylpropanoate；Methyl 3-diphenylphosphanyl-3-phenylpropanoate
• CAS: 823219-42-7
• 化学式: C₂₂H₂₁O₂P
• 分子量: 348.381
• InChiKey: ATBBMCKXOMVOIU-UHFFFAOYSA-N

物化性质

• 沸点：
  470.6±38.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 3-phenyl-3-(diphenylphosphino)-propionate 生成 methyl 3-(diphenylphosphoryl)-3-phenylpropanoate
  参考文献：
  名称：

  Fluoride-mediated phosphination of alkenes and alkynes by silylphosphines

  摘要：

  Regioselective phosphination of carbon-carbon unsaturated bonds by a fluoride-mediated reaction of silylphosphines is described. Alkenes and alkynes having a directing group, such as an aromatic or a carbonyl group, reacted to form a carbon-phosphorus bond under mild conditions. When an anhydrous fluoride source was applied in the presence of an electrophile, the corresponding three-component coupling product was obtained. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.098
• 作为产物：
  描述：

  Methyl cinnamate 、 (tert-butyldimethylsilyl)diphenylphosphine 在 四丁基氟化铵 、 水 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以76%的产率得到methyl 3-phenyl-3-(diphenylphosphino)-propionate
  参考文献：
  名称：

  Fluoride-mediated phosphination of alkenes and alkynes by silylphosphines

  摘要：

  Regioselective phosphination of carbon-carbon unsaturated bonds by a fluoride-mediated reaction of silylphosphines is described. Alkenes and alkynes having a directing group, such as an aromatic or a carbonyl group, reacted to form a carbon-phosphorus bond under mild conditions. When an anhydrous fluoride source was applied in the presence of an electrophile, the corresponding three-component coupling product was obtained. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.098

文献信息

• Manganese(I)-Catalyzed Asymmetric Hydrophosphination of α,β-Unsaturated Carbonyl Derivatives
  作者：Roxana Postolache、Juana M. Pérez、Marta Castiñeira Reis、Luo Ge、Esther G. Sinnema、Syuzanna R. Harutyunyan

  DOI：10.1021/acs.orglett.2c04256

  日期：2023.3.17

  Here we report catalytic asymmetric hydrophosphination of α,β-unsaturated carbonyl derivatives using a chiral Mn(I) complex as a catalyst. Through H–P bond activation, various phosphine-containing chiral products can be accessed via hydrophosphination of various ketone-, ester-, and carboxamide-based Michael acceptors.

  在这里，我们报告了使用手性 Mn(I) 络合物作为催化剂的 α,β-不饱和羰基衍生物的催化不对称氢膦化反应。通过 H-P 键激活，可以通过各种基于酮、酯和甲酰胺的迈克尔受体的氢膦化反应获得各种含膦的手性产物。
• A Simple Manganese(I) Catalyst for the Efficient and Selective Hydrophosphination of Olefins with PH₃, Primary, and Secondary Phosphanes
  作者：Aabid A. Wani、Juan José Gamboa Carballo、Harikrishnan Jayaprakash、Michael Wörle、Anna Widera、Antonio Togni、Hansjörg Grützmacher

  DOI：10.1002/chem.202303848

  日期：2024.4.5

  amido complex with a tridentate P,N,N ligand, which is easily synthesized from commercially available chemicals, is a remarkable efficient (pre)catalyst for the hydrophosphination of alkenes using secondary and primary aryl and alkyl phosphines and even PH3 as reagents.

  具有三齿 P,N,N 配体的 Mn(I) 酰胺络合物很容易由市售化学品合成，是一种使用仲和伯芳基膦、烷基膦甚至 PH 进行烯烃氢膦酸化的高效（预）催化剂3作为试剂。
• Approaches to water-soluble phosphines
  作者：Kerstin Heesche-Wagner、Terence N. Mitchell

  DOI：10.1016/0022-328x(94)80036-7

  日期：1994.4

  Free radical additions of diphenylphosphine, phenylphosphine and ethylenebis(phenylphosphine) to the following species are described: alkynols, alkyne ethers, unsaturated carboxylic acids and esters and beta-lactones. In a number of cases, these lead to water-soluble phosphines. NMR spectroscopic characterization of all new products has been carried out.
• van Doorn, J. A.; Meijboom, N., Phosphorus, Sulfur and Silicon and the Related Elements, 1989, vol. 42, p. 211 - 222
  作者：van Doorn, J. A.、Meijboom, N.

  DOI：——

  日期：——
• VAN, DOORN J. A.;MEIJBOOM, N., PHOSPH., SULFUR AND SILICON AND RELAT. ELEM., 42,(1989) N-4, C. 211-222
  作者：VAN, DOORN J. A.、MEIJBOOM, N.

  DOI：——

  日期：——