3-Diphenylphosphanyl-2-(diphenylphosphanylmethyl)-2-methylpropan-1-amine | 144085-40-5

• 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: 3-Diphenylphosphanyl-2-(diphenylphosphanylmethyl)-2-methylpropan-1-amine
• CAS: 144085-40-5
• 化学式: C₂₉H₃₁NP₂
• 分子量: 455.519
• InChiKey: LTBDWWLOEAXUKD-UHFFFAOYSA-N

物化性质

• 沸点：
  575.8±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-[5-(2-oxohexahydrothieno[3,4-d]imidazol-6-yl)pentanoylamino]propionic acid 、 3-Diphenylphosphanyl-2-(diphenylphosphanylmethyl)-2-methylpropan-1-amine 在 N-甲基吗啉 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 作用下， 以 乙腈 为溶剂， 以38%的产率得到5-(2-oxohexahydrothieno[3,4-d]imidazol-6-yl)pentanoic acid (2-{3-diphenylphosphanyl-2-[(diphenylphosphanyl)methyl]-2-methylpropylcarbamoyl}ethyl)amide
  参考文献：
  名称：

  Artificial Metalloenzymes:  (Strept)avidin as Host for Enantioselective Hydrogenation by Achiral Biotinylated Rhodium−Diphosphine Complexes

  摘要：

  We report on the generation of artificial metalloenzymes based on the noncovalent incorporation of biotinylated rhodium-diphosphine complexes in (strept)avidin as host proteins. A chemogenetic optimization procedure allows one to optimize the enantioselectivity for the reduction of acetamidoacrylic acid (up to 96% ee (R) in streptavidin S112G and up to 80% ee (S) in WT avidin). The association constant between a prototypical cationic biotinylated rhodium-diphosphine catalyst precursor and the host proteins was determined at neutral pH: log K-a = 7.7 for avidin (pl = 10.4) and log K-a = 7.1 for streptavidin (pl = 6.4). It is shown that the optimal operating conditions for the enantioselective reduction are 5 bar at 30 degreesC with a 1% catalyst loading.

  DOI：

  10.1021/ja0476718
• 作为产物：
  描述：

  2-(Azidomethyl)-2-methyl-1,3-propanediol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 3-Diphenylphosphanyl-2-(diphenylphosphanylmethyl)-2-methylpropan-1-amine
  参考文献：
  名称：

  Synthesis of amino-containing phosphines. The use of iminophosphorane as a protecting group for primary amines

  摘要：

  DOI：

  10.1021/jo00048a057

文献信息

• Pyrazole as a Donor Function in Neopentane-Based Tripod Ligands RCH2C(CH2pyrazol-1-yl)3–n(CH2PR2)n – Synthesis and Coordination Chemistry
  作者：Albrecht Jacobi、Gottfried Huttner、Ute Winterhalter、Sven Cunskis

  DOI：10.1002/(sici)1099-0682(199806)1998:6<675::aid-ejic675>3.0.co;2-m

  日期：1998.6

  The chlorine functions of CH3C(CH2Cl)3, 1, may be replaced by pyrazolyl (pz) as well as imidazolyl (im) residues under the conditions of nucleophilic substitution leading to tripodal ligands CH3C(CH2X)3, X = pz, 2; X = im, 3. As a means of introducing two nitrogen donors and one phosphorus donor into a tripod ligand, substitution of the Br and OMs functions in O(CH2)2C(CH2Br)(CH2OMs), 8, by nitrogen

  CH3C(CH2Cl)3, 1 的氯官能团在亲核取代的条件下可以被吡唑基 (pz) 和咪唑基 (im) 残基取代，导致三足配体 CH3C(CH2X)3, X = pz, 2; X = im, 3. 作为将两个氮供体和一个磷供体引入三脚架配体的一种方式，O(CH2)2C(CH2Br)(CH2OMs), 8 中的 Br 和 OMs 功能被氮亲核试剂取代，随后已经开发出通过磷化物亲核试剂裂解氧杂环丁烷环得到 HOCH2C(CH2PPh2)(CH2X)2，分别提供 10a (X = pz) 和 10d (X = NEt2)。对于 10a 的合成，K-pz 用作亲核试剂，而 10d 在初始步骤中使用叠氮化物制备，然后必须在两个后续步骤中将其转化为 NEt2。氧杂环丁烷 8 的亲核功能在 THF 中被 K-pz 和 KPPh2 选择性取代以产生 O(CH2)2C(CH2PPh2)(CH2pz)，9b。氧杂环丁烷功能的磷化物裂解导致
• Artificial Metalloenzymes:  (Strept)avidin as Host for Enantioselective Hydrogenation by Achiral Biotinylated Rhodium−Diphosphine Complexes
  作者：Myriem Skander、Nicolas Humbert、Jérôme Collot、Julieta Gradinaru、Gérard Klein、Andreas Loosli、Jérôme Sauser、Andrea Zocchi、François Gilardoni、Thomas R. Ward

  DOI：10.1021/ja0476718

  日期：2004.11.1

  We report on the generation of artificial metalloenzymes based on the noncovalent incorporation of biotinylated rhodium-diphosphine complexes in (strept)avidin as host proteins. A chemogenetic optimization procedure allows one to optimize the enantioselectivity for the reduction of acetamidoacrylic acid (up to 96% ee (R) in streptavidin S112G and up to 80% ee (S) in WT avidin). The association constant between a prototypical cationic biotinylated rhodium-diphosphine catalyst precursor and the host proteins was determined at neutral pH: log K-a = 7.7 for avidin (pl = 10.4) and log K-a = 7.1 for streptavidin (pl = 6.4). It is shown that the optimal operating conditions for the enantioselective reduction are 5 bar at 30 degreesC with a 1% catalyst loading.
• Synthesis of amino-containing phosphines. The use of iminophosphorane as a protecting group for primary amines
  作者：Shiuh Tzung Liu、Chung Yuan Liu

  DOI：10.1021/jo00048a057

  日期：1992.10