2-[双(叔丁基)膦]-N,N,N-三甲基乙基氯化铵 | 360577-23-7

• 物质功能分类: 有机原料 - 有机膦化合物
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-[双(叔丁基)膦]-N,N,N-三甲基乙基氯化铵
• 英文名称: (2-di-tert-butylphosphinoethyl)trimethylammonium chloride
• 英文别名: 2-(di-tert-butylphosphino)ethyltrimethylammonium chloride；4-(di-tert-butylphosphino)ethyltrimethylammonium chloride；(2-di-t-butylphosphinoethyl)trimethylammonium chloride；t-Bu-Amphos；2-Ditert-butylphosphanylethyl(trimethyl)azanium;chloride
• CAS: 360577-23-7
• 化学式: C₁₃H₃₁NP*Cl
• 分子量: 267.823
• InChiKey: NEFHYDFWVJXEKP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.78
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-[双(叔丁基)膦]-N,N,N-三甲基乙基氯化铵 、 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Water-Soluble Palladacycles as Precursors to Highly Recyclable Catalysts for the Suzuki Coupling of Aryl Bromides in Aqueous Solvents

  摘要：

  A family of water-soluble palladacycles was prepared from benzylamine or benzaldehyde imine ligands bearing hydrophilic functional groups. The palladacycles derived from N,N-dimethyl-p-hydroxybenzylamine (7) and sodium 4-(N-benzylideneamino) benzenesulfonate (10) gave active catalysts for the Suzuki coupling of aryl bromides and activated aryl chlorides in combination with (2-di-tert-butylphosphinoethyl)trimethylammonium chloride (t-Bu-Amphos). The catalyst derived from 10/t-Bu-Amphos could be used for 12 reaction cycles in the Suzuki coupling of 4-bromotoluene at 80 degrees C before a significant loss of catalyst activity was observed.

  DOI：

  10.1021/om050940y
• 作为产物：
  描述：

  在 吗啉 作用下， 反应 3.0h， 以80%的产率得到2-[双(叔丁基)膦]-N,N,N-三甲基乙基氯化铵
  参考文献：
  名称：

  Sterically Demanding, Water-Soluble Alkylphosphines as Ligands for High Activity Suzuki Coupling of Aryl Bromides in Aqueous Solvents

  摘要：

  [GRAPHICS]Sterically demanding, water-soluble alkylphosphines have been found to give highly active catalysts for Suzuki coupling of aryl bromides in aqueous solvents. A variety of aryl bromides and boronic acids were coupled in excellent yield. Turnover numbers up to 734 000 mmol/mmol Pd have been achieved under mild conditions.

  DOI：

  10.1021/ol0163629
• 作为试剂：
  描述：

  5-溴水杨酸 、 2,4-二氟苯硼酸 在 sodium tetrachloropalladate(II) 2-[双(叔丁基)膦]-N,N,N-三甲基乙基氯化铵 、 sodium carbonate 作用下， 以 水 为溶剂， 以95%的产率得到二氟尼柳
  参考文献：
  名称：

  使用水溶性，立体要求高的烷基膦在温和条件下水相，钯催化的芳族溴化物的交叉偶联

  摘要：

  要求严格的水溶性烷基膦化合物已与Suzuki，Sonogashira的各种钯盐和芳基溴化物的Heck偶联剂在温和条件下于水性溶剂中结合使用。的叔丁基取代的配体的2-（二-叔-butylphosphino）乙基三甲基氯化铵（吨-Bu-Amphos）和4-（二-叔-butylphosphino） - N，N-二甲基哌啶氯化物（吨发现-Bu-Pip-phos与钯（II）盐的结合所产生的催化剂的活性明显高于衍生自三（3-磺酰基苯基）膦三钠（TPPTS）的催化剂。未活化的芳基溴化物的Suzuki偶联在室温下在水/乙腈和水/甲苯两相混合物中或在纯水中有效地发生。值得注意的是，亲水性芳基溴化物的Suzuki偶联反应不使用有机溶剂进行反应或提纯即可获得高收率。该方法已被应用于高效二氟尼醛的合成。来自t的催化剂-Bu-Amphos在水/甲苯中的Suzuki偶联剂中循环了3次，然后催化剂活性开始显着下降。四个循环的平均产率为每个循环>

  DOI：

  10.1021/jo048910c

文献信息

• Amino acid substituted molecules
  申请人：Allozyne, Inc.

  公开号：EP2395099A2

  公开（公告）日：2011-12-14

  The invention provides compositions and methods of identifying, modifying and producing modified target molecules, including therapeutic molecules by modification with non-natural amino acids. Certain aspects of the invention include methods of adding a chemical moiety to a target molecule, and the compositions resulting therefrom. Certain aspects of the invention also relate to kits for identifying, modifying and producing modified target molecules described herein.

  本发明提供了识别、修饰和生产修饰目标分子的组合物和方法，包括通过非天然氨基酸修饰的治疗分子。本发明的某些方面包括向目标分子添加化学分子的方法，以及由此产生的组合物。本发明的某些方面还涉及用于鉴定、修饰和生产本文所述修饰靶分子的试剂盒。
• Non-natural amino acid substituted polypeptides
  申请人：Allozyne, Inc.

  公开号：EP2581450A2

  公开（公告）日：2013-04-17

  The invention provides compositions and methods of identifying, modifying and producing modified target molecules, including therapeutic molecules by modification with non-natural amino acids. Certain aspects of the invention include methods of adding a chemical moiety to a target molecule, and the compositions resulting therefrom. Certain aspects of the invention also relate to kits for identifying, modifying and producing modified target molecules described herein.

  本发明提供了识别、修饰和生产修饰目标分子的组合物和方法，包括通过非天然氨基酸修饰的治疗分子。本发明的某些方面包括向目标分子添加化学分子的方法，以及由此产生的组合物。本发明的某些方面还涉及用于鉴定、修饰和生产本文所述修饰靶分子的试剂盒。
• Experimental and Computational Study of Steric and Electronic Effects on the Coordination of Bulky, Water-Soluble Alkylphosphines to Palladium under Reducing Conditions:  Correlation to Catalytic Activity
  作者：Rebecca B. DeVasher、Jason M. Spruell、David A. Dixon、Grant A. Broker、Scott T. Griffin、Robin D. Rogers、Kevin H. Shaughnessy

  DOI：10.1021/om049241w

  日期：2005.2.1

  Sterically demanding, water-soluble alkylphosphine ligands 2-(di-tert-butylphosphino)ethyltrimethylammonium chloride (t-Bu-Amphos) and 4-(di-tert-butylphosphino)-N,N-di-methylpiperidinium chloride (t-Bu-Pip-phos) in combination with palladium salts provided active catalysts for the cross-coupling of aryl halides under mild conditions in aqueous solvents, whereas 4-(dicyclohexylphosphino)-N,N-dimethylpiperidinium chloride (Cy-Pip-phos) gave a less active catalyst. Catalyst activity increased with increasing cone angle of the ligands, but the chi electronic parameter determined from the symmetric C-O stretching frequency of LNi(CO)(3) did not correlate with catalyst activity. Catalyst activity correlated with other calculated electronic parameters, such as the HOMO-LUMO energy gap of the ligand and the HOMO energy level of the LPd(0) species. Multinuclear NMR spectroscopic studies showed that t-Bu-Amphos and t-Bu-Pip-phos rapidly form L2Pd(0) (L = t-Bu-Amphos or t-Bu-Pip-phos) complexes when reacted with Pd(OAc)(2) under reducing conditions over a range of L:Pd ratios. In contrast, the coordination chemistry of Cy-Pip-phos depended on the Cy-Pip-phos:Pd ratio. At a less than or equal to 1: 1 Cy-Pip-phos:Pd ratio, rapid formation of L2Pd(0) occurred. At higher L:Pd ratios, initial formation of trans-(Cy-Pip-phos)(2)PdCl2 was observed followed by slow reduction to the Pd(0) complex.
• HOMOGENEOUS ERYTHROPOIETIN AND METHOD FOR THEIR PREPARATION
  申请人：Sloan-Kettering Institute for Cancer Research

  公开号：EP2010556B1

  公开（公告）日：2015-09-23
• NON-NATURAL AMINO ACID SUBSTITUTED POLYPEPTIDES
  申请人：Allozyne, Inc.

  公开号：EP2018437A2

  公开（公告）日：2009-01-28