tetrabutylphosphonium phenylalanine salt

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tetrabutylphosphonium phenylalanine salt
• 英文别名: (2S)-2-amino-3-phenylpropanoate;tetrabutylphosphanium
• 化学式: C₉H₁₀NO₂*C₁₆H₃₆P
• 分子量: 423.62
• InChiKey: MOSPICHEFHFSDS-WDBKTSHHSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  29
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  66.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tetrabutylphosphonium phenylalanine salt 、 碳酸二苯酯 在 盐酸 作用下， 以 乙腈 、 水 为溶剂， 反应 0.5h， 以73%的产率得到N-phenoxycarbonyl-L-phenylalanine
  参考文献：
  名称：

  A process for the preparation of an N-carboxy amino acid anhydride or an amino acid carbamate

  摘要：

  公开号：

  EP2322515B1
• 作为产物：
  描述：

  L-苯丙氨酸 、 四正丁基氢氧化膦 以 水 为溶剂， 生成 tetrabutylphosphonium phenylalanine salt
  参考文献：
  名称：

  Chiral Stability of Phosphonium-type Amino Acid Ionic Liquids

  摘要：

  具有氨基酸衍生的手性阴离子的四正丁基磷酸盐的熔点低于100°C，并且在100°C下至少保持10小时的手性。

  DOI：

  10.1246/cl.2006.1252

文献信息

• Coupling-Reagent-Free Synthesis of Dipeptides and Tripeptides Using Amino Acid Ionic Liquids
  作者：Shinya Furukawa、Takahide Fukuyama、Akihiro Matsui、Mai Kuratsu、Ryotaro Nakaya、Takashi Ineyama、Hiroshi Ueda、Ilhyong Ryu

  DOI：10.1002/chem.201501783

  日期：2015.8.17

  method for the synthesis of dipeptides has been developed, which does not require any coupling reagents. This method is based on the reaction of readily available HCl salts of amino acid methyl esters with tetrabutylphosphonium amino acid ionic liquids. The isolation procedure of stepwise treatment with AcOH is easy to carry out. The method was extended to the synthesis of tripeptide, tyrosyl‐glycyl‐glycine

  已经开发了合成二肽的通用方法，该方法不需要任何偶联剂。该方法基于容易获得的氨基酸甲酯的HCl盐与四丁基phosph氨基酸离子液体的反应。用AcOH逐步处理的分离过程很容易进行。该方法还扩展到IMREG-1中也存在的三肽酪氨酰甘氨酰甘氨酸的合成。
• METHOD FOR PRODUCTION OF N-CARBOXY AMINO ACID ANHYDRIDE AND AMINO ACID CARBAMATE COMPOUND
  申请人：Endo Takeshi

  公开号：US20110152561A1

  公开（公告）日：2011-06-23

  A method for production of an N-carboxy amino acid anhydride with efficiency is provided. The method for production of an N-carboxy amino acid anhydride includes a step of reaction of an amino acid organic salt compound with a carbonic acid diester.

  提供了一种高效的生产N-羧基氨基酸酐的方法。该生产N-羧基氨基酸酐的方法包括将氨基酸有机盐化合物与碳酸二酯反应的步骤。
• Method for production of N-carboxy amino acid anhydride and amino acid carbamate compound
  申请人：Endo Takeshi

  公开号：US08748650B2

  公开（公告）日：2014-06-10

  A method for production of an N-carboxy amino acid anhydride with efficiency is provided. The method for production of an N-carboxy amino acid anhydride includes a step of reaction of an amino acid organic salt compound with a carbonic acid diester.

  提供了一种高效生产N-羧基氨基酸酐的方法。该方法包括将氨基酸有机盐化合物与碳酸二酯反应的步骤。
• N-CARBOXY AMINO ACID ANHYDRIDE AND AMINO ACID CARBAMATE COMPOUND PRODUCTION METHOD
  申请人：JSR Corporation

  公开号：EP2322515A1

  公开（公告）日：2011-05-18

  A method for production of an N-carboxy amino acid anhydride with efficiency is provided. The method for production of an N-carboxy amino acid anhydride includes a step of reaction of an amino acid organic salt compound with a carbonic acid diester.

  本发明提供了一种高效生产 N-羧基氨基酸酐的方法。生产 N-羧基氨基酸酐的方法包括氨基酸有机盐化合物与碳酸二酯反应的步骤。
• Hydrophobic and low-density amino acid ionic liquids
  作者：Junko Kagimoto、Satomi Taguchi、Kenta Fukumoto、Hiroyuki Ohno

  DOI：10.1016/j.molliq.2010.02.002

  日期：2010.5

  A series of tetraalkylphosphonium amino acid salts was synthesized to determine the effect of ion structure, in particular the length of alkyl chains, on physico-chemical properties such as density, viscosity, glass transition temperature, and decomposition temperature. The resulting alkylphosphonium amino acid ionic liquids (AAILs) all had low density, from 0.886 to 0.945 g cm(-3) at 25 degrees C. The density was tunable by varying the alkyl-chain length, regardless of the symmetry of the phosphonium cations. When the alkyl chains on the phosphonium cation were hexyl or longer, the AAILs were phase-separated upon mixing with water because of their hydrophobicity, and floated on top of the water phase. The water content in the ILs depended on the amino acid side chains and on the alkyl-chain length on the cations. (C) 2010 Elsevier B.V. All rights reserved.