trimethylsilyl (2S)-3-methyl-2-(trimethylsilylamino)pentanoate | 7483-92-3

• 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: trimethylsilyl (2S)-3-methyl-2-(trimethylsilylamino)pentanoate
• CAS: 7483-92-3；15985-01-0
• 化学式: C₁₂H₂₉NO₂Si₂
• 分子量: 275.539
• InChiKey: JQJPJSDLFYVVEY-DTIOYNMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trimethylsilyl (2S)-3-methyl-2-(trimethylsilylamino)pentanoate 以 苯 为溶剂， 反应 10.17h， 生成 (4'S)-4'-butan-2-yl-2-phenoxyspiro[1,3,2lambda5-benzodioxaphosphole-2,2'-1-oxa-3-aza-2lambda5-phosphacyclopentane]-5'-one
  参考文献：
  名称：

  New and efficient approach to the synthesis of pentacoordinate spirobicyclic phosphoranes

  摘要：

  五配位螺双环 2-苯氧基-1,3-苯基二氧代-1,3,2-亚氨基(烷基)乙酰氧基磷烷是通过一种高效的新方法合成的，该方法通过儿茶酚、N,O-双(三甲基硅烷基)氨基酸和苯酚（途径 A）或儿茶酚、苯酚和 N,O-双(三甲基硅烷基)氨基酸（途径 B）逐步置换五氯化磷；该方法具有产率高、反应速度快、操作简便等优点，可为合成其他五配位膦类化合物提供新的途径。

  DOI：

  10.1039/a702813j
• 作为产物：
  描述：

  三甲基氯硅烷 、 isoleucine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 trimethylsilyl (2S)-3-methyl-2-(trimethylsilylamino)pentanoate
  参考文献：
  名称：

  Efficient Synthesis of N-Fmoc-Aminoalkoxy Pentafluorophenyl Carbonates: Application for the Synthesis of Oligopeptidyl Carbamates

  摘要：

  N-Fmoc--Aminoalkoxy pentafluorophenyl carbonates have been synthesized through the reaction of N-Fmoc--aminoalkoxy carbonyl chloride with pentafluorophenol. The reaction was clean and high yielding, and the products have been fully characterized using infrared, NMR, and mass spectroscopy. Their utility as efficient building blocks for the preparation of N-Fmoc-oligopeptidyl carbamate esters and acids has been demonstrated. The method exemplifies a simple protocol for the efficient preparation of oligopeptidyl carbamates in solution phase.

  DOI：

  10.1080/00397910902790378

文献信息

• Study of the aminolysis of the activated esters of N-substituted amino acids by trimethylsilyl derivatives of the amino components
  作者：A. I. Yurtanov、Yu. A. Davidovich、S. V. Rogozhin

  DOI：10.1007/bf00928984

  日期：1978.5
• Efficient Synthesis of <i>N</i>-Fmoc-Aminoalkoxy Pentafluorophenyl Carbonates: Application for the Synthesis of Oligopeptidyl Carbamates
  作者：Vommina V. Sureshbabu、H. P. Hemantha

  DOI：10.1080/00397910902790378

  日期：2009.9.8

  N-Fmoc--Aminoalkoxy pentafluorophenyl carbonates have been synthesized through the reaction of N-Fmoc--aminoalkoxy carbonyl chloride with pentafluorophenol. The reaction was clean and high yielding, and the products have been fully characterized using infrared, NMR, and mass spectroscopy. Their utility as efficient building blocks for the preparation of N-Fmoc-oligopeptidyl carbamate esters and acids has been demonstrated. The method exemplifies a simple protocol for the efficient preparation of oligopeptidyl carbamates in solution phase.
• New and efficient approach to the synthesis of pentacoordinate spirobicyclic phosphoranes
  作者：Hua Fu、Guang-Zhong Tu、Zhao-Long Li、Yu-Fen Zhao、Ri-Qing Zhang

  DOI：10.1039/a702813j

  日期：——

  Pentacoordinate spirobicyclic 2-phenoxy-1,3-phenylenedioxo-1,3,2-imino(alkyl)acetoxyphosphoranes are synthesized through a new and efficient method whereby phosphorus pentachloride is displaced stepwise by catechol, an N,O-bis(trimethylsilyl)amino acid and phenol (pathway A) or catechol, phenol and an N,O-bis(trimethylsilyl)amino acid (pathway B); this method has advantages of high yields, rapid reaction times and easy operation, which might provide a new route for the synthesis of other pentacoordinate phosphoranes.

  五配位螺双环 2-苯氧基-1,3-苯基二氧代-1,3,2-亚氨基(烷基)乙酰氧基磷烷是通过一种高效的新方法合成的，该方法通过儿茶酚、N,O-双(三甲基硅烷基)氨基酸和苯酚（途径 A）或儿茶酚、苯酚和 N,O-双(三甲基硅烷基)氨基酸（途径 B）逐步置换五氯化磷；该方法具有产率高、反应速度快、操作简便等优点，可为合成其他五配位膦类化合物提供新的途径。