N-((S)-2-Methyl-1-trimethylsilanyloxymethyl-propyl)-formamide | 204976-58-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: N-((S)-2-Methyl-1-trimethylsilanyloxymethyl-propyl)-formamide
• 英文别名: N-[(2S)-3-methyl-1-trimethylsilyloxybutan-2-yl]formamide
• CAS: 204976-58-9
• 化学式: C₉H₂₁NO₂Si
• 分子量: 203.357
• InChiKey: CAMMCBSYKCUCDP-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-((S)-2-Methyl-1-trimethylsilanyloxymethyl-propyl)-formamide 在 三氟化硼乙醚 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 (S)-2-isocyano-3-methyl-1-butanol
  参考文献：
  名称：

  A new, modular approach towards 2-(1-hydroxyalkyl)oxazolines, effective bidentate chiral ligands

  摘要：

  Addition of beta-hydroxyisonitriles towards aldellydes gives rise to hydroxyalkyl oxazolines, an interesting class of bidentate chiral ligands. This concept allows a very easy ligand tuning and optimization of the ligand structure as illustrated in a first example. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.10.048
• 作为产物：
  描述：

  L-缬氨醇 在 六甲基二硅氮烷 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-((S)-2-Methyl-1-trimethylsilanyloxymethyl-propyl)-formamide
  参考文献：
  名称：

  A new, modular approach towards 2-(1-hydroxyalkyl)oxazolines, effective bidentate chiral ligands

  摘要：

  Addition of beta-hydroxyisonitriles towards aldellydes gives rise to hydroxyalkyl oxazolines, an interesting class of bidentate chiral ligands. This concept allows a very easy ligand tuning and optimization of the ligand structure as illustrated in a first example. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.10.048

文献信息

• Straightforward Synthesis of Chiral Hydroxy Isocyanides
  作者：Michael Bauer、Uli Kazmaier

  DOI：10.1002/ejoc.200900109

  日期：2009.5

  Various types of hydroxy isocyanides have been prepared from the corresponding amino alcohols. These hydroxy isocyanides are interesting building blocks for multicomponent reactions and the synthesis of (hydroxyalkyl)oxazoline ligands. The isocyanides are susceptible to cyclization, giving rise to oxazolines. Therefore, they should be prepared freshly before use or be stored below –30 °C.(© Wiley-VCH

  已经从相应的氨基醇制备了各种类型的羟基异氰化物。这些羟基异氰化物是多组分反应和（羟烷基）恶唑啉配体合成的重要组成部分。异氰化物易于环化，产生恶唑啉。因此，它们应在使用前新鲜制备或储存在 –30 °C 以下。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Creedon, Siobhan M.; Crowley, H. Kevin; McCarthy, Daniel G., Journal of the Chemical Society. Perkin transactions I, 1998, # 6, p. 1015 - 1017
  作者：Creedon, Siobhan M.、Crowley, H. Kevin、McCarthy, Daniel G.

  DOI：——

  日期：——
• A new, modular approach towards 2-(1-hydroxyalkyl)oxazolines, effective bidentate chiral ligands
  作者：Michael Bauer、Uli Kazmaier

  DOI：10.1016/j.jorganchem.2005.10.048

  日期：2006.5

  Addition of beta-hydroxyisonitriles towards aldellydes gives rise to hydroxyalkyl oxazolines, an interesting class of bidentate chiral ligands. This concept allows a very easy ligand tuning and optimization of the ligand structure as illustrated in a first example. (c) 2005 Elsevier B.V. All rights reserved.