2-[Bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]amino]acetamide | 1264172-58-8

• 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: 2-[Bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]amino]acetamide
• CAS: 1264172-58-8
• 化学式: C₁₈H₄₂N₂O₃Si₂
• 分子量: 390.714
• InChiKey: WFDPBVMWAZFCHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  64.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[Bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]amino]acetamide 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 38.08h， 生成 tert-butyl (R)-14-((tert-butoxycarbonyl)amino)-7-(2-((tert-butyldimethylsilyl)oxy)ethyl)-2,2,3,3-tetramethyl-9-oxo-4-oxa-12-thia-7,10-diaza-3-silapentadecan-15-oate
  参考文献：
  名称：

  Hydrazine-Sensitive Thiol Protecting Group for Peptide and Protein Chemistry

  摘要：

  In the search for a new Cys side-chain protecting group that is compatible to the solid-phase peptide synthesis yet can be removed under mild conditions, the Hqm and Hgm groups that are readily deprotected by using aqueous hydrazine have been developed. The utility of these groups for peptide and protein chemistry is tested by the total synthesis of a peptide antibiotic trifolitoxin and the human neutrophil defensin hNP2.

  DOI：

  10.1021/ol1028755
• 作为产物：
  描述：

  bis-[2-(tertbutyldimethylsilanyloxy)ethyl]amine 、 氯乙酰胺 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以96%的产率得到2-[Bis[2-[tert-butyl(dimethyl)silyl]oxyethyl]amino]acetamide
  参考文献：
  名称：

  Hydrazine-Sensitive Thiol Protecting Group for Peptide and Protein Chemistry

  摘要：

  In the search for a new Cys side-chain protecting group that is compatible to the solid-phase peptide synthesis yet can be removed under mild conditions, the Hqm and Hgm groups that are readily deprotected by using aqueous hydrazine have been developed. The utility of these groups for peptide and protein chemistry is tested by the total synthesis of a peptide antibiotic trifolitoxin and the human neutrophil defensin hNP2.

  DOI：

  10.1021/ol1028755

文献信息

• Hydrazine-Sensitive Thiol Protecting Group for Peptide and Protein Chemistry
  作者：Fei Shen、Zhi-Ping Zhang、Jia-Bin Li、Yun Lin、Lei Liu

  DOI：10.1021/ol1028755

  日期：2011.2.18

  In the search for a new Cys side-chain protecting group that is compatible to the solid-phase peptide synthesis yet can be removed under mild conditions, the Hqm and Hgm groups that are readily deprotected by using aqueous hydrazine have been developed. The utility of these groups for peptide and protein chemistry is tested by the total synthesis of a peptide antibiotic trifolitoxin and the human neutrophil defensin hNP2.