1,1-dimethyl-3-methacrylmethanamido-propyl-(4-nitrophenyl)-carbonate | 168917-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1-dimethyl-3-methacrylmethanamido-propyl-(4-nitrophenyl)-carbonate
• CAS: 168917-97-3
• 化学式: C₁₆H₂₀N₂O₆
• 分子量: 336.345
• InChiKey: DLYJQMVZVBRGCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  107.77
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  L-苯丙氨酸 、 1,1-dimethyl-3-methacrylmethanamido-propyl-(4-nitrophenyl)-carbonate 在 sodium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 以71%的产率得到N-(1,1-dimethyl-3-methacrylmethanamido-propoxy-carbonyl)-L-phenylalanine
  参考文献：
  名称：

  Modified tert-butoxycarbonyl(m-BOC) derivatives as monomeric and polymeric aminoprotecting groups — VII

  摘要：

  Polymerizable N-methacrylamino m-BOC-type 1,1-dimethyl-2-methacrylmethanamido-ethoxy-carbonyl- and 1,1-dimethyl-3-methacrylmethanamido-butoxy-carbonyl group, derived from the corresponding t-alkohols have been developed as acid labile aminoprotecting groups. The synthesis of monomeric and polymeric N-methacrylamino m-BOC amino acids and amino acid methyl esters and their application for peptide synthesis following the (N --> C)-assembly method are described. The rapid, acid induced cleavage of the protecting group leads to the formation of oxazole resp. oxazine derivatives.

  DOI：

  10.1016/0040-4020(95)00096-q
• 作为产物：
  描述：

  对硝基苯基氯甲酸酯 、 N-(3-hydroxy-3-methyl-butyl)-methacrylamide 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以86%的产率得到1,1-dimethyl-3-methacrylmethanamido-propyl-(4-nitrophenyl)-carbonate
  参考文献：
  名称：

  Modified tert-butoxycarbonyl(m-BOC) derivatives as monomeric and polymeric aminoprotecting groups — VII

  摘要：

  Polymerizable N-methacrylamino m-BOC-type 1,1-dimethyl-2-methacrylmethanamido-ethoxy-carbonyl- and 1,1-dimethyl-3-methacrylmethanamido-butoxy-carbonyl group, derived from the corresponding t-alkohols have been developed as acid labile aminoprotecting groups. The synthesis of monomeric and polymeric N-methacrylamino m-BOC amino acids and amino acid methyl esters and their application for peptide synthesis following the (N --> C)-assembly method are described. The rapid, acid induced cleavage of the protecting group leads to the formation of oxazole resp. oxazine derivatives.

  DOI：

  10.1016/0040-4020(95)00096-q