N'-(4-acetylphenyl)-N-(9-fluorenylmethoxycarbonyl)-L-phenylalaninamide | 1282521-15-6

• 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: N'-(4-acetylphenyl)-N-(9-fluorenylmethoxycarbonyl)-L-phenylalaninamide
• 英文别名: 9H-fluoren-9-ylmethyl N-[(2S)-1-(4-acetylanilino)-1-oxo-3-phenylpropan-2-yl]carbamate
• CAS: 1282521-15-6
• 化学式: C₃₂H₂₈N₂O₄
• 分子量: 504.585
• InChiKey: YYZYAXUAMHQFCW-PMERELPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-乙酰苯基异氰酸酯 、 Fmoc-L-苯丙氨酸 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以80%的产率得到N'-(4-acetylphenyl)-N-(9-fluorenylmethoxycarbonyl)-L-phenylalaninamide
  参考文献：
  名称：

  Facile Amide Bond Formation from Carboxylic Acids and Isocyanates

  摘要：

  A wide variety of carboxylic acids in the form of their salts condense with aryl isocyanates at room temperature with loss of carbon dioxide to give the corresponding amides in high yield. Application of the reaction to acyl isocyanates gives unsymmetric imides. The reaction is compatible with hydroxyl groups and both Fmoc and Boc protecting groups for amines and is applicable to aliphatic, aromatic, and heteroaromatic acids.

  DOI：

  10.1021/ol200531k

文献信息

• Facile Amide Bond Formation from Carboxylic Acids and Isocyanates
  作者：Kaname Sasaki、David Crich

  DOI：10.1021/ol200531k

  日期：2011.5.6

  A wide variety of carboxylic acids in the form of their salts condense with aryl isocyanates at room temperature with loss of carbon dioxide to give the corresponding amides in high yield. Application of the reaction to acyl isocyanates gives unsymmetric imides. The reaction is compatible with hydroxyl groups and both Fmoc and Boc protecting groups for amines and is applicable to aliphatic, aromatic, and heteroaromatic acids.