(9H-fluoren-9-yl)methyl 1-(1-formamido-2-methylpropylamino)-4-methyl-1-oxopentan-2-ylcarbamate

• 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: (9H-fluoren-9-yl)methyl 1-(1-formamido-2-methylpropylamino)-4-methyl-1-oxopentan-2-ylcarbamate
• 英文别名: 9H-fluoren-9-ylmethyl N-[(2S)-1-[[(1S)-1-formamido-2-methylpropyl]amino]-4-methyl-1-oxopentan-2-yl]carbamate
• 化学式: C₂₆H₃₃N₃O₄
• 分子量: 451.566
• InChiKey: ABGUJFLSOQNDDI-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  96.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-[(1R)-1-amino-2-methylpropyl]formamide 、 (S)-(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-methylpentanoic (ethyl carbonic) anhydride 以 四氢呋喃 为溶剂， 以3.29 g的产率得到(9H-fluoren-9-yl)methyl 1-(1-formamido-2-methylpropylamino)-4-methyl-1-oxopentan-2-ylcarbamate
  参考文献：
  名称：

  An Efficient Conversion of the Carboxylic Group of N-Fmoc α-Amino Acids/Peptide Acids into N-Formamides Employing Isocyanates as Key Intermediates

  摘要：

  [Graphics]Reaction of 96% formic acid with isocyanates derived from N-Fmoc alpha-amino acids/peptide acids catalyzed by DMAP has yielded a new class of stable formamides as crystalline solids which have been characterized by IR, H-1 NMR, C-13 NMR, and mass spectroscopy. Conversion of the side chain carboxylic acid of N-Fmoc-5-oxazolidinones of Asp/Glu into the N-formyl group also has been accomplished. The reaction is simple, mild, and high yielding.

  DOI：

  10.1021/jo701371k

文献信息

• An Efficient Conversion of the Carboxylic Group of <i>N</i>-Fmoc α-Amino Acids/Peptide Acids into <i>N</i>-Formamides Employing Isocyanates as Key Intermediates
  作者：N. S. Sudarshan、N. Narendra、H. P. Hemantha、Vommina V. Sureshbabu

  DOI：10.1021/jo701371k

  日期：2007.12.1

  [Graphics]Reaction of 96% formic acid with isocyanates derived from N-Fmoc alpha-amino acids/peptide acids catalyzed by DMAP has yielded a new class of stable formamides as crystalline solids which have been characterized by IR, H-1 NMR, C-13 NMR, and mass spectroscopy. Conversion of the side chain carboxylic acid of N-Fmoc-5-oxazolidinones of Asp/Glu into the N-formyl group also has been accomplished. The reaction is simple, mild, and high yielding.