N-[(1R)-1-amino-3-methylsulfanylpropyl]formamide | 793622-84-1

• 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-[(1R)-1-amino-3-methylsulfanylpropyl]formamide
• CAS: 793622-84-1
• 化学式: C₅H₁₂N₂OS
• 分子量: 148.229
• InChiKey: QVPVZROIFQPJIZ-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[(1R)-1-amino-3-methylsulfanylpropyl]formamide 、 (S)-(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbutanoic (ethyl carbonic) anhydride 以 四氢呋喃 为溶剂， 以3.33 g的产率得到(9H-fluoren-9-yl)methyl 1-(1-formamido-3-(methylthio)propylamino)-3-methyl-1-oxobutan-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
• 作为产物：
  描述：

  Fmoc-gMet-CO-H 在 二乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 N-[(1R)-1-amino-3-methylsulfanylpropyl]formamide
  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.