(R)-(9H-fluoren-9-yl)methyl 1-(methylselanylcarbonylamino)-2-phenylethylcarbamate | 1245937-80-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (R)-(9H-fluoren-9-yl)methyl 1-(methylselanylcarbonylamino)-2-phenylethylcarbamate
• 英文别名: 9H-fluoren-9-ylmethyl N-[(1R)-1-(methylselanylcarbonylamino)-2-phenylethyl]carbamate
• CAS: 1245937-80-7
• 化学式: C₂₅H₂₄N₂O₃Se
• 分子量: 479.437
• InChiKey: IIAPLWYJHJGHAO-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Fmoc-Phe-NCO 、 碘甲烷 在 AlH₂LiSe 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以72%的产率得到(R)-(9H-fluoren-9-yl)methyl 1-(methylselanylcarbonylamino)-2-phenylethylcarbamate
  参考文献：
  名称：

  Synthesis of N ^α -Protected Amino Acid–Derived Selenocarbamates Employing Isocyanates as Key Intermediates

  摘要：

  A simple protocol for the synthesis of N-urethane-protected N-alkyl-Se-alkyl selenocarbamate derivatives of amino acids has been described. The reaction of N-urethane-protected amino alkyl isocyanates with selenating agent LiAlHSeH and subsequent coupling with an alkyl halide yielded the title compounds in good yield and purity. All the selenocarbamates obtained have been characterized by 1H NMR, 13C NMR, and mass spectral studies.

  DOI：

  10.1080/00397910903318641

文献信息

• Synthesis of <i>N</i> ^{<font>α</font>}-Protected Amino Acid–Derived Selenocarbamates Employing Isocyanates as Key Intermediates
  作者：Vommina V. Sureshbabu、Shankar A. Naik

  DOI：10.1080/00397910903318641

  日期：2010.8.16

  A simple protocol for the synthesis of N-urethane-protected N-alkyl-Se-alkyl selenocarbamate derivatives of amino acids has been described. The reaction of N-urethane-protected amino alkyl isocyanates with selenating agent LiAlHSeH and subsequent coupling with an alkyl halide yielded the title compounds in good yield and purity. All the selenocarbamates obtained have been characterized by 1H NMR, 13C NMR, and mass spectral studies.