methyl (R)-2-O-(4-nitrobenzoyl)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxybutyrate | 898529-40-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: methyl (R)-2-O-(4-nitrobenzoyl)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxybutyrate
• 英文别名: [(2R)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-1-methoxy-1-oxobutan-2-yl] 4-nitrobenzoate
• CAS: 898529-40-3
• 化学式: C₂₇H₂₄N₂O₈
• 分子量: 504.496
• InChiKey: OAOVVAMRKJGBFV-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl (R)-2-O-(4-nitrobenzoyl)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxybutyrate 在 sodium azide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.0h， 生成 methyl (S)-2-(N,O-di-tert-butoxycarbonylhydroxyamino)-4-(9H-fluoren-9-ylmethoxycarbonylamino)butyrate
  参考文献：
  名称：

  Synthesis of arginine-containing hydroxamate dipeptidomimetics

  摘要：

  The syntheses of arginine-containing hydroxamates using various peptide coupling methods are described. Fmoc-Arg(NO2)-Cl prepared at low temperature did not undergo intramolecular delta-lactam formation and effectively provided desired hydroxamates (8 and 10) in good yields. Fmoc and N-nitro protecting groups can be easily removed. Therefore, this report provides a facile synthesis of arginine-containing peptidomimetic compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.190
• 作为产物：
  描述：

  (S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxybutyric acid 在 碳酸氢钠 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 methyl (R)-2-O-(4-nitrobenzoyl)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxybutyrate
  参考文献：
  名称：

  Synthesis of arginine-containing hydroxamate dipeptidomimetics

  摘要：

  The syntheses of arginine-containing hydroxamates using various peptide coupling methods are described. Fmoc-Arg(NO2)-Cl prepared at low temperature did not undergo intramolecular delta-lactam formation and effectively provided desired hydroxamates (8 and 10) in good yields. Fmoc and N-nitro protecting groups can be easily removed. Therefore, this report provides a facile synthesis of arginine-containing peptidomimetic compounds. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.190

文献信息

• Synthesis of arginine-containing hydroxamate dipeptidomimetics
  作者：Jiwon Seo、Richard B. Silverman

  DOI：10.1016/j.tetlet.2006.03.190

  日期：2006.6

  The syntheses of arginine-containing hydroxamates using various peptide coupling methods are described. Fmoc-Arg(NO2)-Cl prepared at low temperature did not undergo intramolecular delta-lactam formation and effectively provided desired hydroxamates (8 and 10) in good yields. Fmoc and N-nitro protecting groups can be easily removed. Therefore, this report provides a facile synthesis of arginine-containing peptidomimetic compounds. (c) 2006 Elsevier Ltd. All rights reserved.