(S)-2-ethoxy-2-((S)-5-oxo-2,2-bis(trifluoromethyl)oxazolidin-4-yl)-N-(2,4,6-trimethoxybenzyl)acetamide | 1239998-34-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (S)-2-ethoxy-2-((S)-5-oxo-2,2-bis(trifluoromethyl)oxazolidin-4-yl)-N-(2,4,6-trimethoxybenzyl)acetamide
• CAS: 1239998-34-5
• 化学式: C₁₉H₂₂F₆N₂O₇
• 分子量: 504.383
• InChiKey: JCIARTAKJQLIEW-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  104.35
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-ethoxy-2-((S)-5-oxo-2,2-bis(trifluoromethyl)oxazolidin-4-yl)-N-(2,4,6-trimethoxybenzyl)acetamide 在 水 作用下， 生成
  参考文献：
  名称：

  Synthesis of orthogonally protected l-threo-β-ethoxyasparagine

  摘要：

  Orthogonally protected l-threo-beta-ethoxyasparagine (Fmoc-EtOAsn(Trt)-OH, 1) was synthesized from diethyl (2S,3S)-2-azido-3-hydroxysuccinate 2 in eight steps as a building block for solid-phase peptide synthesis. The starting material is easily available in multi-gram scale from d-diethyltartrate. The transformation steps reported here are robust and scalable. Thus, a significant amount of 1 (1.8 g) was obtained in 21% overall yield. The synthesis reported is also expected to be useful for the preparation of other O-substituted l-threo-beta-hydroxyasparagine derivatives.

  DOI：

  10.1007/s00726-009-0389-6
• 作为产物：
  描述：

  (2S)-2-ethoxy-2-[(4S)-5-oxo-2,2-bis-trifluoromethyloxazolidin-4-yl]-acetic acid 、 2,4,6-三甲氧基苄胺 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以46%的产率得到(S)-2-ethoxy-2-((S)-5-oxo-2,2-bis(trifluoromethyl)oxazolidin-4-yl)-N-(2,4,6-trimethoxybenzyl)acetamide
  参考文献：
  名称：

  Synthesis of orthogonally protected l-threo-β-ethoxyasparagine

  摘要：

  Orthogonally protected l-threo-beta-ethoxyasparagine (Fmoc-EtOAsn(Trt)-OH, 1) was synthesized from diethyl (2S,3S)-2-azido-3-hydroxysuccinate 2 in eight steps as a building block for solid-phase peptide synthesis. The starting material is easily available in multi-gram scale from d-diethyltartrate. The transformation steps reported here are robust and scalable. Thus, a significant amount of 1 (1.8 g) was obtained in 21% overall yield. The synthesis reported is also expected to be useful for the preparation of other O-substituted l-threo-beta-hydroxyasparagine derivatives.

  DOI：

  10.1007/s00726-009-0389-6