2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-ethyl-butyric acid ethyl ester | 696642-30-5

• 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: 2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-ethyl-butyric acid ethyl ester
• 英文别名: ethyl 2-[(2S,5S,6R)-4,5-dimethyl-3-oxo-6-phenylmorpholin-2-yl]-2-ethylbutanoate
• CAS: 696642-30-5
• 化学式: C₂₀H₂₉NO₄
• 分子量: 347.455
• InChiKey: PIFRQQKGCANKSD-BHYGNILZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-ethyl-butyric acid ethyl ester 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,5S,6R)-2-(1-Ethyl-1-hydroxymethyl-propyl)-4,5-dimethyl-6-phenyl-morpholin-3-one
  参考文献：
  名称：

  The synthesis of (S)-(+)-pantolactone and its analogues from an ephedrine-derived morpholinone

  摘要：

  An efficient general route for the enantioselective synthesis of (S)-(+)-pantolactone and its analogues has been developed from an ephedrine-derived chiral morpholin-3-one. Selective dialkylation of an ephedrine-derived chiral template without epimerization is the key step in this synthesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.022
• 作为产物：
  描述：

  碘乙烷 、 2S,5S,6R-2-carbethoxymethyl-4,5-dimethyl-6-phenyl-morpholin-3-one 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以93%的产率得到2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-ethyl-butyric acid ethyl ester
  参考文献：
  名称：

  The synthesis of (S)-(+)-pantolactone and its analogues from an ephedrine-derived morpholinone

  摘要：

  An efficient general route for the enantioselective synthesis of (S)-(+)-pantolactone and its analogues has been developed from an ephedrine-derived chiral morpholin-3-one. Selective dialkylation of an ephedrine-derived chiral template without epimerization is the key step in this synthesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.022