(2S,5S,6R)-2-(1-Ethyl-1-methoxymethyl-propyl)-4,5-dimethyl-6-phenyl-morpholin-3-one | 696642-40-7

• 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: (2S,5S,6R)-2-(1-Ethyl-1-methoxymethyl-propyl)-4,5-dimethyl-6-phenyl-morpholin-3-one
• 英文别名: (2S,5S,6R)-2-[3-(methoxymethyl)pentan-3-yl]-4,5-dimethyl-6-phenylmorpholin-3-one
• CAS: 696642-40-7
• 化学式: C₁₉H₂₉NO₃
• 分子量: 319.444
• InChiKey: XYQCSZSLTGHTHN-BHYGNILZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S,5S,6R)-2-(1-Ethyl-1-methoxymethyl-propyl)-4,5-dimethyl-6-phenyl-morpholin-3-one 在 氨 、 sodium 、 甲醇 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到(S)-3-Ethyl-2-hydroxy-3-methoxymethyl-pentanoic acid methylamide
  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：

  2S,5S,6R-2-carbethoxymethyl-4,5-dimethyl-6-phenyl-morpholin-3-one 在 potassium hydride 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (2S,5S,6R)-2-(1-Ethyl-1-methoxymethyl-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