(S)-2-Hydroxy-3-methoxymethyl-3-propyl-hexanoic acid methylamide | 696642-61-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-2-Hydroxy-3-methoxymethyl-3-propyl-hexanoic acid methylamide
• 英文别名: (2S)-2-hydroxy-3-(methoxymethyl)-N-methyl-3-propylhexanamide
• CAS: 696642-61-2
• 化学式: C₁₂H₂₅NO₃
• 分子量: 231.335
• InChiKey: JPHJEXUJVJZNPR-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-Hydroxy-3-methoxymethyl-3-propyl-hexanoic acid methylamide 在 三溴化硼 、 水 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 以88%的产率得到(S)-2-hydroxy-3,3-di-n-propyl-γ-butyrolactone
  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 palladium on activated charcoal 氨 、 氢气 、 sodium 、 potassium hydride 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 1.0h， 生成 (S)-2-Hydroxy-3-methoxymethyl-3-propyl-hexanoic 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

文献信息

• The synthesis of (S)-(+)-pantolactone and its analogues from an ephedrine-derived morpholinone
  作者：Bidhan A. Shinkre、Abdul Rakeeb A.S. Deshmukh

  DOI：10.1016/j.tetasy.2004.02.022

  日期：2004.4

  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.