(S)-3-Ethyl-2-hydroxy-3-methoxymethyl-pentanoic acid methylamide | 696642-50-9

• 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)-3-Ethyl-2-hydroxy-3-methoxymethyl-pentanoic acid methylamide
• 英文别名: (2S)-3-ethyl-2-hydroxy-3-(methoxymethyl)-N-methylpentanamide
• CAS: 696642-50-9
• 化学式: C₁₀H₂₁NO₃
• 分子量: 203.282
• InChiKey: UPUXMKULBIXRJG-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 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)-3-Ethyl-2-hydroxy-3-methoxymethyl-pentanoic acid methylamide 在 三溴化硼 、 水 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到4,4-diethyl-3-hydroxydihydrofuran-2(3H)-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：

  2S,5S,6R-2-carbethoxymethyl-4,5-dimethyl-6-phenyl-morpholin-3-one 在 氨 、 sodium 、 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 (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

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.