2R,5S,6R-2-ethyl-4,5-dimethyl-2-(2-propenyl)-6-phenyl-morpholin-3-one | 207223-26-5

• 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: 2R,5S,6R-2-ethyl-4,5-dimethyl-2-(2-propenyl)-6-phenyl-morpholin-3-one
• 英文别名: (2R,5S,6R)-2-ethyl-4,5-dimethyl-6-phenyl-2-prop-2-enylmorpholin-3-one
• CAS: 207223-26-5
• 化学式: C₁₇H₂₃NO₂
• 分子量: 273.375
• InChiKey: IJLHDGADOQNDAY-JLJPHGGASA-N

物化性质

• 沸点：
  404.3±45.0 °C(Predicted)
• 密度：
  0.996±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2R,5S,6R-2-ethyl-4,5-dimethyl-2-(2-propenyl)-6-phenyl-morpholin-3-one 在 sodium tetrahydroborate 、 sodium periodate 、 四氧化锇 、 氨 、 sodium 、 三氯乙酸 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 生成 (R)-4-(1-Ethoxy-ethoxy)-2-ethyl-2-hydroxy-N-methyl-butyramide
  参考文献：
  名称：

  Asymmetric synthesis of α-alkyl-α-hydroxy-γ-butyrolactones

  摘要：

  A new enantioselective approach to alpha-alkyl-alpha-hydroxy-gamma-butyrolactones employing (1R,2S)-ephedrine-derived chiral allyl morpholinones as starting materials is described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00343-2
• 作为产物：
  描述：

  盐酸麻黄碱 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 2R,5S,6R-2-ethyl-4,5-dimethyl-2-(2-propenyl)-6-phenyl-morpholin-3-one
  参考文献：
  名称：

  Enantioselective synthesis of α-hydroxy γ-butyrolactones from an ephedrine-derived morpholine-dione

  摘要：

  An ephedrine-derived morpholine dione is employed in the enantioselective synthesis of (S)-alpha-hydroxy- gamma,gamma-dimethyl-gamma-butyrolactone and (S)-alpha-hydroxy gamma-butyrolactone. A one-pot alkylation/allylation protocol for the stereoselective conversion of the dione to 2-alkyl-2-allyl morpholinones, key intermediates for alpha-alkyl-alpha-hydroxy-gamma-butyrolactones, is described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01151-1

文献信息

• Asymmetric Allylation and Reduction on an Ephedrine-Derived Template:  Stereoselective Synthesis of α-Hydroxy Acids and Derivatives
  作者：Sunil V. Pansare、R. Gnana Ravi、Rajendra P. Jain

  DOI：10.1021/jo9722820

  日期：1998.6.1
• Enantioselective synthesis of α-hydroxy γ-butyrolactones from an ephedrine-derived morpholine-dione
  作者：Sunil V Pansare、Bidhan A Shinkre、Annyt Bhattacharyya

  DOI：10.1016/s0040-4020(02)01151-1

  日期：2002.10

  An ephedrine-derived morpholine dione is employed in the enantioselective synthesis of (S)-alpha-hydroxy- gamma,gamma-dimethyl-gamma-butyrolactone and (S)-alpha-hydroxy gamma-butyrolactone. A one-pot alkylation/allylation protocol for the stereoselective conversion of the dione to 2-alkyl-2-allyl morpholinones, key intermediates for alpha-alkyl-alpha-hydroxy-gamma-butyrolactones, is described. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Asymmetric synthesis of α-alkyl-α-hydroxy-γ-butyrolactones
  作者：Sunil V. Pansare、Rajendra P. Jain、R.Gnana Ravi

  DOI：10.1016/s0957-4166(99)00343-2

  日期：1999.8

  A new enantioselective approach to alpha-alkyl-alpha-hydroxy-gamma-butyrolactones employing (1R,2S)-ephedrine-derived chiral allyl morpholinones as starting materials is described. (C) 1999 Elsevier Science Ltd. All rights reserved.