(2S,5S,6R)-2-[(1S)-1-(methoxymethyl)-1-methylpropyl]-4,5-dimethyl-6-phenyl-morpholin-3-one | 402913-54-6

• 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-[(1S)-1-(methoxymethyl)-1-methylpropyl]-4,5-dimethyl-6-phenyl-morpholin-3-one
• 英文别名: (2S,5S,6R)-2-[(2S)-1-methoxy-2-methylbutan-2-yl]-4,5-dimethyl-6-phenylmorpholin-3-one
• CAS: 402913-54-6
• 化学式: C₁₈H₂₇NO₃
• 分子量: 305.417
• InChiKey: XIGWMQKMGVUWMS-SCNOPHJPSA-N

物化性质

• 沸点：
  430.9±45.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 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-[(1S)-1-(methoxymethyl)-1-methylpropyl]-4,5-dimethyl-6-phenyl-morpholin-3-one 在 氨 、 sodium 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,3S)-2-hydroxy-3-(methoxymethyl)-N,3-dimethylpentanamide
  参考文献：
  名称：

  Enantioselective synthesis of β,β-dialkyl α-hydroxy γ-butyrolactones

  摘要：

  An ephedrine-derived morpholine dione is employed in the synthesis of chiral alkylidene morpholinones that are efficiently converted to beta -substituted alpha-gamma -dihydroxy butyramides, precursors of the corresponding butyrolactones. Enantioselective synthesis of a spiro analog of pantolactone as well as a naturally occurring pantolactone homolog is achieved with this protocol. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01979-7
• 作为产物：
  描述：

  盐酸麻黄碱 在 三乙基硅烷 、 4-二甲氨基吡啶 、 硫酸 、 三氟化硼乙醚 、 四氯化钛 、 三乙胺 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 0.03h， 生成 (2S,5S,6R)-2-[(1S)-1-(methoxymethyl)-1-methylpropyl]-4,5-dimethyl-6-phenyl-morpholin-3-one
  参考文献：
  名称：

  Enantioselective synthesis of β,β-dialkyl α-hydroxy γ-butyrolactones

  摘要：

  An ephedrine-derived morpholine dione is employed in the synthesis of chiral alkylidene morpholinones that are efficiently converted to beta -substituted alpha-gamma -dihydroxy butyramides, precursors of the corresponding butyrolactones. Enantioselective synthesis of a spiro analog of pantolactone as well as a naturally occurring pantolactone homolog is achieved with this protocol. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01979-7

文献信息

• Enantioselective synthesis of pantolactone analogues from an ephedrine-derived morpholine-dione
  作者：Sunil V Pansare、Annyt Bhattacharyya

  DOI：10.1016/s0040-4020(03)00408-3

  日期：2003.4

  An efficient enantioselective synthesis of beta,beta-dialkyl alpha-hydroxy gamma-butyrolactones, analogues of pantolactone, has been developed employing a stereoselective Prins reaction of chiral alkylidene morpholinones, as the key step. Enantioselective synthesis of a naturally occurring pantolactone homologue and a spiro analogue of pantolactone was achieved with this protocol. (C) 2003 Elsevier Science Ltd. All rights reserved.