2S,5S,6R-2-((1-methoxymethyl)cyclohexyl)-4,5-dimethyl-6-phenyl-morpholin-3-one | 402913-45-5

• 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: 2S,5S,6R-2-((1-methoxymethyl)cyclohexyl)-4,5-dimethyl-6-phenyl-morpholin-3-one
• 英文别名: (2S,5S,6R)-2-[1-(methoxymethyl)cyclohexyl]-4,5-dimethyl-6-phenylmorpholin-3-one
• CAS: 402913-45-5
• 化学式: C₂₀H₂₉NO₃
• 分子量: 331.455
• InChiKey: JGDKAKCUPYNDHD-RYQLBKOJSA-N

物化性质

• 沸点：
  470.1±45.0 °C(Predicted)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 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-methoxymethyl)cyclohexyl)-4,5-dimethyl-6-phenyl-morpholin-3-one 在 氨 、 sodium 、 三溴化硼 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (S)-4-hydroxy-2-oxa-spiro[4.5]decan-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
• 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-((1-methoxymethyl)cyclohexyl)-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.