(4S)-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(1S,2S)-4-hydroxy-1,2-bis(methoxymethoxy)butyl]-1,3-oxazolidin-2-one | 1138025-80-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (4S)-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(1S,2S)-4-hydroxy-1,2-bis(methoxymethoxy)butyl]-1,3-oxazolidin-2-one
• CAS: 1138025-80-5
• 化学式: C₂₈H₄₁NO₈Si
• 分子量: 547.721
• InChiKey: YZLVIVYPFROIDY-OARDWFSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  38
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (4S)-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(1S,2S)-4-hydroxy-1,2-bis(methoxymethoxy)butyl]-1,3-oxazolidin-2-one 、 1-苯基-5-巯基四氮唑 在 bis(2-methoxyethyl) azodicarboxylate 、 三苯基膦 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Stereocontrolled total synthesis of (−)-myriocin

  摘要：

  The stereocontrolled total synthesis of (-)-myriocin 1 is reported. Optically active epoxide 9 was converted from symmetrical cyclohexadiene 8, utilizing an enzymatic kinetic resolution. The three sequential stereogenic centers of 1 were constructed by a regioselective epoxide-opening reaction and a Hofmann rearrangement. Elongation of the side chain was efficiently accomplished by the Julia-Kocienski reaction. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2008.12.020
• 作为产物：
  描述：

  (2S,3S,4S)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-hydroxy-2-(hydroxymethyl)-3,4-bis(methoxymethoxy)hexanamide 在 碘苯二乙酸 作用下， 以 甲苯 为溶剂， 生成 (4S)-4-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(1S,2S)-4-hydroxy-1,2-bis(methoxymethoxy)butyl]-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Stereocontrolled total synthesis of (−)-myriocin

  摘要：

  The stereocontrolled total synthesis of (-)-myriocin 1 is reported. Optically active epoxide 9 was converted from symmetrical cyclohexadiene 8, utilizing an enzymatic kinetic resolution. The three sequential stereogenic centers of 1 were constructed by a regioselective epoxide-opening reaction and a Hofmann rearrangement. Elongation of the side chain was efficiently accomplished by the Julia-Kocienski reaction. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2008.12.020