(R)-3-((2R,3S,4R,5S)-4-Hydroxy-3,5-dimethyl-6-oxo-tetrahydro-pyran-2-yl)-2-triisopropylsilanyloxy-propionaldehyde | 153402-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (R)-3-((2R,3S,4R,5S)-4-Hydroxy-3,5-dimethyl-6-oxo-tetrahydro-pyran-2-yl)-2-triisopropylsilanyloxy-propionaldehyde
• 英文别名: (2R)-3-[(2R,3S,4R,5S)-4-hydroxy-3,5-dimethyl-6-oxooxan-2-yl]-2-tri(propan-2-yl)silyloxypropanal
• CAS: 153402-91-6
• 化学式: C₁₉H₃₆O₅Si
• 分子量: 372.577
• InChiKey: IZHWBFFXQDHFOL-CWQOZTLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-3-((2R,3S,4R,5S)-4-Hydroxy-3,5-dimethyl-6-oxo-tetrahydro-pyran-2-yl)-2-triisopropylsilanyloxy-propionaldehyde 在 六氟合硅酸 、 zinc(II) tetrahydroborate 作用下， 生成 (3S,4R,5S,6R)-6-((R)-2,3-Dihydroxy-propyl)-4-hydroxy-3,5-dimethyl-tetrahydro-pyran-2-one
  参考文献：
  名称：

  The synthesis of a C1-C8 lactone fragment of discodermolide

  摘要：

  The assymetric synthesis of a fragment corresponding to the C-1-C-8 region of the immunosuppressant dicodermolide is reported. A trihydroxylactone of defined absolute stereochemistry is also prepared. This compound is a potential reductive ozonolysis product of discodermolide and may aid the determination of the absolute stereochemistry or the natural product

  DOI：

  10.1016/s0040-4039(00)61479-x
• 作为产物：
  描述：

  (E)-(R)-1-((S)-4-Isopropyl-2-thioxo-thiazolidin-3-yl)-5-phenyl-3-triisopropylsilanyloxy-pent-4-en-1-one 在 lithium hydroxide 、 zinc(II) tetrahydroborate 、 N,N-二乙基甲胺 、 氯代二环己基硼烷 、 双氧水 、 氢气 、 二异丁基氢化铝 、 臭氧 、 三苯基膦 作用下， 生成 (R)-3-((2R,3S,4R,5S)-4-Hydroxy-3,5-dimethyl-6-oxo-tetrahydro-pyran-2-yl)-2-triisopropylsilanyloxy-propionaldehyde
  参考文献：
  名称：

  The synthesis of a C1-C8 lactone fragment of discodermolide

  摘要：

  The assymetric synthesis of a fragment corresponding to the C-1-C-8 region of the immunosuppressant dicodermolide is reported. A trihydroxylactone of defined absolute stereochemistry is also prepared. This compound is a potential reductive ozonolysis product of discodermolide and may aid the determination of the absolute stereochemistry or the natural product

  DOI：

  10.1016/s0040-4039(00)61479-x

文献信息

• The synthesis of a C1-C8 lactone fragment of discodermolide
  作者：Julian M.C. Golec、Stuart D. Jones

  DOI：10.1016/s0040-4039(00)61479-x

  日期：1993.12

  The assymetric synthesis of a fragment corresponding to the C-1-C-8 region of the immunosuppressant dicodermolide is reported. A trihydroxylactone of defined absolute stereochemistry is also prepared. This compound is a potential reductive ozonolysis product of discodermolide and may aid the determination of the absolute stereochemistry or the natural product