[(3R,4R,5R)-3-hydroxy-4-methyl-5-tri(propan-2-yl)silyloxyoct-7-enyl] 2,2-dimethylpropanoate | 221627-40-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: [(3R,4R,5R)-3-hydroxy-4-methyl-5-tri(propan-2-yl)silyloxyoct-7-enyl] 2,2-dimethylpropanoate
• CAS: 221627-40-3
• 化学式: C₂₃H₄₆O₄Si
• 分子量: 414.701
• InChiKey: RQEZOAKRTPPOOJ-NJDAHSKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(3R,4R,5R)-3-hydroxy-4-methyl-5-tri(propan-2-yl)silyloxyoct-7-enyl] 2,2-dimethylpropanoate 在 lithium aluminium tetrahydride 、 copper dichloride 、 palladium dichloride 作用下， 以 四氢呋喃 为溶剂， 生成 2-[(2R,3R,4R,6S)-6-(2-hydroxyethyl)-4-(triisopropylsilyl)oxy-3-methyl-2H-3,4,5,6-tetrahydropyran-2-yl]ethan-1-ol
  参考文献：
  名称：

  Intramolecular palladium catalyzed alkoxy carbonylation of 6-hydroxy-1-octenes. Stereoselective synthesis of substituted tetrahydropyrans

  摘要：

  The reaction of hydroxy alkenes 5, 7, and 8 with CO and MeOH in the presence of PdCl2 and CuCl2 gave tetrahydropyrans 9, 11, and 12, respectively. Yields were dependent upon the configuration of substituents in the hydroxy alkene; in all cases, the tetrahydropyran was produced with 2,6-cis configuration. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02693-8
• 作为产物：
  描述：

  (2R,3R)-3-benzoyloxy-5-(tert-butyldimethylsilyl)oxy-2-methylpentanal 在 吡啶 、 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 氢氟酸 、 二异丁基氢化铝 作用下， 以 吡啶 、 乙醚 、 二氯甲烷 为溶剂， 生成 [(3R,4R,5R)-3-hydroxy-4-methyl-5-tri(propan-2-yl)silyloxyoct-7-enyl] 2,2-dimethylpropanoate
  参考文献：
  名称：

  Intramolecular palladium catalyzed alkoxy carbonylation of 6-hydroxy-1-octenes. Stereoselective synthesis of substituted tetrahydropyrans

  摘要：

  The reaction of hydroxy alkenes 5, 7, and 8 with CO and MeOH in the presence of PdCl2 and CuCl2 gave tetrahydropyrans 9, 11, and 12, respectively. Yields were dependent upon the configuration of substituents in the hydroxy alkene; in all cases, the tetrahydropyran was produced with 2,6-cis configuration. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02693-8