1,3-O,O-isopropylidene-5-O-(t-butyldiphenylsilyl)-3-methylpentane-1,3,5-triol | 877308-89-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-O,O-isopropylidene-5-O-(t-butyldiphenylsilyl)-3-methylpentane-1,3,5-triol
• 英文别名: Tert-butyl-diphenyl-[2-(2,2,4-trimethyl-1,3-dioxan-4-yl)ethoxy]silane；tert-butyl-diphenyl-[2-(2,2,4-trimethyl-1,3-dioxan-4-yl)ethoxy]silane
• CAS: 877308-89-9
• 化学式: C₂₅H₃₆O₃Si
• 分子量: 412.645
• InChiKey: HSVUWULYWLOTHL-UHFFFAOYSA-N

物化性质

• 沸点：
  447.0±33.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-O,O-isopropylidene-5-O-(t-butyldiphenylsilyl)-3-methylpentane-1,3,5-triol 在 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以86%的产率得到5-[Tert-butyl(diphenyl)silyl]oxy-3-methylpentane-1,3-diol
  参考文献：
  名称：

  Selective cleavage of acetals with ZnBr2 in dichloromethane

  摘要：

  A selective cleavage of acetals of 1,2- and 1,3-diols has been achieved under mild conditions using ZnBr2 in dichloromethane at room temperature. Acetal types cleavable by this procedure include benzylidene, isopropylidene and cyclohexylidene acetals. This method is compatible with several other types of hydroxyl protecting groups such as Bn, Bz, TBDPS, TIPS and TBDMS. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2005.10.064
• 作为产物：
  描述：

  3-甲基-1,3,5-戊三醇 在 4-二甲氨基吡啶 、 camphor-10-sulfonic acid 、 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 36.0h， 生成 1,3-O,O-isopropylidene-5-O-(t-butyldiphenylsilyl)-3-methylpentane-1,3,5-triol
  参考文献：
  名称：

  Selective cleavage of acetals with ZnBr2 in dichloromethane

  摘要：

  A selective cleavage of acetals of 1,2- and 1,3-diols has been achieved under mild conditions using ZnBr2 in dichloromethane at room temperature. Acetal types cleavable by this procedure include benzylidene, isopropylidene and cyclohexylidene acetals. This method is compatible with several other types of hydroxyl protecting groups such as Bn, Bz, TBDPS, TIPS and TBDMS. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2005.10.064

文献信息

• Selective cleavage of acetals with ZnBr2 in dichloromethane
  作者：Celia Ribes、Eva Falomir、Juan Murga

  DOI：10.1016/j.tet.2005.10.064

  日期：2006.2

  A selective cleavage of acetals of 1,2- and 1,3-diols has been achieved under mild conditions using ZnBr2 in dichloromethane at room temperature. Acetal types cleavable by this procedure include benzylidene, isopropylidene and cyclohexylidene acetals. This method is compatible with several other types of hydroxyl protecting groups such as Bn, Bz, TBDPS, TIPS and TBDMS. (c) 2005 Published by Elsevier Ltd.