2,3-bis((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldiphenylsilyl)oxy)methyl)cyclohexan-1-one | 1166841-85-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-bis((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldiphenylsilyl)oxy)methyl)cyclohexan-1-one
• CAS: 1166841-85-5
• 化学式: C₃₅H₅₈O₄Si₃
• 分子量: 627.1
• InChiKey: QTPWENXAPYOWHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.32
• 重原子数：
  42.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 2,3-bis((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldiphenylsilyl)oxy)methyl)cyclohexan-1-one 在 DL-脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 以50%的产率得到2,3-bis-(tert-butyl-dimethylsilyloxy)-5-(tert-butyl-diphenyl-silyloxymethyl)-6-hydroxymethyl-cyclohexanone
  参考文献：
  名称：

  Asymmetric synthesis of palitantin by an enzymatic and organocatalytic approach

  摘要：

  The natural enantiomer of the fungal metabolite (+)-palitantin has been synthesized by adopting a chemoenzymatic and organocatalytic approach. Lipase catalyzed kinetic resolution, Sharpless asymmetric dihydroxylation and organocatalytic asymmetric hydroxymethylation are the key steps involved in the total synthesis of the target molecule. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.055
• 作为产物：
  描述：

  5-(tert-butyl-diphenyl-silyloxymethyl)-2,3-dihydroxy-cyclohexanone 、 叔丁基二甲硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 反应 24.0h， 生成 2,3-bis((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldiphenylsilyl)oxy)methyl)cyclohexan-1-one
  参考文献：
  名称：

  Asymmetric synthesis of palitantin by an enzymatic and organocatalytic approach

  摘要：

  The natural enantiomer of the fungal metabolite (+)-palitantin has been synthesized by adopting a chemoenzymatic and organocatalytic approach. Lipase catalyzed kinetic resolution, Sharpless asymmetric dihydroxylation and organocatalytic asymmetric hydroxymethylation are the key steps involved in the total synthesis of the target molecule. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.055