2-{2-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]phenyl}ethanol | 1027382-01-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-{2-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]phenyl}ethanol
• 英文别名: 2-{2-(Tert-butyldimethylsilanyloxy)-3-[1-tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]phenyl}ethanol；2-[2-[tert-butyl(dimethyl)silyl]oxy-3-[1-[tert-butyl(dimethyl)silyl]oxy-2,2,2-trichloroethyl]phenyl]ethanol
• CAS: 1027382-01-9
• 化学式: C₂₂H₃₉Cl₃O₃Si₂
• 分子量: 514.08
• InChiKey: IFSUVMHMONYFTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.04
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-{2-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]phenyl}ethanol 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以95%的产率得到2-(tert-butyldimethylsilanyloxy)-1-[2-(tert-butyldimethylsilanyloxy)ethyl]-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]benzene
  参考文献：
  名称：

  tert-Butyldimethylsilyloxytrichloromethylmethane—readily accessible and robust protecting group for (hetero)aryl aldehydes

  摘要：

  The tert-butyldimethylsilyloxytrichloromethylmethane (TBSTCM) substituent serves as a readily accessible masking group for aromatic and heteroaromatic aldehydes. The TBSTCM substituent is compatible with a range of common reagents and offers several strategic advantages over alternative aldehyde protecting groups. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.02.072
• 作为产物：
  描述：

  {2-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]phenyl}acetaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以92%的产率得到2-{2-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]phenyl}ethanol
  参考文献：
  名称：

  tert-Butyldimethylsilyloxytrichloromethylmethane—readily accessible and robust protecting group for (hetero)aryl aldehydes

  摘要：

  The tert-butyldimethylsilyloxytrichloromethylmethane (TBSTCM) substituent serves as a readily accessible masking group for aromatic and heteroaromatic aldehydes. The TBSTCM substituent is compatible with a range of common reagents and offers several strategic advantages over alternative aldehyde protecting groups. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.02.072