2-{2-(Tert-butyldimethylsilanyloxy)ethyl]-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]benzyl}-[1,2]dioxane | 1027382-05-3

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 2-{2-(Tert-butyldimethylsilanyloxy)ethyl]-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]benzyl}-[1,2]dioxane
• 英文别名: tert-butyl-[1-[2-[tert-butyl(dimethyl)silyl]oxy-3-(1,3-dioxan-2-ylmethyl)phenyl]-2,2,2-trichloroethoxy]-dimethylsilane
• CAS: 1027382-05-3
• 化学式: C₂₅H₄₃Cl₃O₄Si₂
• 分子量: 570.144
• InChiKey: YPLAKXZSDZVNMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.81
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-{2-(Tert-butyldimethylsilanyloxy)ethyl]-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]benzyl}-[1,2]dioxane 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以91%的产率得到{2-(tert-butyldimethylsilanyloxy)-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]phenyl}acetaldehyde
  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 、 1,3-丙二醇 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 24.0h， 以89%的产率得到2-{2-(Tert-butyldimethylsilanyloxy)ethyl]-3-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]benzyl}-[1,2]dioxane
  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