2-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]-1-methyl-1H-pyrrole | 1027382-30-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]-1-methyl-1H-pyrrole
• 英文别名: tert-butyl-dimethyl-[2,2,2-trichloro-1-(1-methylpyrrol-2-yl)ethoxy]silane
• CAS: 1027382-30-4
• 化学式: C₁₃H₂₂Cl₃NOSi
• 分子量: 342.768
• InChiKey: NHYBONSTPRMHLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]-1-methyl-1H-pyrrole 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到N-甲基-2-吡咯甲醛
  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：

  N-甲基-2-吡咯甲醛 、 sodium trichloroacetate 、 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 8.67h， 以94%的产率得到2-[1-(tert-butyldimethylsilanyloxy)-2,2,2-trichloroethyl]-1-methyl-1H-pyrrole
  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

文献信息

• tert-Butyldimethylsilyloxytrichloromethylmethane—readily accessible and robust protecting group for (hetero)aryl aldehydes
  作者：Lauren R. Cafiero、Timothy S. Snowden

  DOI：10.1016/j.tetlet.2008.02.072

  日期：2008.4

  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.