tert-butyl-(4-chloro-3-methyl-phenoxy)-dimethyl-silane | 181648-42-0

• 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: tert-butyl-(4-chloro-3-methyl-phenoxy)-dimethyl-silane
• 英文别名: tert-butyl-(4-chloro-3-methyl-phenoxy)-dimethyl-silan；4-Chloro-3-methylphenol, tert-butyldimethylsilyl ether；tert-butyl-(4-chloro-3-methylphenoxy)-dimethylsilane
• CAS: 181648-42-0
• 化学式: C₁₃H₂₁ClOSi
• 分子量: 256.848
• InChiKey: VYYHAUWKROQSHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tert-butyl-(4-chloro-3-methyl-phenoxy)-dimethyl-silane 在 咪唑 、 potassium fluoride 、 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 lithium aluminium tetrahydride 、 过氧化氢苯甲酰 、 草酰氯 、 叠氮磷酸二苯酯 、 二甲基亚砜 、 丙酸 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 四氯化碳 、 乙醚 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 90.83h， 生成 (E)-[6-(2-chloro-5-methoxyphenyl)-3-hexenyl]amine
  参考文献：
  名称：

  Synthesis of an Azasteroid Using an Acyl Iminium Ion-Initiated Tandem Cyclization

  摘要：

  An acyl iminium ion-initiated tandem cyclization gave an unexpected dienone product, a secoazasteroid (2). The factors governing the formation of 2 were investigated in an attempt to optimize its formation. The reaction was applied to a more elaborate system, resulting in the synthesis of the full steroid skeleton of 13-azaandrosta-1,4-diene-3,17-dione (8), which contains the unusual substitution of a chlorine atom for the axial 19-methyl.

  DOI：

  10.1021/jo960673t
• 作为产物：
  描述：

  4-氯-3-甲基苯酚 、 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， 以100%的产率得到tert-butyl-(4-chloro-3-methyl-phenoxy)-dimethyl-silane
  参考文献：
  名称：

  Synthesis of an Azasteroid Using an Acyl Iminium Ion-Initiated Tandem Cyclization

  摘要：

  An acyl iminium ion-initiated tandem cyclization gave an unexpected dienone product, a secoazasteroid (2). The factors governing the formation of 2 were investigated in an attempt to optimize its formation. The reaction was applied to a more elaborate system, resulting in the synthesis of the full steroid skeleton of 13-azaandrosta-1,4-diene-3,17-dione (8), which contains the unusual substitution of a chlorine atom for the axial 19-methyl.

  DOI：

  10.1021/jo960673t

文献信息

• Fatty acid synthase inhibitors
  申请人：——

  公开号：US20030220392A1

  公开（公告）日：2003-11-27

  This invention relates to the use of compounds as inhibitors of the fatty acid synthase FabH.

  这项发明涉及化合物作为脂肪酸合成酶FabH的抑制剂的用途。
• Metal-Free Synthesis of Sterically Crowded Biphenyls by Direct ArH Substitution in Alkyl Benzenes
  作者：Valentina Dichiarante、Maurizio Fagnoni、Angelo Albini

  DOI：10.1002/anie.200701462

  日期：2007.8.27
• Synthesis of an Azasteroid Using an Acyl Iminium Ion-Initiated Tandem Cyclization
  作者：Arthur G. Romero、Jeffrey A. Leiby、Stephen A. Mizsak

  DOI：10.1021/jo960673t

  日期：1996.1.1

  An acyl iminium ion-initiated tandem cyclization gave an unexpected dienone product, a secoazasteroid (2). The factors governing the formation of 2 were investigated in an attempt to optimize its formation. The reaction was applied to a more elaborate system, resulting in the synthesis of the full steroid skeleton of 13-azaandrosta-1,4-diene-3,17-dione (8), which contains the unusual substitution of a chlorine atom for the axial 19-methyl.