tert-butyl (2-(4-((tert-butyldimethylsilyl)oxy)but-1-en-2-yl)phenyl)(methyl)carbamate | 1221594-11-1

• 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 (2-(4-((tert-butyldimethylsilyl)oxy)but-1-en-2-yl)phenyl)(methyl)carbamate
• CAS: 1221594-11-1
• 化学式: C₂₂H₃₇NO₃Si
• 分子量: 391.626
• InChiKey: ZOYQPVRKAXANEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.48
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-(4-((tert-butyldimethylsilyl)oxy)but-1-en-2-yl)phenyl)(methyl)carbamate 在 2,6-二甲基吡啶 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以96%的产率得到2-(4-((tert-butyldimethylsilyl)oxy)but-1-en-2-yl)-N-methylaniline
  参考文献：
  名称：

  Synthesis of 3,3-disubstituted oxindoles through Pd-catalyzed intramolecular cyanoamidation

  摘要：

  The cyanoamidation of olefins was achieved. When N-(2-vinylphenyl)cyanoformamides were treated with palladium catalyst, intramolecular cyanoamidation took place to give corresponding 3,3-disubstituted oxindoles. P(t-Bu)(3) showed a remarkable effect on this reaction. When it was used with Pd(dba)(2), the reaction was completed in 15 min at 100 degrees C for many substrates. Furthermore, the enantioselective cyanoamidation was accomplished with Pd(dba)(2) and an optically active phosphoramidite to provide optically active 3,3-disubstituted oxindoles. Manipulation of the resulting oxindoles has been studied. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.073
• 作为产物：
  描述：

  tert-butyl (2-iodophenyl)(methyl)carbamate 、 ((3-bromobut-3-en-1-yl)oxy)(tert-butyl)dimethylsilane 在 叔丁基锂 、 zinc(II) chloride 、 四(三苯基膦)钯 作用下， 以 乙醚 、 正戊烷 、 四氢呋喃 为溶剂， 反应 1.0h， 以73%的产率得到tert-butyl (2-(4-((tert-butyldimethylsilyl)oxy)but-1-en-2-yl)phenyl)(methyl)carbamate
  参考文献：
  名称：

  Synthesis of 3,3-disubstituted oxindoles through Pd-catalyzed intramolecular cyanoamidation

  摘要：

  The cyanoamidation of olefins was achieved. When N-(2-vinylphenyl)cyanoformamides were treated with palladium catalyst, intramolecular cyanoamidation took place to give corresponding 3,3-disubstituted oxindoles. P(t-Bu)(3) showed a remarkable effect on this reaction. When it was used with Pd(dba)(2), the reaction was completed in 15 min at 100 degrees C for many substrates. Furthermore, the enantioselective cyanoamidation was accomplished with Pd(dba)(2) and an optically active phosphoramidite to provide optically active 3,3-disubstituted oxindoles. Manipulation of the resulting oxindoles has been studied. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.073