N-[(1,1-dimethylethyl)diphenylsilyl]-3-phenyloxaziridine | 1413917-20-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: N-[(1,1-dimethylethyl)diphenylsilyl]-3-phenyloxaziridine
• 英文别名: Tert-butyl-diphenyl-(3-phenyloxaziridin-2-yl)silane；tert-butyl-diphenyl-(3-phenyloxaziridin-2-yl)silane
• CAS: 1413917-20-0
• 化学式: C₂₃H₂₅NOSi
• 分子量: 359.543
• InChiKey: NWMOXQXXLYCKOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  15.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  吗啉 、 N-[(1,1-dimethylethyl)diphenylsilyl]-3-phenyloxaziridine 反应 30.0h， 以56%的产率得到N-morpholino-1-phenylmethanimine
  参考文献：
  名称：

  N-Silyloxaziridines: Synthesis and Use for Electrophilic Amination

  摘要：

  N-Silyloxaziridines were synthesized for the first time. Their tert-butyldiphenylsilyl (TBDPS) derivatives were stable reagents that were prepared on a multigram scale in three steps and in 44% overall yield from the corresponding benzylamines. They were mild electrophilic aminating reagents that reacted at room temperature with diversely substituted primary and secondary amines to produce N-monoalkyl or N,N-dialkyl benzaldehyde hydrazones in 44-87% yield.

  DOI：

  10.1021/jo302182t
• 作为产物：
  描述：

  N-[叔丁基(二苯基)甲硅烷基]-1-苯基甲胺 在 次氯酸叔丁酯 、 间氯过氧苯甲酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 21.5h， 生成 N-[(1,1-dimethylethyl)diphenylsilyl]-3-phenyloxaziridine
  参考文献：
  名称：

  N-Silyloxaziridines: Synthesis and Use for Electrophilic Amination

  摘要：

  N-Silyloxaziridines were synthesized for the first time. Their tert-butyldiphenylsilyl (TBDPS) derivatives were stable reagents that were prepared on a multigram scale in three steps and in 44% overall yield from the corresponding benzylamines. They were mild electrophilic aminating reagents that reacted at room temperature with diversely substituted primary and secondary amines to produce N-monoalkyl or N,N-dialkyl benzaldehyde hydrazones in 44-87% yield.

  DOI：

  10.1021/jo302182t

文献信息

• <i>N</i>-Silyloxaziridines: Synthesis and Use for Electrophilic Amination
  作者：Nicolas Richy、Mohammed Ghoraf、Joëlle Vidal

  DOI：10.1021/jo302182t

  日期：2012.12.7

  N-Silyloxaziridines were synthesized for the first time. Their tert-butyldiphenylsilyl (TBDPS) derivatives were stable reagents that were prepared on a multigram scale in three steps and in 44% overall yield from the corresponding benzylamines. They were mild electrophilic aminating reagents that reacted at room temperature with diversely substituted primary and secondary amines to produce N-monoalkyl or N,N-dialkyl benzaldehyde hydrazones in 44-87% yield.