[(1R,2S)-2-azido-1,2-diphenylethoxy]-tert-butyl-dimethylsilane | 177977-65-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: [(1R,2S)-2-azido-1,2-diphenylethoxy]-tert-butyl-dimethylsilane
• CAS: 177977-65-0
• 化学式: C₂₀H₂₇N₃OSi
• 分子量: 353.539
• InChiKey: JZOGCSNZWBZMGG-RBUKOAKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(1R,2S)-2-azido-1,2-diphenylethoxy]-tert-butyl-dimethylsilane 在 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以93%的产率得到2-(tert-butyldimethylsilyloxy)-1,2-diphenylethylamine
  参考文献：
  名称：

  Asymmetric Catalysis via Chiral Aziridines.

  摘要：

  The chiral bis(aziridines) 4, 6 and 7 have been synthesized and evaluated as chelating ligands for a variety of asymmetric transformations mediated by metals. The processes studied were the asymmetric addition of osmium tetroxide to olefins, copper-catalyzed asymmetric cyclopropanation and aziridination, palladium-catalyzed asymmetric allylic alkylation and asymmetric 1,2-addition of organolithium reagents to imines. In the best cases an enantiomeric excess > 95% was obtained.

  DOI：

  10.3891/acta.chem.scand.50-0361
• 作为产物：
  描述：

  Stilbene oxide 在 咪唑 、 sodium azide 、 氯化铵 作用下， 以 乙二醇甲醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 84.0h， 生成 [(1R,2S)-2-azido-1,2-diphenylethoxy]-tert-butyl-dimethylsilane
  参考文献：
  名称：

  Asymmetric Catalysis via Chiral Aziridines.

  摘要：

  The chiral bis(aziridines) 4, 6 and 7 have been synthesized and evaluated as chelating ligands for a variety of asymmetric transformations mediated by metals. The processes studied were the asymmetric addition of osmium tetroxide to olefins, copper-catalyzed asymmetric cyclopropanation and aziridination, palladium-catalyzed asymmetric allylic alkylation and asymmetric 1,2-addition of organolithium reagents to imines. In the best cases an enantiomeric excess > 95% was obtained.

  DOI：

  10.3891/acta.chem.scand.50-0361

文献信息

• Asymmetric Catalysis via Chiral Aziridines.
  作者：David Tanner、Adrian Harden、Fredrik Johansson、Paul Wyatt、Pher G. Andersson、Sheng Yong Zhang、Shu Hai Zhao、Mauro I. Ciglic、Monika Haugg、Nathalie Trabesinger-Rüf、Elmar G. Weinhold

  DOI：10.3891/acta.chem.scand.50-0361

  日期：——

  The chiral bis(aziridines) 4, 6 and 7 have been synthesized and evaluated as chelating ligands for a variety of asymmetric transformations mediated by metals. The processes studied were the asymmetric addition of osmium tetroxide to olefins, copper-catalyzed asymmetric cyclopropanation and aziridination, palladium-catalyzed asymmetric allylic alkylation and asymmetric 1,2-addition of organolithium reagents to imines. In the best cases an enantiomeric excess > 95% was obtained.