benzyl (S)-(1-(3-(1-(hydroxyimino)ethyl)phenyl)propan-2-yl)carbamate | 946088-74-0

• 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: benzyl (S)-(1-(3-(1-(hydroxyimino)ethyl)phenyl)propan-2-yl)carbamate
• CAS: 946088-74-0
• 化学式: C₁₉H₂₂N₂O₃
• 分子量: 326.395
• InChiKey: UUSCNGMUNJZWAQ-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  70.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  benzyl (S)-(1-(3-(1-(hydroxyimino)ethyl)phenyl)propan-2-yl)carbamate 、 二苯基氯化膦 在 TEA 作用下， 以64%的产率得到benzyl (S,E)-(1-(3-(1-((diphenylphosphoryl)imino)ethyl)phenyl)propan-2-yl)carbamate
  参考文献：
  名称：

  Comparative approaches toward diamines containing spatially separated homobenzylic and benzylic nitrogen stereocenters

  摘要：

  Several synthetic strategies to diamines 1-3 are described. The optimum approach via opening of aziridine afforded 1 3 in 29-60% yield over 3-5 steps. A study on formation of the benzylic stereocenter using Toste's rhenium-catalyzed asymmetric reduction of phosphinyl ketimines was also evaluated and afforded 15 in 92% de. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.073
• 作为产物：
  描述：

  N-苄氧基羰基-L-丙氨醇 在 氢氧化钾 、 copper(l) iodide 、 三丁基膦 、 羟胺 、 对甲苯磺酰氯 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 benzyl (S)-(1-(3-(1-(hydroxyimino)ethyl)phenyl)propan-2-yl)carbamate
  参考文献：
  名称：

  Comparative approaches toward diamines containing spatially separated homobenzylic and benzylic nitrogen stereocenters

  摘要：

  Several synthetic strategies to diamines 1-3 are described. The optimum approach via opening of aziridine afforded 1 3 in 29-60% yield over 3-5 steps. A study on formation of the benzylic stereocenter using Toste's rhenium-catalyzed asymmetric reduction of phosphinyl ketimines was also evaluated and afforded 15 in 92% de. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.05.073