[3-[(4S,5R)-3-benzyl-4-methyl-2-oxo-1,3-oxazolidin-5-yl]phenyl] trifluoromethanesulfonate | 946088-66-0

• 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: [3-[(4S,5R)-3-benzyl-4-methyl-2-oxo-1,3-oxazolidin-5-yl]phenyl] trifluoromethanesulfonate
• CAS: 946088-66-0
• 化学式: C₁₈H₁₆F₃NO₅S
• 分子量: 415.39
• InChiKey: DIZXXGGPLMZOMS-LRDDRELGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [3-[(4S,5R)-3-benzyl-4-methyl-2-oxo-1,3-oxazolidin-5-yl]phenyl] trifluoromethanesulfonate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 palladium dihydroxide 三(2-氯乙基)胺 、 氢气 、 potassium carbonate 、 二异丙胺 、 三氟乙酸 作用下， 以 丙醇 、 乙酸乙酯 、 甲苯 为溶剂， 20.0~90.0 ℃ 、1.4 MPa 条件下， 生成 (S)-1-(3-(2-Aminopropan-2-yl)phenyl)propan-2-amine
  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：

  (4S,5R)-5-(3-hydroxyphenyl)-4-methyl-1,3-oxazolidin-2-one 在 吡啶 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 [3-[(4S,5R)-3-benzyl-4-methyl-2-oxo-1,3-oxazolidin-5-yl]phenyl] trifluoromethanesulfonate
  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

文献信息

• Comparative approaches toward diamines containing spatially separated homobenzylic and benzylic nitrogen stereocenters
  作者：Michal Achmatowicz、Johann Chan、Philip Wheeler、Longbin Liu、Margaret M. Faul

  DOI：10.1016/j.tetlet.2007.05.073

  日期：2007.7

  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.