trans-4,5-diphenyl-3-methylisoxazoline

• 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: trans-4,5-diphenyl-3-methylisoxazoline
• 英文别名: (4S,5S)-3-methyl-4,5-diphenyl-4,5-dihydro-1,2-oxazole
• 化学式: C₁₆H₁₅NO
• 分子量: 237.301
• InChiKey: OBSRUGSKLYAQBU-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-4,5-diphenyl-3-methylisoxazoline 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 7.5h， 生成 (4R,5R)-diphenyl-3-((2'R)-hydroxy-(3'R)-4'-isopropylidendioxy-(1'S)-methyl-(SS)-sulfinyl)butylisoxazoline
  参考文献：
  名称：

  Stereoselective synthesis of 3-alkylsulfinylmethylisoxazolines and their use as chiral nucleophiles in the chain elongation of 2,3-O-isopropylidene-d-glyceraldehyde

  摘要：

  The reaction of racemic 3-methylisoxazolines and enantiomerically pure (R-S)- and (S-S)-methanesulfinates and (R-S)- and (S-S)-ethanesulfmates of 1,2:5,6-di-O-isopropylidene-D-glucofuranose allows enantiomerically pure 3-alkylsulfinylmethylisoxazolines with both absolute configurations at sulfur to be obtained. One of these has been used as a chiral nucleophile in the four carbon homologation of 2,3-O-isopropylidene-D-glyceraldehyde 17. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00453-5

文献信息

• Reduction of .DELTA.2-isoxazolines. 3. Raney nickel catalyzed formation of .beta.-hydroxy ketones
  作者：Dennis P. Curran

  DOI：10.1021/ja00356a021

  日期：1983.9

  On determine les conditions optimales de transformation d'isoxazolines-2 en β-hydroxycetones en utilisant un catalyseur Ni de Raney, l'acide borique, un melange 5/1 methanol/eau et l'hydrogene gazeux

  确定最佳条件转化 d'isoxazolines-2 en β-hydroxycetones en utilisant un catalyseur Ni de Raney, l'acide borique, un melange 5/1 甲醇/eau et l'hydrogene Gazeux
• Stereoselective synthesis of 3-alkylsulfinylmethylisoxazolines and their use as chiral nucleophiles in the chain elongation of 2,3-O-isopropylidene-d-glyceraldehyde
  作者：J.A. López-Sastre、J.D. Martı́n-Ramos、J.F. Rodrı́guez-Amo、M. Santos-Garcı́a、M.A. Sanz-Tejedor

  DOI：10.1016/s0957-4166(00)00453-5

  日期：2000.12

  The reaction of racemic 3-methylisoxazolines and enantiomerically pure (R-S)- and (S-S)-methanesulfinates and (R-S)- and (S-S)-ethanesulfmates of 1,2:5,6-di-O-isopropylidene-D-glucofuranose allows enantiomerically pure 3-alkylsulfinylmethylisoxazolines with both absolute configurations at sulfur to be obtained. One of these has been used as a chiral nucleophile in the four carbon homologation of 2,3-O-isopropylidene-D-glyceraldehyde 17. (C) 2001 Elsevier Science Ltd. All rights reserved.