(S)-4-Benzhydryl-3-[(E)-3-(4-methoxy-phenyl)-acryloyl]-oxazolidin-2-one | 326487-52-9

• 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: (S)-4-Benzhydryl-3-[(E)-3-(4-methoxy-phenyl)-acryloyl]-oxazolidin-2-one
• 英文别名: (4S)-4-benzhydryl-3-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-1,3-oxazolidin-2-one
• CAS: 326487-52-9
• 化学式: C₂₆H₂₃NO₄
• 分子量: 413.473
• InChiKey: WTNRLAVAPNPQIW-AKXFXYSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-4-Benzhydryl-3-[(E)-3-(4-methoxy-phenyl)-acryloyl]-oxazolidin-2-one 在 lithium hydroxide 、 manganese triacetate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 溶剂黄146 为溶剂， 反应 17.5h， 生成
  参考文献：
  名称：

  Asymmetric Mn(III)-based radical synthesis of functionalized 2,3-dihydrofurans

  摘要：

  The oxidative radical addition of alkyl acetoacetates to p-methoxycinnamoyl oxazolidinones promoted by Mn(III) has been studied. It only gives trans-disubstituted 2,3-dihydrofurans, with d.r. ranging from 2:1 to 9:1, depending on the substituent of the chiral auxiliary. After chromatographic separation of the two diastereomers, the oxazolidinone can be removed to afford enantiopure dihydrofuranyl esters in good overall yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01729-9
• 作为产物：
  描述：

  (2E)-3-(4-甲氧基苯基)丙烯酰氯 、 以 四氢呋喃 为溶剂， 生成 (S)-4-Benzhydryl-3-[(E)-3-(4-methoxy-phenyl)-acryloyl]-oxazolidin-2-one
  参考文献：
  名称：

  Asymmetric Mn(III)-based radical synthesis of functionalized 2,3-dihydrofurans

  摘要：

  The oxidative radical addition of alkyl acetoacetates to p-methoxycinnamoyl oxazolidinones promoted by Mn(III) has been studied. It only gives trans-disubstituted 2,3-dihydrofurans, with d.r. ranging from 2:1 to 9:1, depending on the substituent of the chiral auxiliary. After chromatographic separation of the two diastereomers, the oxazolidinone can be removed to afford enantiopure dihydrofuranyl esters in good overall yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01729-9

文献信息

• Asymmetric Mn(III)-based radical synthesis of functionalized 2,3-dihydrofurans
  作者：Frédéric Garzino、Alain Méou、Pierre Brun

  DOI：10.1016/s0040-4039(00)01729-9

  日期：2000.12

  The oxidative radical addition of alkyl acetoacetates to p-methoxycinnamoyl oxazolidinones promoted by Mn(III) has been studied. It only gives trans-disubstituted 2,3-dihydrofurans, with d.r. ranging from 2:1 to 9:1, depending on the substituent of the chiral auxiliary. After chromatographic separation of the two diastereomers, the oxazolidinone can be removed to afford enantiopure dihydrofuranyl esters in good overall yield. (C) 2000 Elsevier Science Ltd. All rights reserved.