1-[(3,5-Dimethylphenyl)methyl]-3,1-benzoxazine-2,4-dione | 1453868-52-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 1-[(3,5-Dimethylphenyl)methyl]-3,1-benzoxazine-2,4-dione
• CAS: 1453868-52-4
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: PFRCLXJYKRWKOY-UHFFFAOYSA-N

物化性质

• 沸点：
  442.9±55.0 °C(predicted)
• 密度：
  1.265±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  L-缬氨醇 、 1-[(3,5-Dimethylphenyl)methyl]-3,1-benzoxazine-2,4-dione 在 zinc(II) chloride 作用下， 以 氯苯 为溶剂， 反应 24.0h， 以55%的产率得到N-(3,5-dimethylbenzyl)-2-(4-isopropyl-4,5-dihydrooxazol-2-yl)aniline
  参考文献：
  名称：

  Amino oxazolines as a new class of organocatalyst for the direct intermolecular asymmetric aldol reaction between acetone and aromatic aldehydes

  摘要：

  A series of chiral amino oxazolines were synthesized and screened as organocatalysts for asymmetric intermolecular aldol reactions between acetone and aromatic aldehydes. The reaction works well with a range of aromatic aldehydes showing good to high selectivity. The present new system of the organocatalyst was effective for the asymmetric aldol reaction for a wide range of aromatic aldehydes and isatin to carry out an asymmetric carbon-carbon bond forming reaction with a high enantioselectivity of up to 91%. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.07.020

文献信息

• Amino oxazolines as a new class of organocatalyst for the direct intermolecular asymmetric aldol reaction between acetone and aromatic aldehydes
  作者：Akeel S. Saiyed、Ashutosh V. Bedekar

  DOI：10.1016/j.tetasy.2013.07.020

  日期：2013.9

  A series of chiral amino oxazolines were synthesized and screened as organocatalysts for asymmetric intermolecular aldol reactions between acetone and aromatic aldehydes. The reaction works well with a range of aromatic aldehydes showing good to high selectivity. The present new system of the organocatalyst was effective for the asymmetric aldol reaction for a wide range of aromatic aldehydes and isatin to carry out an asymmetric carbon-carbon bond forming reaction with a high enantioselectivity of up to 91%. (C) 2013 Elsevier Ltd. All rights reserved.