2-hydroxy-N-[(1R,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide | 1448244-09-4

• 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: 2-hydroxy-N-[(1R,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide
• CAS: 1448244-09-4
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: AZQFEMQXBWKFBF-LSDHHAIUSA-N

物化性质

• 沸点：
  534.1±50.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 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：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (1R,2S)-1-氨基-2-茚醇 、 水杨酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.5h， 以1.4 g的产率得到2-hydroxy-N-[(1R,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide
  参考文献：
  名称：

  β-Hydroxyamide derivatives of salicylic acid as organocatalysts for enantioselective reductions of prochiral ketones

  摘要：

  In order to find the most effective catalyst for the enantioselective reduction of a prochiral ketone, a series of novel beta-hydroxyamide derivatives of salicylic acid and chiral amino alcohols were synthesized. Different substituted prochiral ketones have been reduced in high yield (up to 99%) and the corresponding secondary alcohols are formed with good enantiomeric excess (up to 86%). The mechanism of this type of catalyst can be explained by considering the reaction mechanism for the CBS catalyst. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.05.016
• 作为试剂：
  描述：

  2-溴苯乙酮 在 dimethylsulfide borane complex 、 2-hydroxy-N-[(1R,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]benzamide 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到
  参考文献：
  名称：

  β-Hydroxyamide derivatives of salicylic acid as organocatalysts for enantioselective reductions of prochiral ketones

  摘要：

  In order to find the most effective catalyst for the enantioselective reduction of a prochiral ketone, a series of novel beta-hydroxyamide derivatives of salicylic acid and chiral amino alcohols were synthesized. Different substituted prochiral ketones have been reduced in high yield (up to 99%) and the corresponding secondary alcohols are formed with good enantiomeric excess (up to 86%). The mechanism of this type of catalyst can be explained by considering the reaction mechanism for the CBS catalyst. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.05.016

文献信息

• β-Hydroxyamide derivatives of salicylic acid as organocatalysts for enantioselective reductions of prochiral ketones
  作者：Yılmaz Turgut、Murat Azizoglu、Aslı Erdogan、Nevin Arslan、Halil Hosgoren

  DOI：10.1016/j.tetasy.2013.05.016

  日期：2013.7

  In order to find the most effective catalyst for the enantioselective reduction of a prochiral ketone, a series of novel beta-hydroxyamide derivatives of salicylic acid and chiral amino alcohols were synthesized. Different substituted prochiral ketones have been reduced in high yield (up to 99%) and the corresponding secondary alcohols are formed with good enantiomeric excess (up to 86%). The mechanism of this type of catalyst can be explained by considering the reaction mechanism for the CBS catalyst. (C) 2013 Elsevier Ltd. All rights reserved.