[(1R,2R,3R,4S,5S)-3,5-dihydroxy-2,4-dimethyl-1,5-diphenyl] benzoate | 868389-47-3

• 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: [(1R,2R,3R,4S,5S)-3,5-dihydroxy-2,4-dimethyl-1,5-diphenyl] benzoate
• 英文别名: [(1R,2R,3R,4S,5S)-3,5-dihydroxy-2,4-dimethyl-1,5-diphenylpentyl] benzoate
• CAS: 868389-47-3
• 化学式: C₂₆H₂₈O₄
• 分子量: 404.506
• InChiKey: AZFTWGPGEMHLSI-LKYZTICFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(1R,2R,3R,4S,5S)-3,5-dihydroxy-2,4-dimethyl-1,5-diphenyl] benzoate 、 (R)-methoxytrifluoromethylphenylacetyl chloride 生成 Benzoic acid (1R,2R,3S,4S,5S)-3-hydroxy-2,4-dimethyl-1,5-diphenyl-5-((S)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-pentyl ester
  参考文献：
  名称：

  Enantioselective Direct Aldol-Tishchenko Reaction:  Access to Chiral Stereopentads

  摘要：

  The aldol-Tishchenko reaction of aromatic aldehydes in the presence of titanium(IV) tertbutoxide and amino alcohols is described. When used with cinchona alkaloids, stereopentads were isolated for the first time with a high degree of diastereo- and enantioselectivity.

  DOI：

  10.1021/ol0517675
• 作为产物：
  描述：

  1-羟基-2-甲基-1-苯基戊烷-3-酮 、 苯甲醛 在 titanium(IV) tetrabutoxide 、 辛可尼丁 作用下， 以59%的产率得到[(1R,2R,3R,4S,5S)-3,5-dihydroxy-2,4-dimethyl-1,5-diphenyl] benzoate
  参考文献：
  名称：

  Enantioselective Direct Aldol-Tishchenko Reaction:  Access to Chiral Stereopentads

  摘要：

  The aldol-Tishchenko reaction of aromatic aldehydes in the presence of titanium(IV) tertbutoxide and amino alcohols is described. When used with cinchona alkaloids, stereopentads were isolated for the first time with a high degree of diastereo- and enantioselectivity.

  DOI：

  10.1021/ol0517675

文献信息

• Enantioselective Direct Aldol-Tishchenko Reaction:  Access to Chiral Stereopentads
  作者：Kerstin Rohr、Robert Herre、Rainer Mahrwald

  DOI：10.1021/ol0517675

  日期：2005.9.1

  The aldol-Tishchenko reaction of aromatic aldehydes in the presence of titanium(IV) tertbutoxide and amino alcohols is described. When used with cinchona alkaloids, stereopentads were isolated for the first time with a high degree of diastereo- and enantioselectivity.