(2R,3R)-isopropyl 2,3-dihydroxy-2-((E)-4-methylstyryl)-4-oxopentanoate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (2R,3R)-isopropyl 2,3-dihydroxy-2-((E)-4-methylstyryl)-4-oxopentanoate
• 英文别名: propan-2-yl (2R,3R)-2,3-dihydroxy-2-[(E)-2-(4-methylphenyl)ethenyl]-4-oxopentanoate
• 化学式: C₁₇H₂₂O₅
• 分子量: 306.359
• InChiKey: FMISWAGXAALZOA-ZMMKQQPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 羟基丙酮 在 (S)-N-(1-hexadecyl-1H-imidazol-2-yl)pyrrolidine-2-carboxamide 、 丙酸 作用下， 以 乙腈 为溶剂， 以87%的产率得到
  参考文献：
  名称：

  Construction of anti-1,2-diols bearing chiral tertiary alcohol moiety using free hydroxyacetone as aldol donor by imidazole-based prolineamide catalyst

  摘要：

  A direct aldol reaction of free hydroxyacetone and activated ketone has been firstly achieved with a newly developed imidazole-based prolineamide catalyst. The adducts anti-1,2-diols bearing a chiral tertiary alcohol moiety were obtained in high yield (up to 92%) and stereoselectivity (up to 15:1 dr and 90% ee). (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.07.015

文献信息

• Construction of anti-1,2-diols bearing chiral tertiary alcohol moiety using free hydroxyacetone as aldol donor by imidazole-based prolineamide catalyst
  作者：Wengang Guo、Jianwei Wei、Yan Liu、Can Li

  DOI：10.1016/j.tet.2014.07.015

  日期：2014.9

  A direct aldol reaction of free hydroxyacetone and activated ketone has been firstly achieved with a newly developed imidazole-based prolineamide catalyst. The adducts anti-1,2-diols bearing a chiral tertiary alcohol moiety were obtained in high yield (up to 92%) and stereoselectivity (up to 15:1 dr and 90% ee). (C) 2014 Published by Elsevier Ltd.