7-methoxy-3-(hydroxymethyl)-3-methyl-chroman-4-one | 1044500-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 7-methoxy-3-(hydroxymethyl)-3-methyl-chroman-4-one
• 英文别名: (3R)-3-(hydroxymethyl)-7-methoxy-3-methyl-2H-chromen-4-one
• CAS: 1044500-13-1
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: ZUWJXYJTTFGZDE-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 (+/-)-3-hydroxymethyl-7-methoxy-3-methylchroman-4-one 在 4 A molecular sieve 作用下， 以 异丙醚 为溶剂， 反应 12.0h， 生成 7-methoxy-3-(hydroxymethyl)-3-methyl-chroman-4-one 、 7-methoxy-3-(hydroxymethyl)-3-methyl-chroman-4-one 、 acetic acid 7-methoxy-3-methyl-4-oxo-chroman-3-ylmethyl ester
  参考文献：
  名称：

  Chemoenzymatic synthesis and resolution of compounds containing a quaternary stereocenters adjacent to a carbonyl group

  摘要：

  Racemic compounds containing a quaternary stereocenter (having hydroxymethyl and alkyl group adjacent to keto functionality) based on chromanone, alpha-tetralone, and indalone scaffolds have been synthesized. An enzymatic irreversible transesterification approach has been applied to generate the pure enantiomers in a stereocontrolled fashion. The pure enantiomers of some alpha,alpha-dialkylated carbonyl compounds have been synthesized by this method. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.024