(R)-2-hydroxy-1-(3-hydroxy-4-methoxyphenyl)-3-methoxypropan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-hydroxy-1-(3-hydroxy-4-methoxyphenyl)-3-methoxypropan-1-one
• 英文别名: (2R)-2-hydroxy-1-(3-hydroxy-4-methoxyphenyl)-3-methoxypropan-1-one
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: XPYUOKWCLWFUKF-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异香兰素 、 甲氧基乙醛 在 三氯生 potassium phosphate buffer 、 benzaldehyde lyase from Pseudomonas fluorescens 、 magnesium sulfate 作用下， 以 二甲基亚砜 为溶剂， 反应 72.0h， 以70%的产率得到(R)-2-hydroxy-1-(3-hydroxy-4-methoxyphenyl)-3-methoxypropan-1-one
  参考文献：
  名称：

  Benzaldehyde Lyase-Catalyzed Enantioselective Carboligation of Aromatic Aldehydes with Mono- and Dimethoxy Acetaldehyde

  摘要：

  Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with methoxy and dimethoxy acetaldehyde and furnishes (R)-2-hydroxy-3-methoxy-1-arylpropan-1-one and (R)-2-hydroxy-3,3-dimethoxy-1-arylpropan-1-one in high yields and enantiomeric excess via acyloin linkage. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to carboligation.

  DOI：

  10.1021/ol034415b

文献信息

• Benzaldehyde Lyase-Catalyzed Enantioselective Carboligation of Aromatic Aldehydes with Mono- and Dimethoxy Acetaldehyde
  作者：Ayhan S. Demir、Özge Şeşenoglu、Pascal Dünkelmann、Michael Müller

  DOI：10.1021/ol034415b

  日期：2003.6.1

  Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with methoxy and dimethoxy acetaldehyde and furnishes (R)-2-hydroxy-3-methoxy-1-arylpropan-1-one and (R)-2-hydroxy-3,3-dimethoxy-1-arylpropan-1-one in high yields and enantiomeric excess via acyloin linkage. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to carboligation.