(+)-(R)-1-(3,4-methylenedioxyphenyl)propyl acetate | 945980-07-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (+)-(R)-1-(3,4-methylenedioxyphenyl)propyl acetate
• 英文别名: [(1R)-1-(1,3-benzodioxol-5-yl)propyl] acetate
• CAS: 945980-07-4
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: YDTOHZACIWPXLF-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-(R)-1-(3,4-methylenedioxyphenyl)propyl acetate 在 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以77%的产率得到(R)-1-(3,4-methylenedioxyphenyl)-1-propanol
  参考文献：
  名称：

  Chemical constituents from Piper marginatum Jacq. (Piperaceae)—antifungal activities and kinetic resolution of (RS)-marginatumol by Candida antarctica lipase (Novozym 435)

  摘要：

  The leaves of Piper marginatum contain the antifungal compounds 3,4-methylenedioxypropiophenone 1, 2-methoxy-4,5-methylenedioxypropiophenone 2, 1-(3,4-methylenedioxyphenyl)propan-1-ol 3 (marginatumol), 5,4'-dihydroxy-7-methoxyflavanone 4 and 5,7-dihydroxy-4'-methoxyflavanone 5. The absolute configuration of natural marginatumol was deter-mined as (+)-(R)-3 (ee 48%) by comparison of its optical properties with the chiral forms obtained by kinetic resolution of racemic 3 using Candida antarctica lipase (Novozym 435). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.05.006
• 作为产物：
  描述：

  胡椒醛 在 Candida antarctica lipase (Novozym 435) 、 碘 、 magnesium 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 48.0h， 生成 (+)-(R)-1-(3,4-methylenedioxyphenyl)propyl acetate
  参考文献：
  名称：

  Chemical constituents from Piper marginatum Jacq. (Piperaceae)—antifungal activities and kinetic resolution of (RS)-marginatumol by Candida antarctica lipase (Novozym 435)

  摘要：

  The leaves of Piper marginatum contain the antifungal compounds 3,4-methylenedioxypropiophenone 1, 2-methoxy-4,5-methylenedioxypropiophenone 2, 1-(3,4-methylenedioxyphenyl)propan-1-ol 3 (marginatumol), 5,4'-dihydroxy-7-methoxyflavanone 4 and 5,7-dihydroxy-4'-methoxyflavanone 5. The absolute configuration of natural marginatumol was deter-mined as (+)-(R)-3 (ee 48%) by comparison of its optical properties with the chiral forms obtained by kinetic resolution of racemic 3 using Candida antarctica lipase (Novozym 435). (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.05.006