(+/-)-3-acetoxymethyl-3-isopropyl-7-methoxychroman-4-one

• 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: (+/-)-3-acetoxymethyl-3-isopropyl-7-methoxychroman-4-one
• 英文别名: (7-methoxy-4-oxo-3-propan-2-yl-2H-chromen-3-yl)methyl acetate
• 化学式: C₁₆H₂₀O₅
• 分子量: 292.332
• InChiKey: BBPCHCVXKVDSGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异戊酸 在 4-二甲氨基吡啶 、 sodium hydroxide 、 potassium carbonate 、 zinc(II) chloride 作用下， 以 吡啶 、 丙酮 为溶剂， 反应 20.0h， 生成 (+/-)-3-acetoxymethyl-3-isopropyl-7-methoxychroman-4-one
  参考文献：
  名称：

  Synthesis and lipase-mediated stereoselective deacetylation of (±)-3-acetoxymethyl-3-alkyl-7-methoxychroman-4-ones

  摘要：

  Six (+/-)-3-acetoxymethyl-3-alkyl-7-methoxychroman-4-ones have been synthesized in four steps starting with the coupling of resorcinol with corresponding aliphatic acid leading to the formation of 2,4-dihydroxyphenyl alkyl ketones, which upon monomethylation and hydroxymethylation, followed by acetylation afforded the racemic acetoxymethylated compounds in 17-30% overall yields. Candida rugosa lipase-catalyzed deacetylation of (+/-)-3-acetoxymethylchromanones in diisopropyl ether exhibited fairly moderate enantioselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00698-6

文献信息

• Synthesis and lipase-mediated stereoselective deacetylation of (±)-3-acetoxymethyl-3-alkyl-7-methoxychroman-4-ones
  作者：Poonam、Ashok K Prasad、Abul Azim、Rajesh Kumar、Subhash C Jain、Virinder S Parmar、Carl E Olsen、William Errington

  DOI：10.1016/s0040-4020(01)00698-6

  日期：2001.8

  Six (+/-)-3-acetoxymethyl-3-alkyl-7-methoxychroman-4-ones have been synthesized in four steps starting with the coupling of resorcinol with corresponding aliphatic acid leading to the formation of 2,4-dihydroxyphenyl alkyl ketones, which upon monomethylation and hydroxymethylation, followed by acetylation afforded the racemic acetoxymethylated compounds in 17-30% overall yields. Candida rugosa lipase-catalyzed deacetylation of (+/-)-3-acetoxymethylchromanones in diisopropyl ether exhibited fairly moderate enantioselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.