1-acetoxy-3-(4-methylphenoxy)propan-2-one | 204584-26-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-acetoxy-3-(4-methylphenoxy)propan-2-one
• 英文别名: [3-(4-Methylphenoxy)-2-oxopropyl] acetate
• CAS: 204584-26-9
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: JSMRBZUECXBKAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-acetoxy-3-(4-methylphenoxy)propan-2-one 在 baker's yeast 、 sodium phosphate buffer 、 蔗糖 作用下， 反应 2.0h， 生成 (R)-3-(4-methylphenoxy)-propane-1,2-diol 、 (S)-3-(4-methylphenoxy)-propane-1,2-diol
  参考文献：
  名称：

  Baker's yeast mediated stereoselective biotransformation of 1-acetoxy-3-aryloxypropan-2-ones

  摘要：

  A series of 1-acetoxy-3-aryloxypropan-2-ones la-m were synthesized and subjected to biotransformation by baker's yeast yielding optically active monoacetates 5 or ent-5 and/or diols 4 of moderate to excellent enantiomeric purity. The dependence of the reduction/hydrolysis ratio and stereoselectivity on the size and substitution pattern of the aromatic moiety in the substrate is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00626-5
• 作为产物：
  描述：

  1-acetoxy-3-(4-methylphenoxy)propan-2-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 生成 1-acetoxy-3-(4-methylphenoxy)propan-2-one
  参考文献：
  名称：

  Baker's yeast mediated stereoselective biotransformation of 1-acetoxy-3-aryloxypropan-2-ones

  摘要：

  A series of 1-acetoxy-3-aryloxypropan-2-ones la-m were synthesized and subjected to biotransformation by baker's yeast yielding optically active monoacetates 5 or ent-5 and/or diols 4 of moderate to excellent enantiomeric purity. The dependence of the reduction/hydrolysis ratio and stereoselectivity on the size and substitution pattern of the aromatic moiety in the substrate is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00626-5

文献信息

• Water-based efficient alkyne transformation towards α-acetoxy/imido-ketones <i>via</i> oxidative coupling reactions using an alkylamine catalyst
  作者：Debasish Ghosh、Aniruddha Ganguly、Saikat Khamarui

  DOI：10.1039/d3ob00582h

  日期：——

  The development of a fast and oxidative coupling cum difunctionalisation reaction enables the benign synthesis of valuable α-substituted ketones from alkynes, as well as the direct synthesis of the psychoactive drug cathinone.

  通过开发一种快速氧化偶联和双官能化反应，可从炔烃中良性合成有价值的 α-取代酮，以及直接合成精神活性药物卡西酮。