1-{4-[3-(4-acetylphenoxy)-2-hydroxypropoxy]phenyl}ethanone | 36271-67-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-{4-[3-(4-acetylphenoxy)-2-hydroxypropoxy]phenyl}ethanone
• 英文别名: 1,3-bis-(4-acetylphenoxy)-2-propanol；1-[4-[3-(4-Acetylphenoxy)-2-hydroxypropoxy]phenyl]ethanone
• CAS: 36271-67-7
• 化学式: C₁₉H₂₀O₅
• 分子量: 328.365
• InChiKey: JLEZFEXCHDKALY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-{4-[3-(4-acetylphenoxy)-2-hydroxypropoxy]phenyl}ethanone 在 氢氧化钾 、 一水合肼 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 1-[3-[4-(3-{4-[1-Acetyl-5-(3-methoxy-phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-phenoxy}-2-hydroxy-propoxy)-phenyl]-5-(3-methoxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone
  参考文献：
  名称：

  Sangwan, Naresh K; Verma, Braham S; Dhindsa, Kuldip Singh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 9, p. 590 - 594

  摘要：

  DOI：
• 作为产物：
  描述：

  对羟基苯乙酮 在 四丁基溴化铵 、 potassium carbonate 、 palladium dichloride 作用下， 以 水 、 乙腈 为溶剂， 反应 11.0h， 生成 1-{4-[3-(4-acetylphenoxy)-2-hydroxypropoxy]phenyl}ethanone
  参考文献：
  名称：

  钯纳米粒子协同双活化催化酚类化合物的环氧化物开环。

  摘要：

  已经设计了用于环氧酚醛化的协同双重活化催化，其中钯纳米颗粒通过与环氧氧的配位而诱导亲电活化，然后通过与苯酚的芳香环的阴离子-π相互作用进行亲核活化，并且水（反应介质）也通过“环氧-苯酚的双重活化。

  DOI：

  10.1039/c3cc42507j

文献信息

• Silver nanoparticle-catalysed phenolysis of epoxides under neutral conditions: Scope and limitations of metal nanoparticles and applications towards drug synthesis
  作者：Kapileswar Seth、Sudipta Raha Roy、Damodara N. Kommi、Bhavin V. Pipaliya、Asit K. Chakraborti

  DOI：10.1016/j.molcata.2014.05.011

  日期：2014.10

  Chemo- and regio-selective epoxide phenolysis is reported for the first time under neutral condition catalysed by silver nanoparticles. Other metal nanoparticles (e.g., Au, Pd, Cu, In, and Ru) are less effective. The choice of solvent is critical with 2-propanol being the best followed by DEF. Amongst various stabilisers used (surfactants, PEGs, tetra-allcylammonium halides) the tetra-alkylammonium halides are found to be the most effective (TBAF > TBAB > TBACl > TBAI). The role of the silver nanoparticles is envisaged as synchronous mode epoxide-phenol dual activation via a cooperative network of coordination, anion-it interaction, and hydrogen bond. The silver nanoparticles are recovered and reused for five consecutive times. The reaction has been used for the synthesis of propranolol and naftopidil as a few representative cardiovascular drugs. (C) 2014 Published by Elsevier B.V.
• Agents acting on the central nervous system. 14. 1-(p-alkanoylphenoxy)-3-(N4-arylpiperazinyl)propan-2-ols. New class of antidepressants
  作者：S. Nivas Rastogi、Nitya Anand、C. R. Prasad

  DOI：10.1021/jm00273a019

  日期：1972.3
• Novel Bis- and Tris-1,2,4-trioxanes: Synthesis and Antimalarial Activity against Multidrug-Resistant <i>Plasmodium yoelii</i> in Swiss Mice
  作者：Chandan Singh、Ved Prakash Verma、Niraj Krishna Naikade、Ajit Shankar Singh、Mohammad Hassam、Sunil K. Puri

  DOI：10.1021/jm801006v

  日期：2008.12.11

  A new series of bis-1,2,4-trioxanes 12a-h, 13a-h, and 14a-h and tris-1,2,4-trioxanes 12i-14i were prepared and evaluated against multidrug-resistant Plasmodium yoelii in Swiss mice by oral route. Cyclopentane-based bis-trioxanes 12a, 12b, 12f-h and cyclohexane-based bis-trioxanes 13a, 13f, and 13g showed promising activity. All the tris-1,2,4-trioxanes were found to be inactive. Bis-trioxane 12a, the most active compound of the series, provided 100% and 80% protection to infected mice at 48 and 24 mg/kg x 4 days, respectively. Clinically useful drug P-arteether provided 100% and 20% protection at similar doses.
• Synergistic dual activation catalysis by palladium nanoparticles for epoxide ring opening with phenols
  作者：Kapileswar Seth、Sudipta Raha Roy、Bhavin V. Pipaliya、Asit K. Chakraborti

  DOI：10.1039/c3cc42507j

  日期：——

  Synergistic dual activation catalysis has been devised for epoxide phenolysis wherein palladium nanoparticles induce electrophilic activation via coordination with the epoxide oxygen followed by nucleophilic activation through anion-pi interaction with the aromatic ring of the phenol, and water (reaction medium) also renders assistance through 'epoxide-phenol' dual activation.

  已经设计了用于环氧酚醛化的协同双重活化催化，其中钯纳米颗粒通过与环氧氧的配位而诱导亲电活化，然后通过与苯酚的芳香环的阴离子-π相互作用进行亲核活化，并且水（反应介质）也通过“环氧-苯酚的双重活化。
• Sangwan, Naresh K; Verma, Braham S; Dhindsa, Kuldip Singh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 9, p. 590 - 594
  作者：Sangwan, Naresh K、Verma, Braham S、Dhindsa, Kuldip Singh

  DOI：——

  日期：——