2-benzyl-4H-pyran-4-one | 74628-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2-benzyl-4H-pyran-4-one
• 英文别名: Aspergyllone；2-benzylpyran-4-one
• CAS: 74628-13-0
• 化学式: C₁₂H₁₀O₂
• 分子量: 186.21
• InChiKey: BOUHFUZGDCMIBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  反式-4-甲氧基-3-丁烯-2-酮 在 三氟乙酸 、 lithium hexamethyldisilazane 作用下， 以 苯 为溶剂， 反应 14.5h， 生成 2-benzyl-4H-pyran-4-one
  参考文献：
  名称：

  取代的γ-吡喃酮的便捷合成

  摘要：

  已经开发出一种有效且通用的合成方法，用于各种2-单-和2,6-二取代的γ-吡喃酮。该方法利用酰基氯3对β-甲氧基-α，β-烯酮烯醇酸锂4进行C-酰化（70-85％），然后将所得的烯醇5转化为γ-吡喃酮进行酸催化的环化（> 80％）。六

  DOI：

  10.1016/s0040-4039(00)71369-4

文献信息

• A convenient synthesis of unsymmetrical, substituted γ-pyrones from Meldrum's acid
  作者：Frank J. Zawacki、Michael T. Crimmins

  DOI：10.1016/0040-4039(96)01470-0

  日期：1996.9

  A unique approach to the synthesis of mono and disubstituted γ-pyrones from acylated Meldrum's acid and vinyl ethers has been developed. The convenient one pot synthesis of these versatile polyketide equivalents is accomplished without strong base or low temperatures.

  从酰化的麦德鲁姆酸和乙烯基醚合成单和双取代的γ-吡喃酮的独特方法已经开发出来。这些通用的聚酮化合物等效物的便捷一锅合成无需强碱或低温即可完成。
• THE SYNTHESIS OF 2-ALKYL-4-PYRONES FROM MELDRUM'S ACID
  作者：Crimmins, Michael T.、Washburn, David G.、Zawacki, Frank J.、Pacholec, Michelle、Wolff, Steven

  DOI：10.15227/orgsyn.077.0114

  日期：——
• [EN] MATERIALS AND METHODS FOR IDENTIFYING COMPOUNDS THAT MODULATE THE CELL CYCLE<br/>[FR] MATERIAUX ET PROCEDES POUR L'IDENTIFICATION DE COMPOSES MODULANT LE CYCLE CELLULAIRE
  申请人：ON INDIANA UNIVERSITY RES & TE

  公开号：WO2006039630A2

  公开（公告）日：2006-04-13

  D-type cyclin including D1, D2 and D3 are shown to be actively involved in the regulation of cardiomyocyte cell growth and proliferation. The levels of the various cyclins including the relative levels of these three cyclins have varying effects on the growth of cardiomyocytes. Type-D cyclin levels vary with response to various stimuli including injury effects D-type cyclin levels and localization within cardiomyocytes. Various methods, materials and systems for screening for candidate molecules that may effect D-type cyclin levels including molecules that may affect the expression, stability and/or subcellular location or other aspects of one or more of the cyclin D proteins are described. Various types of molecules including RNAi, small molecules, proteins, nucleic acids, and the like can be screened to identify candidate molecules.
• A convenient synthesis of substituted γ-pyrones
  作者：Masato Koreeda、Hiroshi Akagi

  DOI：10.1016/s0040-4039(00)71369-4

  日期：——

  An efficient and general synthetic method for various 2-mono- and 2,6-disubstituted γ-pyrones has been developed. This utilizes the C-acylation (70–85%) of β-methoxy-α,β-enone lithium enolates 4 by acid chlorides 3 followed by the acid-catalyzed cyclization (>80%) of the resulting enols 5 to γ-pyrones 6.

  已经开发出一种有效且通用的合成方法，用于各种2-单-和2,6-二取代的γ-吡喃酮。该方法利用酰基氯3对β-甲氧基-α，β-烯酮烯醇酸锂4进行C-酰化（70-85％），然后将所得的烯醇5转化为γ-吡喃酮进行酸催化的环化（> 80％）。六