1-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)pentane-2,4-dione | 1213257-95-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)pentane-2,4-dione
• 英文别名: 1-(2,2-Dimethyl-6-oxo-1,3-dioxin-4-yl)pentane-2,4-dione
• CAS: 1213257-95-4
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: ORAAYGMZMCIPTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)pentane-2,4-dione 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到7-hydroxy-2,2,5-trimethyl-4H-benzo[d][1,3]dioxin-4-one
  参考文献：
  名称：

  Studies on the resorcylates: biomimetic total syntheses of (+)-montagnetol and (+)-erythrin

  摘要：

  6-(2,4-Dioxopentyl)-2,2-trimethyl-4H-1,3-dioxin-4-one on reflux in toluene gave MeCOCH2COCH2 COCH=C=O, which cyclized to 6-(2-oxopropyl)-4-hydroxy-2H-pyrin-2-one or was trapped with alcohols to produce resorcylate esters. The method was used for the synthesis of both enantiomers of montagnetol and erythrin. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.134
• 作为产物：
  描述：

  2,2,6-三甲基-4H-1,3-二英-4-酮 、 1-(Benzotriazol-1-yl)butane-1,3-dione 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以53%的产率得到1-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)pentane-2,4-dione
  参考文献：
  名称：

  Studies on the resorcylates: biomimetic total syntheses of (+)-montagnetol and (+)-erythrin

  摘要：

  6-(2,4-Dioxopentyl)-2,2-trimethyl-4H-1,3-dioxin-4-one on reflux in toluene gave MeCOCH2COCH2 COCH=C=O, which cyclized to 6-(2-oxopropyl)-4-hydroxy-2H-pyrin-2-one or was trapped with alcohols to produce resorcylate esters. The method was used for the synthesis of both enantiomers of montagnetol and erythrin. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.134

文献信息

• Studies on the resorcylates: biomimetic total syntheses of (+)-montagnetol and (+)-erythrin
  作者：Jean-François Basset、Colin Leslie、Dieter Hamprecht、Andrew J.P. White、Anthony G.M. Barrett

  DOI：10.1016/j.tetlet.2009.11.134

  日期：2010.2

  6-(2,4-Dioxopentyl)-2,2-trimethyl-4H-1,3-dioxin-4-one on reflux in toluene gave MeCOCH2COCH2 COCH=C=O, which cyclized to 6-(2-oxopropyl)-4-hydroxy-2H-pyrin-2-one or was trapped with alcohols to produce resorcylate esters. The method was used for the synthesis of both enantiomers of montagnetol and erythrin. (c) 2009 Elsevier Ltd. All rights reserved.