1-O-tert-butyl 7-O-methyl 2-acetyl-2-benzyl-4-oxoheptanedioate | 318511-72-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 1-O-tert-butyl 7-O-methyl 2-acetyl-2-benzyl-4-oxoheptanedioate
• CAS: 318511-72-7
• 化学式: C₂₁H₂₈O₆
• 分子量: 376.45
• InChiKey: LAYFCOHWPXKAIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-O-tert-butyl 7-O-methyl 2-acetyl-2-benzyl-4-oxoheptanedioate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以71%的产率得到methyl 3-[2-(4-benzyl-5-methyl)furanyl]propionate
  参考文献：
  名称：

  Synthesis of Tri- and Tetrasubstituted Furans Catalyzed by Trifluoroacetic Acid

  摘要：

  [GRAPHICS]Substituted 2-hydroxy-3-acetylfurans are synthesized by alkylation of tert-butyl acetoacetate with an alpha -haloketone followed by treatment of the obtained intermediate with trifluoroacetic acid (TFA). A second alkylation of the intermediate followed by treatment with trifluoroacetic acid provides access to disubstituted 2-methylfurans.

  DOI：

  10.1021/ol0063205
• 作为产物：
  描述：

  1,2,4-三乙氧基苯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 1-O-tert-butyl 7-O-methyl 2-acetyl-2-benzyl-4-oxoheptanedioate
  参考文献：
  名称：

  Synthesis of Tri- and Tetrasubstituted Furans Catalyzed by Trifluoroacetic Acid

  摘要：

  [GRAPHICS]Substituted 2-hydroxy-3-acetylfurans are synthesized by alkylation of tert-butyl acetoacetate with an alpha -haloketone followed by treatment of the obtained intermediate with trifluoroacetic acid (TFA). A second alkylation of the intermediate followed by treatment with trifluoroacetic acid provides access to disubstituted 2-methylfurans.

  DOI：

  10.1021/ol0063205

文献信息

• Synthesis of Tri- and Tetrasubstituted Furans Catalyzed by Trifluoroacetic Acid
  作者：Frédéric Stauffer、Reinhard Neier

  DOI：10.1021/ol0063205

  日期：2000.11.1

  [GRAPHICS]Substituted 2-hydroxy-3-acetylfurans are synthesized by alkylation of tert-butyl acetoacetate with an alpha -haloketone followed by treatment of the obtained intermediate with trifluoroacetic acid (TFA). A second alkylation of the intermediate followed by treatment with trifluoroacetic acid provides access to disubstituted 2-methylfurans.