6-(3-Methoxymethyl-furan-2-yl)-2-methyl-hex-1-en-3-one | 145628-10-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(3-Methoxymethyl-furan-2-yl)-2-methyl-hex-1-en-3-one
• 英文别名: 6-[3-(Methoxymethyl)furan-2-yl]-2-methylhex-1-en-3-one
• CAS: 145628-10-0
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: MZXQNEKELBOQCC-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：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(3-Methoxymethyl-furan-2-yl)-2-methyl-hex-1-en-3-one 在 甲基二氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以93%的产率得到(1R,6S,8R)-10-Methoxymethyl-6-methyl-11-oxa-tricyclo[6.2.1.0^1,6]undec-9-en-5-one
  参考文献：
  名称：

  An improved synthesis of 2-substituted-3-furoic acids leading to an intramolecular Diels–Alder reaction between a dienophile and furan diene both containing an electron withdrawing group

  摘要：

  An improved preparation of various 2-substituted-3-furoic acids by lithiation of 2-methyl-3-furoic acid with 2.0 equiv. of butyllithium, and a successful intramolecular Diels-Alder reaction using 0.1 equiv. of methylaluminium dichloride between a dienophile and furan diene, which are both substituted with an electron withdrawing moiety, are described.

  DOI：

  10.1039/p19920002729
• 作为产物：
  描述：

  2-甲基-3-糠酸 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 正丁基锂 、 dimethyl sulfide borane 、 Celite 、 双氧水 、 叔丁基锂 、 sodium hydride 、 silver carbonate 作用下， 以 乙醚 、 苯 为溶剂， 反应 17.0h， 生成 6-(3-Methoxymethyl-furan-2-yl)-2-methyl-hex-1-en-3-one
  参考文献：
  名称：

  An improved synthesis of 2-substituted-3-furoic acids leading to an intramolecular Diels–Alder reaction between a dienophile and furan diene both containing an electron withdrawing group

  摘要：

  An improved preparation of various 2-substituted-3-furoic acids by lithiation of 2-methyl-3-furoic acid with 2.0 equiv. of butyllithium, and a successful intramolecular Diels-Alder reaction using 0.1 equiv. of methylaluminium dichloride between a dienophile and furan diene, which are both substituted with an electron withdrawing moiety, are described.

  DOI：

  10.1039/p19920002729

文献信息

• An improved synthesis of 2-substituted-3-furoic acids leading to an intramolecular Diels–Alder reaction between a dienophile and furan diene both containing an electron withdrawing group
  作者：Shuyuan Yu、Giovanna Beese、Brian A. Keay

  DOI：10.1039/p19920002729

  日期：——

  An improved preparation of various 2-substituted-3-furoic acids by lithiation of 2-methyl-3-furoic acid with 2.0 equiv. of butyllithium, and a successful intramolecular Diels-Alder reaction using 0.1 equiv. of methylaluminium dichloride between a dienophile and furan diene, which are both substituted with an electron withdrawing moiety, are described.