4-acetoxy-3-methoxy-5-methylbenzaldehyde | 496024-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 4-acetoxy-3-methoxy-5-methylbenzaldehyde
• 英文别名: (4-Formyl-2-methoxy-6-methylphenyl) acetate
• CAS: 496024-87-4
• 化学式: C₁₁H₁₂O₄
• 分子量: 208.214
• InChiKey: MDKBHQUOOGXSFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-acetoxy-3-methoxy-5-methylbenzaldehyde 在 氢溴酸 、 potassium carbonate 、 奎宁环-3-醇 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 115.5h， 生成 1-[2-carbomethoxy-3-(4-acetoxy-3-methoxy-5-methylphenyl)-2-propenyl]-(3S)-acetoxypyrrolidine-2,5-dione
  参考文献：
  名称：

  An Asymmetric Synthesis of Aza Analogues of the Tricyclic Skeleton of Daphnane and the ABC Ring System of Phorbol

  摘要：

  An asymmetric synthesis of aza analogues of the ABC ring system of phorbol and related compounds containing the 5-7-6-fused framework of daphnane involved construction of the central seven-membered ring by a regioselective reduction of a chiral imide and cyclization with trifluoromethanesulfonic acid. Subsequent demethylation and oxidative dearomatization of ring C afforded an enantiopure dienone 20 with the same relative and absolute configuration at the 9- and 10-positions of the phorbol skeleton.

  DOI：

  10.1021/jo0205816
• 作为产物：
  描述：

  4-hydroxy-3-methoxy-5-methylbenzaldehyde 、 乙酰氯 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以65%的产率得到4-acetoxy-3-methoxy-5-methylbenzaldehyde
  参考文献：
  名称：

  An Asymmetric Synthesis of Aza Analogues of the Tricyclic Skeleton of Daphnane and the ABC Ring System of Phorbol

  摘要：

  An asymmetric synthesis of aza analogues of the ABC ring system of phorbol and related compounds containing the 5-7-6-fused framework of daphnane involved construction of the central seven-membered ring by a regioselective reduction of a chiral imide and cyclization with trifluoromethanesulfonic acid. Subsequent demethylation and oxidative dearomatization of ring C afforded an enantiopure dienone 20 with the same relative and absolute configuration at the 9- and 10-positions of the phorbol skeleton.

  DOI：

  10.1021/jo0205816

文献信息

• COMPOUND, RESIN, RESIST COMPOSITION AND METHOD FOR PRODUCING RESIST PATTERN
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20210389672A1

  公开（公告）日：2021-12-16

  Disclosed are a compound represented by formula (I), a resin and a resist composition: wherein R 1 represents an alkyl group which may have a halogen atom, a hydrogen atom or a halogen atom; L 1 represents a single bond or —CO—O*; R 3 represents an alkyl group, and —CH 2 — included in the group may be replaced by —O— or —CO; R 4 represents a fluorine atom, an alkyl fluoride group or an alkyl group, and —CH 2 —included in the alkyl fluoride group and the alkyl group may be replaced by —O— or —CO—; R 5 represents a hydrogen atom, an alkylcarbonyl group or an acid-labile group; m2 and m3 represent an integer of 1 to 3, m4 represents an integer of 0 to 2, and m5 represents 1 or 2, in which 3≤m2+m3+m4+m5≤5.
• An Asymmetric Synthesis of Aza Analogues of the Tricyclic Skeleton of Daphnane and the ABC Ring System of Phorbol
  作者：Charles M. Marson、Jennifer H. Pink、David Hall、Michael B. Hursthouse、Abdul Malik、Christopher Smith

  DOI：10.1021/jo0205816

  日期：2003.2.1

  An asymmetric synthesis of aza analogues of the ABC ring system of phorbol and related compounds containing the 5-7-6-fused framework of daphnane involved construction of the central seven-membered ring by a regioselective reduction of a chiral imide and cyclization with trifluoromethanesulfonic acid. Subsequent demethylation and oxidative dearomatization of ring C afforded an enantiopure dienone 20 with the same relative and absolute configuration at the 9- and 10-positions of the phorbol skeleton.