3-Methoxy-5-pentyl-4-phenylmethoxybenzaldehyde | 1448251-90-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Methoxy-5-pentyl-4-phenylmethoxybenzaldehyde
• 英文别名: 3-methoxy-5-pentyl-4-phenylmethoxybenzaldehyde
• CAS: 1448251-90-8
• 化学式: C₂₀H₂₄O₃
• 分子量: 312.409
• InChiKey: RMLXFHFKUBFSRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Methoxy-5-pentyl-4-phenylmethoxybenzaldehyde 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以95%的产率得到4-(Hydroxymethyl)-2-methoxy-6-pentylphenol
  参考文献：
  名称：

  A NEW ENTRY TO THE SYNTHESIS OF PRIMIN VIA A B-ALKYL SUZUKI–MIYAURA CROSS-COUPLING REACTION

  摘要：

  Primin, a biologically active benzoquinone natural product, was efficiently synthesized in 56% overall yield in six steps starting from commercially available 5-iodovanillin. The synthetic method involves crucial steps, including a B-alkyl Suzuki-Miyaura cross-coupling reaction to directly install an alkyl side chain in an aromatic ring and elaboration of quinone functionality by degradative oxidation using Fremy's salt to yield the target primin.

  DOI：

  10.3987/com-12-s(n)104
• 作为产物：
  描述：

  5-碘香兰素 在 盐酸 、 对甲苯磺酸一水合物 、 potassium carbonate 、 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 、 水 、 丙酮 、 苯 为溶剂， 生成 3-Methoxy-5-pentyl-4-phenylmethoxybenzaldehyde
  参考文献：
  名称：

  A NEW ENTRY TO THE SYNTHESIS OF PRIMIN VIA A B-ALKYL SUZUKI–MIYAURA CROSS-COUPLING REACTION

  摘要：

  Primin, a biologically active benzoquinone natural product, was efficiently synthesized in 56% overall yield in six steps starting from commercially available 5-iodovanillin. The synthetic method involves crucial steps, including a B-alkyl Suzuki-Miyaura cross-coupling reaction to directly install an alkyl side chain in an aromatic ring and elaboration of quinone functionality by degradative oxidation using Fremy's salt to yield the target primin.

  DOI：

  10.3987/com-12-s(n)104

文献信息

• A NEW ENTRY TO THE SYNTHESIS OF PRIMIN VIA A B-ALKYL SUZUKI–MIYAURA CROSS-COUPLING REACTION
  作者：Tadashi Katoh、Kazuhiro Watanabe、Tomohiro Sugizaki、Yumi Tozawa

  DOI：10.3987/com-12-s(n)104

  日期：——

  Primin, a biologically active benzoquinone natural product, was efficiently synthesized in 56% overall yield in six steps starting from commercially available 5-iodovanillin. The synthetic method involves crucial steps, including a B-alkyl Suzuki-Miyaura cross-coupling reaction to directly install an alkyl side chain in an aromatic ring and elaboration of quinone functionality by degradative oxidation using Fremy's salt to yield the target primin.