2-[6-[(4-Methoxyphenyl)methoxymethyl]-1,3-benzodioxol-5-yl]ethanol | 1026482-49-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-[6-[(4-Methoxyphenyl)methoxymethyl]-1,3-benzodioxol-5-yl]ethanol
• CAS: 1026482-49-4
• 化学式: C₁₈H₂₀O₅
• 分子量: 316.354
• InChiKey: ICNLUBBWJGMTBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[6-[(4-Methoxyphenyl)methoxymethyl]-1,3-benzodioxol-5-yl]ethanol 在 三苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 6-(2-(4,5-dimethoxy-1,3-dioxoisoindolin-2-yl)ethyl)benzo[d][1,3]dioxole-5-carbaldehyde
  参考文献：
  名称：

  A novel synthetic approach to isoindolobenzazepine alkaloid, chilenine, employing SmI2-mediated pinacolic coupling reaction

  摘要：

  Samarium(II) diiodide-mediated intramolecular reductive coupling reaction of phthalimides with N-formylated alkyl side chains is shown to afford dihydroxylated tricyclic lactams with 5-7-membered rings. This process was further applied for the preparation of an isoindolobenzazepine alkaloid, chilenine, by featuring the elaboration of the functionalized phthalimide derivative. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00881-x
• 作为产物：
  描述：

  5-溴-6-[1,3]二氧烷-2-基-苯并[1,3]间二氧杂环戊烯 在 盐酸 、 四氧化锇 、 正丁基锂 、 N-甲基吲哚酮 、 silver(l) oxide 作用下， 以 乙醚 、 水 、 乙酸乙酯 、 丙酮 为溶剂， 生成 2-[6-[(4-Methoxyphenyl)methoxymethyl]-1,3-benzodioxol-5-yl]ethanol
  参考文献：
  名称：

  A novel synthetic approach to isoindolobenzazepine alkaloid, chilenine, employing SmI2-mediated pinacolic coupling reaction

  摘要：

  Samarium(II) diiodide-mediated intramolecular reductive coupling reaction of phthalimides with N-formylated alkyl side chains is shown to afford dihydroxylated tricyclic lactams with 5-7-membered rings. This process was further applied for the preparation of an isoindolobenzazepine alkaloid, chilenine, by featuring the elaboration of the functionalized phthalimide derivative. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00881-x

文献信息

• A novel synthetic approach to isoindolobenzazepine alkaloid, chilenine, employing SmI2-mediated pinacolic coupling reaction
  作者：Hidemi Yoda、Akira Nakahama、Tomomi Koketsu、Kunihiko Takabe

  DOI：10.1016/s0040-4039(02)00881-x

  日期：2002.5

  Samarium(II) diiodide-mediated intramolecular reductive coupling reaction of phthalimides with N-formylated alkyl side chains is shown to afford dihydroxylated tricyclic lactams with 5-7-membered rings. This process was further applied for the preparation of an isoindolobenzazepine alkaloid, chilenine, by featuring the elaboration of the functionalized phthalimide derivative. (C) 2002 Elsevier Science Ltd. All rights reserved.