2-[3-(3-Methylbut-2-enyl)-4,5-bis(phenylmethoxy)phenyl]-1,3-dioxolane | 854920-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[3-(3-Methylbut-2-enyl)-4,5-bis(phenylmethoxy)phenyl]-1,3-dioxolane
• CAS: 854920-59-5
• 化学式: C₂₈H₃₀O₄
• 分子量: 430.544
• InChiKey: CQCYIDQJWZISNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[3-(3-Methylbut-2-enyl)-4,5-bis(phenylmethoxy)phenyl]-1,3-dioxolane 在 sodium 作用下， 以 仲丁醇 为溶剂， 以76%的产率得到3,4-二羟基-5-(3-甲基-2-丁烯-1-基)苯甲醛
  参考文献：
  名称：

  Application of benzyl protecting groups in the synthesis of prenylated aromatic compounds

  摘要：

  Benzyl ethers have proven to be useful protecting groups for synthesis of phenols bearing isoprenoid chains because the benzyl groups can tolerate the conditions of halogen-metal exchange used to introduce the side chains yet are cleaved in good yields upon treatment with sodium s-butanol. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.187
• 作为产物：
  描述：

  5-bromo-3,4-dibenzyloxybenzaldehyde 在 正丁基锂 、 copper(I) bromide dimethylsulfide complex 、 对甲苯磺酸 作用下， 以 乙醚 、 苯 为溶剂， 生成 2-[3-(3-Methylbut-2-enyl)-4,5-bis(phenylmethoxy)phenyl]-1,3-dioxolane
  参考文献：
  名称：

  Application of benzyl protecting groups in the synthesis of prenylated aromatic compounds

  摘要：

  Benzyl ethers have proven to be useful protecting groups for synthesis of phenols bearing isoprenoid chains because the benzyl groups can tolerate the conditions of halogen-metal exchange used to introduce the side chains yet are cleaved in good yields upon treatment with sodium s-butanol. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.187

文献信息

• Application of benzyl protecting groups in the synthesis of prenylated aromatic compounds
  作者：Sina I. Odejinmi、David F. Wiemer

  DOI：10.1016/j.tetlet.2005.03.187

  日期：2005.5

  Benzyl ethers have proven to be useful protecting groups for synthesis of phenols bearing isoprenoid chains because the benzyl groups can tolerate the conditions of halogen-metal exchange used to introduce the side chains yet are cleaved in good yields upon treatment with sodium s-butanol. (c) 2005 Elsevier Ltd. All rights reserved.