[2,6-Dimethoxy-4-[5-methoxy-7-(2-methyl-1,3-dioxolan-2-yl)-3-methylidene-1,4-benzodioxin-2-yl]phenyl] methanesulfonate | 926907-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: [2,6-Dimethoxy-4-[5-methoxy-7-(2-methyl-1,3-dioxolan-2-yl)-3-methylidene-1,4-benzodioxin-2-yl]phenyl] methanesulfonate
• 英文别名: [2,6-dimethoxy-4-[5-methoxy-7-(2-methyl-1,3-dioxolan-2-yl)-3-methylidene-1,4-benzodioxin-2-yl]phenyl] methanesulfonate
• CAS: 926907-24-6
• 化学式: C₂₃H₂₆O₁₀S
• 分子量: 494.519
• InChiKey: VUPIDWSHMYEUIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [2,6-Dimethoxy-4-[5-methoxy-7-(2-methyl-1,3-dioxolan-2-yl)-3-methylidene-1,4-benzodioxin-2-yl]phenyl] methanesulfonate 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 以100%的产率得到[4-(7-acetyl-3-hydroxy-5-methoxy-3-methyl-2H-1,4-benzodioxin-2-yl)-2,6-dimethoxyphenyl] methanesulfonate
  参考文献：
  名称：

  Total synthesis of (±)-nitidanin and novel procedures for determination of the location of the side chains on 1,4-benzodioxane

  摘要：

  Regioselective cycloaddition of o-quinone 4 and protected sinapyl alcohol 2 gave 1,4-benzodioxane 5, which was converted to (+/-)-nitidanin (6), an antimalarial compound. Two novel procedures were developed to determine the location of the side chains of the adduct (5) based on partial ring cleavage. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.170
• 作为产物：
  描述：

  丁香醛 在 咪唑 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 三丁基膦 、 四丁基氟化铵 、 对甲苯磺酸 、 三乙胺 、 间氯过氧苯甲酸 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 10.5h， 生成 [2,6-Dimethoxy-4-[5-methoxy-7-(2-methyl-1,3-dioxolan-2-yl)-3-methylidene-1,4-benzodioxin-2-yl]phenyl] methanesulfonate
  参考文献：
  名称：

  Total synthesis of (±)-nitidanin and novel procedures for determination of the location of the side chains on 1,4-benzodioxane

  摘要：

  Regioselective cycloaddition of o-quinone 4 and protected sinapyl alcohol 2 gave 1,4-benzodioxane 5, which was converted to (+/-)-nitidanin (6), an antimalarial compound. Two novel procedures were developed to determine the location of the side chains of the adduct (5) based on partial ring cleavage. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.170

文献信息

• Total synthesis of (±)-nitidanin and novel procedures for determination of the location of the side chains on 1,4-benzodioxane
  作者：Atsuhito Kuboki、Toru Yamamoto、Mamie Taira、Tetsuya Arishige、Susumu Ohira

  DOI：10.1016/j.tetlet.2006.11.170

  日期：2007.1

  Regioselective cycloaddition of o-quinone 4 and protected sinapyl alcohol 2 gave 1,4-benzodioxane 5, which was converted to (+/-)-nitidanin (6), an antimalarial compound. Two novel procedures were developed to determine the location of the side chains of the adduct (5) based on partial ring cleavage. (c) 2006 Elsevier Ltd. All rights reserved.