Tert-butyl 2-(5-formyl-1,3-benzodioxol-2-yl)acetate | 340257-70-7

• 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: Tert-butyl 2-(5-formyl-1,3-benzodioxol-2-yl)acetate
• CAS: 340257-70-7
• 化学式: C₁₄H₁₆O₅
• 分子量: 264.278
• InChiKey: JVSXNPSDLTYZMT-UHFFFAOYSA-N

物化性质

• 沸点：
  362.4±27.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Tert-butyl 2-(5-formyl-1,3-benzodioxol-2-yl)acetate 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 (5-Formyl-benzo[1,3]dioxol-2-yl)-acetic acid methyl ester
  参考文献：
  名称：

  Bocdene and Mocdene Derivatives of Catechols and Catecholamines

  摘要：

  [GRAPHICS]Catechols react chemoselectively, in the presence of either alcohols, 1,2-diols, or simple phenols, with tert-butyl propynoate and with methyl propynoate to give 2-Boc-ethylidene (Bocdene) and 2-Moc-ethylidene (Mocdene) acetals, respectively, in 96-100% yields within 30 min at room temperature, provided that 150 mol % of DMAP is added. Cleavage of these acetals with pyrrolidine readily takes place (at room temperature!) in 95-100% yields, By taking advantage of the features of Bocdene acetals, novel catecholamine-related phosphate mimetics have been prepared.

  DOI：

  10.1021/ol015754c
• 作为产物：
  描述：

  (5-Formyl-benzo[1,3]dioxol-2-yl)-acetic acid methyl ester 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 Tert-butyl 2-(5-formyl-1,3-benzodioxol-2-yl)acetate
  参考文献：
  名称：

  Bocdene and Mocdene Derivatives of Catechols and Catecholamines

  摘要：

  [GRAPHICS]Catechols react chemoselectively, in the presence of either alcohols, 1,2-diols, or simple phenols, with tert-butyl propynoate and with methyl propynoate to give 2-Boc-ethylidene (Bocdene) and 2-Moc-ethylidene (Mocdene) acetals, respectively, in 96-100% yields within 30 min at room temperature, provided that 150 mol % of DMAP is added. Cleavage of these acetals with pyrrolidine readily takes place (at room temperature!) in 95-100% yields, By taking advantage of the features of Bocdene acetals, novel catecholamine-related phosphate mimetics have been prepared.

  DOI：

  10.1021/ol015754c