methyl 2-[2-[(3R)-6-bromo-2,3-dihydro-1,4-benzodioxin-3-yl]propan-2-yloxy]propanoate | 384334-43-4

• 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: methyl 2-[2-[(3R)-6-bromo-2,3-dihydro-1,4-benzodioxin-3-yl]propan-2-yloxy]propanoate
• CAS: 384334-43-4
• 化学式: C₁₅H₁₉BrO₅
• 分子量: 359.217
• InChiKey: XLMBWSNEGOMALV-WCRCJTMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-[2-[(3R)-6-bromo-2,3-dihydro-1,4-benzodioxin-3-yl]propan-2-yloxy]propanoate 、 碘甲烷 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到2-[1-((R)-7-Bromo-2,3-dihydro-benzo[1,4]dioxin-2-yl)-1-methyl-ethoxy]-2-methyl-propionic acid methyl ester
  参考文献：
  名称：

  Total synthesis and antifungal activity of 9-methoxystrobilurin L as the originally proposed 1,4-Benzodioxan structure

  摘要：

  Total synthesis of both enantiomers of 9-methoxystrobilurin L as the originally proposed 1,4-benzodioxan structure was successfully achieved. The H-1 and C-13 NMR spectra of synthesized 9-methoxystrobilurin L were compared with those of a naturally-occurring sample. lt was strongly indicated that naturally-occurring 9-methoxystrobilurin L has not the originally reported 1,4-benzodioxan structure but a 1,5-benzodioxepin structure, the same as previously reported 9-methoxystrobilurin K. Antifungal activities of the synthesized compounds toward several typical fungi were also examined, and they were less active than 9-methoxystrobilurin K. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00561-3
• 作为产物：
  描述：

  (S)-(7-bromo-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol 在 氢氧化钾 、 potassium permanganate 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.33h， 生成 methyl 2-[2-[(3R)-6-bromo-2,3-dihydro-1,4-benzodioxin-3-yl]propan-2-yloxy]propanoate
  参考文献：
  名称：

  Total synthesis and antifungal activity of 9-methoxystrobilurin L as the originally proposed 1,4-Benzodioxan structure

  摘要：

  Total synthesis of both enantiomers of 9-methoxystrobilurin L as the originally proposed 1,4-benzodioxan structure was successfully achieved. The H-1 and C-13 NMR spectra of synthesized 9-methoxystrobilurin L were compared with those of a naturally-occurring sample. lt was strongly indicated that naturally-occurring 9-methoxystrobilurin L has not the originally reported 1,4-benzodioxan structure but a 1,5-benzodioxepin structure, the same as previously reported 9-methoxystrobilurin K. Antifungal activities of the synthesized compounds toward several typical fungi were also examined, and they were less active than 9-methoxystrobilurin K. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00561-3