[5-bromo-2-[[(2R)-oxiran-2-yl]methoxy]phenyl] acetate | 384334-40-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: [5-bromo-2-[[(2R)-oxiran-2-yl]methoxy]phenyl] acetate
• CAS: 384334-40-1
• 化学式: C₁₁H₁₁BrO₄
• 分子量: 287.11
• InChiKey: MLXPCLICZAYKMO-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  48.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [5-bromo-2-[[(2R)-oxiran-2-yl]methoxy]phenyl] acetate 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到(S)-(7-bromo-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol
  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：

  1-[5-Bromo-2-((R)-1-oxiranylmethoxy)-phenyl]-ethanone 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 以88%的产率得到[5-bromo-2-[[(2R)-oxiran-2-yl]methoxy]phenyl] acetate
  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