(3Z,5E)-6-{(R)-3-[1-(1,1-Dimethyl-allyloxy)-1-methyl-ethyl]-2,3-dihydro-benzo[1,4]dioxin-6-yl}-4-methoxy-3-methyl-hexa-3,5-dienoic acid methyl ester | 384334-48-9

• 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: (3Z,5E)-6-{(R)-3-[1-(1,1-Dimethyl-allyloxy)-1-methyl-ethyl]-2,3-dihydro-benzo[1,4]dioxin-6-yl}-4-methoxy-3-methyl-hexa-3,5-dienoic acid methyl ester
• CAS: 384334-48-9
• 化学式: C₂₅H₃₄O₆
• 分子量: 430.541
• InChiKey: YVVNMRJMVVHGDX-FVCHPCODSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (3Z,5E)-6-{(R)-3-[1-(1,1-Dimethyl-allyloxy)-1-methyl-ethyl]-2,3-dihydro-benzo[1,4]dioxin-6-yl}-4-methoxy-3-methyl-hexa-3,5-dienoic acid methyl ester 在 甲酸甲酯 、 sodium hydride 、 potassium carbonate 作用下， 生成 (3Z,5E)-6-{(R)-3-[1-(1,1-Dimethyl-allyloxy)-1-methyl-ethyl]-2,3-dihydro-benzo[1,4]dioxin-6-yl}-4-methoxy-2-[1-methoxy-meth-(Z)-ylidene]-3-methyl-hexa-3,5-dienoic 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：

  2-[1-((R)-7-Bromo-2,3-dihydro-benzo[1,4]dioxin-2-yl)-1-methyl-ethoxy]-2-methyl-propionaldehyde 在 palladium diacetate 、 sodium hydroxide 、 potassium tert-butylate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3Z,5E)-6-{(R)-3-[1-(1,1-Dimethyl-allyloxy)-1-methyl-ethyl]-2,3-dihydro-benzo[1,4]dioxin-6-yl}-4-methoxy-3-methyl-hexa-3,5-dienoic 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