(S)-methyl 2,4-dihydroxy-6-(2-(tri-isopropylsilyloxy)propyl)benzoate | 1334484-98-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-methyl 2,4-dihydroxy-6-(2-(tri-isopropylsilyloxy)propyl)benzoate
• 英文别名: methyl 2,4-dihydroxy-6-[(2S)-2-tri(propan-2-yl)silyloxypropyl]benzoate
• CAS: 1334484-98-8
• 化学式: C₂₀H₃₄O₅Si
• 分子量: 382.572
• InChiKey: UHZZGZKGPTULAQ-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.01
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-methyl 2,4-dihydroxy-6-(2-(tri-isopropylsilyloxy)propyl)benzoate 在 六氟合硅酸 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 4.0h， 生成 (S)-6-hydroxymellein
  参考文献：
  名称：

  Biomimetic Total Synthesis of Angelicoin A and B via a Palladium-Catalyzed Decarboxylative Prenylation-Aromatization Sequence

  摘要：

  Five-step total syntheses of angelicoin A and B from 2,2,6-trimethyl-4-dioxinone are reported using late stage biomimetic aromatization reactions via diketo-dioxinones as intermediates. In addition, with angelicoin A, this aromatization was coupled with a palladium-catalyzed decarboxylative prenylation in a one-pot sequence as the key step.

  DOI：

  10.1021/ol202320m
• 作为产物：
  描述：

  (S)-1-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)-6-(triisopropylsilyloxy)heptane-2,4-dione 在 caesium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 22.0h， 生成 (S)-methyl 2,4-dihydroxy-6-(2-(tri-isopropylsilyloxy)propyl)benzoate
  参考文献：
  名称：

  Biomimetic Total Synthesis of Angelicoin A and B via a Palladium-Catalyzed Decarboxylative Prenylation-Aromatization Sequence

  摘要：

  Five-step total syntheses of angelicoin A and B from 2,2,6-trimethyl-4-dioxinone are reported using late stage biomimetic aromatization reactions via diketo-dioxinones as intermediates. In addition, with angelicoin A, this aromatization was coupled with a palladium-catalyzed decarboxylative prenylation in a one-pot sequence as the key step.

  DOI：

  10.1021/ol202320m

文献信息

• Biomimetic Total Synthesis of Angelicoin A and B via a Palladium-Catalyzed Decarboxylative Prenylation-Aromatization Sequence
  作者：Katie Anderson、Frederick Calo、Toni Pfaffeneder、Andrew J. P. White、Anthony G. M. Barrett

  DOI：10.1021/ol202320m

  日期：2011.11.4

  Five-step total syntheses of angelicoin A and B from 2,2,6-trimethyl-4-dioxinone are reported using late stage biomimetic aromatization reactions via diketo-dioxinones as intermediates. In addition, with angelicoin A, this aromatization was coupled with a palladium-catalyzed decarboxylative prenylation in a one-pot sequence as the key step.