(R)-1-((2,4-dimethylpent-4-en-1-yl)oxy)-4-methoxybenzene | 1541193-43-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-1-((2,4-dimethylpent-4-en-1-yl)oxy)-4-methoxybenzene
• 英文别名: 1-[(2R)-2,4-dimethylpent-4-enoxy]-4-methoxybenzene
• CAS: 1541193-43-4
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: JFRHJJAPXMQJGZ-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-1-((2,4-dimethylpent-4-en-1-yl)oxy)-4-methoxybenzene 在 potassium osmate(VI) dihydrate 、 正丁基锂 、 氢化奎宁(蒽醌-1,4-二基)二醚 、 甲基磺酰胺 、 三氟化硼乙醚 、 potassium carbonate 、 potassium hexacyanoferrate(III) 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 9.5h， 生成 (4R,6R)-7-(4-methoxyphenoxy)-4,6-dimethyl-1-(trimethylsilyl)hept-1-yn-4-ol
  参考文献：
  名称：

  Asymmetric Sharpless Dihydroxylation Reaction of Chiral Bishomoallylic Alcohols: Application to the Synthesis of the C1–C10–C5 Fragment of FR225654

  摘要：

  Toward the synthesis of FR225654, an antidiabetic natural product, the Sharpless asymmetric dihydroxylation of chiral bishomoallylic alcohols, never reported in the literature, was examined. Employing the pyrimidine class of ligands, a high level of matched diastereoselectivity was obtained. An application to the stereoselective synthesis of the C1-C10-C5 fragment of FR225654 was performed.

  DOI：

  10.1055/s-0033-1340164
• 作为产物：
  描述：

  (R)-1-[(2',4'-dimethylpent-4'-enyloxy)methyl]-4-methoxybenzene 在 三苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 15.0h， 生成 (R)-1-((2,4-dimethylpent-4-en-1-yl)oxy)-4-methoxybenzene
  参考文献：
  名称：

  Asymmetric Sharpless Dihydroxylation Reaction of Chiral Bishomoallylic Alcohols: Application to the Synthesis of the C1–C10–C5 Fragment of FR225654

  摘要：

  Toward the synthesis of FR225654, an antidiabetic natural product, the Sharpless asymmetric dihydroxylation of chiral bishomoallylic alcohols, never reported in the literature, was examined. Employing the pyrimidine class of ligands, a high level of matched diastereoselectivity was obtained. An application to the stereoselective synthesis of the C1-C10-C5 fragment of FR225654 was performed.

  DOI：

  10.1055/s-0033-1340164

文献信息

• Asymmetric Sharpless Dihydroxylation Reaction of Chiral Bishomoallylic Alcohols: Application to the Synthesis of the C1–C10–C5 Fragment of FR225654
  作者：Marie-Isabelle Lannou、Shabbair Mohammad、Sabrina Dhambri、Didier Gori、Carine Vaxelaire、Geoffroy Sorin、Janick Ardisson

  DOI：10.1055/s-0033-1340164

  日期：——

  Toward the synthesis of FR225654, an antidiabetic natural product, the Sharpless asymmetric dihydroxylation of chiral bishomoallylic alcohols, never reported in the literature, was examined. Employing the pyrimidine class of ligands, a high level of matched diastereoselectivity was obtained. An application to the stereoselective synthesis of the C1-C10-C5 fragment of FR225654 was performed.