1,1-diethyl-1,2-dihydroxy-2-[1-(4-methoxyphenoxy)-(2Z)-methylvinyl]ethane | 603960-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,1-diethyl-1,2-dihydroxy-2-[1-(4-methoxyphenoxy)-(2Z)-methylvinyl]ethane
• CAS: 603960-23-2
• 化学式: C₁₆H₂₄O₄
• 分子量: 280.364
• InChiKey: JXRVADSCBDOBPO-AGKVCYSUSA-N

物化性质

• 沸点：
  432.6±45.0 °C(Predicted)
• 密度：
  1.085±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-methoxytrifluoromethylphenylacetyl chloride 、 1,1-diethyl-1,2-dihydroxy-2-[1-(4-methoxyphenoxy)-(2Z)-methylvinyl]ethane 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以47%的产率得到(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (Z)-(R)-1-(1-ethyl-1-hydroxy-propyl)-2-(4-methoxy-phenoxy)-but-2-enyl ester
  参考文献：
  名称：

  Palladium-Catalyzed Enantiospecific Reaction of Propargylic Carbonates with Phenols:  Cascade Chirality Transfer

  摘要：

  [GRAPHICS]A cascade chirality transfer process has been achieved by the palladium-catalyzed reaction of substituted propargylic carbonates with phenols. The reaction proceeds in a highly enantiospecific manner to produce chiral cyclic carbonates, which supports the existence of the pi-propargylpalladium intermediate in the reaction mechanism. The (E)- and (Z)-selectivity of the products can be controlled by choice of the phosphine ligand.

  DOI：

  10.1021/ol0351753
• 作为产物：
  描述：

  (2S)-1,2-carbonyldioxy-1,1-diethyl-2-[1-(4-methoxyphenoxy)-(2Z)-methylvinyl]ethane 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 以100%的产率得到1,1-diethyl-1,2-dihydroxy-2-[1-(4-methoxyphenoxy)-(2Z)-methylvinyl]ethane
  参考文献：
  名称：

  Palladium-Catalyzed Enantiospecific Reaction of Propargylic Carbonates with Phenols:  Cascade Chirality Transfer

  摘要：

  [GRAPHICS]A cascade chirality transfer process has been achieved by the palladium-catalyzed reaction of substituted propargylic carbonates with phenols. The reaction proceeds in a highly enantiospecific manner to produce chiral cyclic carbonates, which supports the existence of the pi-propargylpalladium intermediate in the reaction mechanism. The (E)- and (Z)-selectivity of the products can be controlled by choice of the phosphine ligand.

  DOI：

  10.1021/ol0351753