2-[(1S,2R)-1-(4-Methoxycarbonyl-phenyl)-2-methyl-4-trimethylsilanyl-but-3-ynyl]-malonic acid diethyl ester | 378251-01-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-[(1S,2R)-1-(4-Methoxycarbonyl-phenyl)-2-methyl-4-trimethylsilanyl-but-3-ynyl]-malonic acid diethyl ester
• 英文别名: diethyl 2-[(1S,2R)-1-(4-methoxycarbonylphenyl)-2-methyl-4-trimethylsilylbut-3-ynyl]propanedioate
• CAS: 378251-01-5
• 化学式: C₂₃H₃₂O₆Si
• 分子量: 432.589
• InChiKey: CHVLVFVNJXVERU-QFBILLFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(1S,2R)-1-(4-Methoxycarbonyl-phenyl)-2-methyl-4-trimethylsilanyl-but-3-ynyl]-malonic acid diethyl ester 在 氢氧化钾 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Highly Stereoselective Asymmetric Construction of an Acyclic Carbon Skeleton Having Two Adjacent Alkyl Substituents by Michael Addition of Optically Active Allenyltitaniums to Alkylidenemalonates

  摘要：

  [GRAPHICS]Enantio-enriched allenyltitaniums prepared in situ by the reaction of optically active secondary propargyl phosphates with a divalent titanium reagent Ti(O-i-Pr)(4)/2i-PrMgCl react readily with alkylidenemalonates with excellent regio- and diastereoselectivities to afford the Michael addition products with a high optical purity, thus opening up a new asymmetric method for construction of an acyclic carbon skeleton bearing two adjacent alkyl substituents.

  DOI：

  10.1021/ol016652p
• 作为产物：
  描述：

  diethyl (S)-1-trimethylsilyl-1-butyn-3-yl phosphate 、 1,3-diethyl 2-{[4-(methoxycarbonyl)phenyl]methylidene}propanedioate 在 titanium(IV) isopropylate 、 异丙基氯化镁 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 2-[(1S,2R)-1-(4-Methoxycarbonyl-phenyl)-2-methyl-4-trimethylsilanyl-but-3-ynyl]-malonic acid diethyl ester
  参考文献：
  名称：

  Highly Stereoselective Asymmetric Construction of an Acyclic Carbon Skeleton Having Two Adjacent Alkyl Substituents by Michael Addition of Optically Active Allenyltitaniums to Alkylidenemalonates

  摘要：

  [GRAPHICS]Enantio-enriched allenyltitaniums prepared in situ by the reaction of optically active secondary propargyl phosphates with a divalent titanium reagent Ti(O-i-Pr)(4)/2i-PrMgCl react readily with alkylidenemalonates with excellent regio- and diastereoselectivities to afford the Michael addition products with a high optical purity, thus opening up a new asymmetric method for construction of an acyclic carbon skeleton bearing two adjacent alkyl substituents.

  DOI：

  10.1021/ol016652p