(2S,4R)-ethyl 2-(bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl)-4-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine-1-carboxylate | 1185745-50-9

• 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: (2S,4R)-ethyl 2-(bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl)-4-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine-1-carboxylate
• CAS: 1185745-50-9
• 化学式: C₂₉H₂₇F₁₂NO₅
• 分子量: 697.518
• InChiKey: LYUPEXYLPZZUPE-AXWGZAFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.14
• 重原子数：
  47.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  68.23
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2S,4R)-ethyl 2-(bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl)-4-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine-1-carboxylate 在 水 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以93%的产率得到(2S,4R)-ethyl 2-(bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl)-4-hydroxypyrrolidine-1-carboxylate
  参考文献：
  名称：

  Asymmetric Aldol Reaction of Acetaldehyde and Isatin Derivatives for the Total Syntheses of ent-Convolutamydine E and CPC-1 and a Half Fragment of Madindoline A and B

  摘要：

  The asymmetric aldol reaction of isatin derivatives and acetaldehyde has been developed using 4-hydroxydiarylprolinol as a catalyst, affording the aldol products with high enantioselectivity, these products being key intermediates in the synthesis of 3-hydroxyindole alkaloids. Short syntheses of ent-convolutamydine E and CPC-1 and a half fragment of madindoline A and B have been accomplished.

  DOI：

  10.1021/ol901432a
• 作为产物：
  描述：

  magnesium,1,3-bis(trifluoromethyl)benzene-5-ide,bromide 、 1-ethyl 2-methyl (2S,4R)-4-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine-1,2-dicarboxylate 在 水 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到(2S,4R)-ethyl 2-(bis(3,5-bis(trifluoromethyl)phenyl)(hydroxy)methyl)-4-(tetrahydro-2H-pyran-2-yloxy)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Asymmetric Aldol Reaction of Acetaldehyde and Isatin Derivatives for the Total Syntheses of ent-Convolutamydine E and CPC-1 and a Half Fragment of Madindoline A and B

  摘要：

  The asymmetric aldol reaction of isatin derivatives and acetaldehyde has been developed using 4-hydroxydiarylprolinol as a catalyst, affording the aldol products with high enantioselectivity, these products being key intermediates in the synthesis of 3-hydroxyindole alkaloids. Short syntheses of ent-convolutamydine E and CPC-1 and a half fragment of madindoline A and B have been accomplished.

  DOI：

  10.1021/ol901432a