(2R,3aR,6aR)-2-((3aR,6aR)-Hexahydro-cyclopenta[b]pyrrole-1-carbonyl)-hexahydro-cyclopenta[b]pyrrole-1-carboxylic acid benzyl ester | 183021-38-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R,3aR,6aR)-2-((3aR,6aR)-Hexahydro-cyclopenta[b]pyrrole-1-carbonyl)-hexahydro-cyclopenta[b]pyrrole-1-carboxylic acid benzyl ester
• CAS: 183021-38-7
• 化学式: C₂₃H₃₀N₂O₃
• 分子量: 382.503
• InChiKey: LLVOSOMOWXPQOK-PFAUGDHASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  49.85
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2R,3aR,6aR)-2-((3aR,6aR)-Hexahydro-cyclopenta[b]pyrrole-1-carbonyl)-hexahydro-cyclopenta[b]pyrrole-1-carboxylic acid benzyl ester 在 palladium on activated charcoal 环己烯 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以97.9%的产率得到(3aR,6aR)-Hexahydro-cyclopenta[b]pyrrol-1-yl-(2R,3aR,6aR)-octahydro-cyclopenta[b]pyrrol-2-yl-methanone
  参考文献：
  名称：

  Syntheses of new chiral 1,2-diamines and δ-amino-alcohols and their application in catalytic enantioselective CC bond formations at an elevated temperature of up to 110 °C

  摘要：

  The syntheses of new chiral 1,2-diamines 6a-e and chiral delta-amino alcohols (-)-10a-e, (+)-10d-e and their use as ligands in catalytic asymmetric additions of diethylzinc to benzaldehyde are described. The diamines were found to be efficient catalysts which gave the corresponding alcohol in good to high ee's (e.g. 88% ee for Li-6a) at a reaction temperature of 110 degrees C. Also the delta-amino alcohols, particularly (-)- and (+)-10e, gave (S)- and (R)-1-phenyl-1-propanol in high enantiomeric excesses (up to 91% ee) under mild reaction conditions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00289-3
• 作为产物：
  描述：

  (all-R)-2-(Benzyloxycarbonyl)-2-azabicyclo<3.3.0>octan-3-carbonsaeure 在 N-甲基吗啉 作用下， 以 乙酸乙酯 为溶剂， 反应 16.33h， 生成 (2R,3aR,6aR)-2-((3aR,6aR)-Hexahydro-cyclopenta[b]pyrrole-1-carbonyl)-hexahydro-cyclopenta[b]pyrrole-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Syntheses of new chiral 1,2-diamines and δ-amino-alcohols and their application in catalytic enantioselective CC bond formations at an elevated temperature of up to 110 °C

  摘要：

  The syntheses of new chiral 1,2-diamines 6a-e and chiral delta-amino alcohols (-)-10a-e, (+)-10d-e and their use as ligands in catalytic asymmetric additions of diethylzinc to benzaldehyde are described. The diamines were found to be efficient catalysts which gave the corresponding alcohol in good to high ee's (e.g. 88% ee for Li-6a) at a reaction temperature of 110 degrees C. Also the delta-amino alcohols, particularly (-)- and (+)-10e, gave (S)- and (R)-1-phenyl-1-propanol in high enantiomeric excesses (up to 91% ee) under mild reaction conditions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00289-3