rac-isopropyl 2-oxo-1-(3-oxobutyl)cyclopentanecarboxylate | 267412-08-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: rac-isopropyl 2-oxo-1-(3-oxobutyl)cyclopentanecarboxylate
• 英文别名: propan-2-yl 2-oxo-1-(3-oxobutyl)cyclopentane-1-carboxylate
• CAS: 267412-08-8
• 化学式: C₁₃H₂₀O₄
• 分子量: 240.299
• InChiKey: NPZABJYHSJPDJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  rac-isopropyl 2-oxo-1-(3-oxobutyl)cyclopentanecarboxylate 在 硫酸 作用下， 反应 18.0h， 以22%的产率得到isopropyl 5-methyl-6-oxabicyclo[3.2.2]nonan-7-one-1-carboxylate
  参考文献：
  名称：

  Construction of Quaternary Stereocenters by Nickel-Catalysis of Asymmetric Michael Reactions

  摘要：

  Quaternary stereocenters were constructed with an enantioselectivity of up to 91% ee under aerobic conditions and at ambient temperature in the Michael reaction of beta-dicarbonyl compounds and methyl vinyl ketone with Ni(OAc)(2). 4H(2)O and optically active trans-1,2-diaminocyclohexane as a chiral catalyst.

  DOI：

  10.1002/(sici)1099-0690(200003)2000:5<701::aid-ejoc701>3.0.co;2-5
• 作为产物：
  描述：

  isopropyl 2-oxocyclopentanecarboxylate 、 丁烯酮 在 三氯化铁 作用下， 反应 18.0h， 以71%的产率得到rac-isopropyl 2-oxo-1-(3-oxobutyl)cyclopentanecarboxylate
  参考文献：
  名称：

  Construction of Quaternary Stereocenters by Nickel-Catalysis of Asymmetric Michael Reactions

  摘要：

  Quaternary stereocenters were constructed with an enantioselectivity of up to 91% ee under aerobic conditions and at ambient temperature in the Michael reaction of beta-dicarbonyl compounds and methyl vinyl ketone with Ni(OAc)(2). 4H(2)O and optically active trans-1,2-diaminocyclohexane as a chiral catalyst.

  DOI：

  10.1002/(sici)1099-0690(200003)2000:5<701::aid-ejoc701>3.0.co;2-5

文献信息

• Construction of Quaternary Stereocenters by Nickel-Catalysis of Asymmetric Michael Reactions
  作者：Jens Christoffers、Ulrich Rößler、Thomas Werner

  DOI：10.1002/(sici)1099-0690(200003)2000:5<701::aid-ejoc701>3.0.co;2-5

  日期：2000.3

  Quaternary stereocenters were constructed with an enantioselectivity of up to 91% ee under aerobic conditions and at ambient temperature in the Michael reaction of beta-dicarbonyl compounds and methyl vinyl ketone with Ni(OAc)(2). 4H(2)O and optically active trans-1,2-diaminocyclohexane as a chiral catalyst.