3-(1-Nitro-2-oxo-cyclopentyl)-propionic acid methyl ester | 180521-22-6

• 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: 3-(1-Nitro-2-oxo-cyclopentyl)-propionic acid methyl ester
• 英文别名: Methyl 3-(1-nitro-2-oxocyclopentyl)propanoate
• CAS: 180521-22-6
• 化学式: C₉H₁₃NO₅
• 分子量: 215.206
• InChiKey: TWWOHGLNVMDOPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(1-Nitro-2-oxo-cyclopentyl)-propionic acid methyl ester 在 sodium hydride 、 对甲苯磺酸 、 溶剂黄146 、 锌 作用下， 以 乙醇 、 苯 为溶剂， 反应 15.0h， 生成 (5R)-1-[2-(3,4-methylenedioxyphenyl)ethyl]-1-azaspiro[4.4]nonane-2,6-dione
  参考文献：
  名称：

  1-Azaspiro[4.4]nonane-2,6-dione and the separation and absolute configurations of its enantiomers

  摘要：

  Racemic 1-azaspiro[4.4]nonane-2,6-dione 1 was easily synthesized from cyclopentanone in five steps and resolved via chiral acetals into enantiomers. Cephlotaxine (-)-3 and its enantiomer (+)-3 were obtained from (-)-1 and (+)-1, respectively, according to the literature. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00509-5
• 作为产物：
  描述：

  3-(2-Acetoxy-1-cyclopentenyl)-propionsaeure-methylester 在 硝酸铵 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以68%的产率得到3-(1-Nitro-2-oxo-cyclopentyl)-propionic acid methyl ester
  参考文献：
  名称：

  1-Azaspiro[4.4]nonane-2,6-dione and the separation and absolute configurations of its enantiomers

  摘要：

  Racemic 1-azaspiro[4.4]nonane-2,6-dione 1 was easily synthesized from cyclopentanone in five steps and resolved via chiral acetals into enantiomers. Cephlotaxine (-)-3 and its enantiomer (+)-3 were obtained from (-)-1 and (+)-1, respectively, according to the literature. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00509-5

文献信息

• Oxidative Ring Cleavage of 2-Nitrocycloalkanones:  Synthesis and Radical-Induced Transformations of Methyl ω,ω-Dihalo-ω-nitroalkanoates
  作者：Roberto Ballini、Marino Petrini、Olga Polimanti

  DOI：10.1021/jo960488f

  日期：1996.1.1
• 1-Azaspiro[4.4]nonane-2,6-dione and the separation and absolute configurations of its enantiomers
  作者：Tatsuo Nagasaka、Hiroto Sato、Shin-ichiro Saeki

  DOI：10.1016/s0957-4166(96)00509-5

  日期：1997.1

  Racemic 1-azaspiro[4.4]nonane-2,6-dione 1 was easily synthesized from cyclopentanone in five steps and resolved via chiral acetals into enantiomers. Cephlotaxine (-)-3 and its enantiomer (+)-3 were obtained from (-)-1 and (+)-1, respectively, according to the literature. (C) 1997 Published by Elsevier Science Ltd.