苯甲酸(1-甲基-3-吡咯烷基)酯 | 13220-17-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 苯甲酸(1-甲基-3-吡咯烷基)酯
• 英文名称: N-Methyl-pyrrolidin-3-ol-benzoat
• 英文别名: 3-benzoyloxy-1-methyl-pyrrolidine；1-Methyl-3-pyrrolidinyl Benzoate；(1-methylpyrrolidin-3-yl) benzoate
• CAS: 13220-17-2
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: CRGMQKXGMWUBIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  溴甲烷 、 苯甲酸(1-甲基-3-吡咯烷基)酯 以 丙醇 为溶剂， 生成 3-benzoyloxy-1,1-dimethylpyrrolidinium bromide
  参考文献：
  名称：

  Carry Over of Impurities: A Detailed Exemplification for Glycopyrrolate (NVA237)

  摘要：

  The original synthesis of glycopyrrolate (NVA237) was revised and shortened into an essentially one-pot process. Without isolating the intermediates, their purification became obsolete, thereby increasing the possibility of the carry over of impurities. For that reason, the actual, potential, and theoretical impurities of the starting materials cyclopentyl mandelic acid and 1-methyl-pyrrolidin-3-ol as well as byproducts which may occur during the synthesis were thoroughly investigated; furthermore, their transformation to possible impurities in the drug substance along the new synthetic route was performed to exclude them as actual impurities in the drug substance with certainty. The question is raised how detailed such investigation-which are fairly manageable for a simple product like glycopyrrolate-need to be.

  DOI：

  10.1021/op3001788
• 作为产物：
  描述：

  3-羟基-1-甲基四氢吡咯 、 苯甲酰氯 在 吡啶 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以2.0 g的产率得到苯甲酸(1-甲基-3-吡咯烷基)酯
  参考文献：
  名称：

  Carry Over of Impurities: A Detailed Exemplification for Glycopyrrolate (NVA237)

  摘要：

  The original synthesis of glycopyrrolate (NVA237) was revised and shortened into an essentially one-pot process. Without isolating the intermediates, their purification became obsolete, thereby increasing the possibility of the carry over of impurities. For that reason, the actual, potential, and theoretical impurities of the starting materials cyclopentyl mandelic acid and 1-methyl-pyrrolidin-3-ol as well as byproducts which may occur during the synthesis were thoroughly investigated; furthermore, their transformation to possible impurities in the drug substance along the new synthetic route was performed to exclude them as actual impurities in the drug substance with certainty. The question is raised how detailed such investigation-which are fairly manageable for a simple product like glycopyrrolate-need to be.

  DOI：

  10.1021/op3001788

文献信息

• Carry Over of Impurities: A Detailed Exemplification for Glycopyrrolate (NVA237)
  作者：Thomas Allmendinger、Dominique Bixel、Adrian Clarke、Laura Di Geronimo、Jean-Wilfried Fredy、Marco Manz、Elena Gavioli、Regine Wicky、Martin Schneider、Fabien J. Stauffert、Markus Tibi、Darko Valentekovic

  DOI：10.1021/op3001788

  日期：2012.11.16

  The original synthesis of glycopyrrolate (NVA237) was revised and shortened into an essentially one-pot process. Without isolating the intermediates, their purification became obsolete, thereby increasing the possibility of the carry over of impurities. For that reason, the actual, potential, and theoretical impurities of the starting materials cyclopentyl mandelic acid and 1-methyl-pyrrolidin-3-ol as well as byproducts which may occur during the synthesis were thoroughly investigated; furthermore, their transformation to possible impurities in the drug substance along the new synthetic route was performed to exclude them as actual impurities in the drug substance with certainty. The question is raised how detailed such investigation-which are fairly manageable for a simple product like glycopyrrolate-need to be.