2-cyclopentyl-2-hydroxy-1-(1H-imidazol-1-yl)-2-phenylethanone | 1246930-41-5

• 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: 2-cyclopentyl-2-hydroxy-1-(1H-imidazol-1-yl)-2-phenylethanone
• 英文别名: 2-cyclopentyl-2-hydroxy-1-imidazol-1-yl-2-phenyl-ethanone；2-cyclopentyl-2-hydroxy-1-imidazol-1-yl-2-phenylethanone
• CAS: 1246930-41-5
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: CBMNTJPMDGMAJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  474.6±55.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-环戊基-2-羟基苯乙酸甲酯 在 sodium hydroxide 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 2.0h， 生成 2-cyclopentyl-2-hydroxy-1-(1H-imidazol-1-yl)-2-phenylethanone
  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

• [EN] PROCESS FOR PREPARING PYRROLIDINIUM SALTS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE SELS DE PYRROLIDINIUM
  申请人：NOVARTIS AG

  公开号：WO2010115937A1

  公开（公告）日：2010-10-14

  A two step process for preparing a compound of formula (I) in salt or zwitterionic form, wherein R1 and R2 are each independently C3-C8-cycloalkyl or C6-C10-aryl; and R3 and R4 are each independently C1-C8-alkyl. The process minimizes variation in the relative proportions of diastereoisomers.

  一种用盐或双离子形式制备化合物(I)的两步过程，其中R1和R2分别独立为C3-C8环烷基或C6-C10芳基；R3和R4分别独立为C1-C8烷基。该过程减少了对映异构体相对比例的变化。
• PROCESS FOR PREPARING PYRROLIDINIUM SALTS
  申请人：Novartis AG

  公开号：EP2417106B1

  公开（公告）日：2016-11-30
• 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.