西他列汀杂质28 | 898543-70-9

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 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
• 中文名称: 西他列汀杂质28
• 英文名称: Sitagliptin Impurity B
• 英文别名: 3-[[4-oxo-4-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-yl]amino]-1-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one
• CAS: 898543-70-9
• 化学式: C₃₂H₂₅F₁₂N₉O₂
• 分子量: 795.59
• InChiKey: QQZZEIJGJLNXPW-UHFFFAOYSA-N

物化性质

• 沸点：
  866.8±75.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  55
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  19

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	dehydrositagliptin	847445-81-2	C16H13F6N5O	405.303

反应信息

• 作为产物：
  描述：

  dehydrositagliptin 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 (S,R)-PPF-P(t-Bu)2 、 氢气 、 氯化铵 作用下， 以 甲醇 为溶剂， 50.0 ℃ 、792.91 kPa 条件下， 反应 16.0h， 生成 西他列汀杂质28 、 西他列汀
  参考文献：
  名称：

  Identification of Ammonium Chloride as an Effective Promoter of the Asymmetric Hydrogenation of a β-Enamine Amide

  摘要：

  An investigation into the cause of substrate specific hydrogenation performance variability was conducted. A significant and unexpected correlation was observed between apparent pH of a solution of the substrate and rate of conversion and enantioselectivity. This observation led to the examination of low and variable levels of native ammonium chloride in different lots of substrate. The presence of ammonium chloride was found to have a positive effect on reaction rate and enantioselectivity when controlled within a relatively narrow range. Optimal performance was achieved with a mole ratio of 1: 1 ammonium chloride to catalyst.

  DOI：

  10.1021/op050232o

文献信息

• Identification of Ammonium Chloride as an Effective Promoter of the Asymmetric Hydrogenation of a β-Enamine Amide
  作者：Andrew M. Clausen、Brianne Dziadul、Kristine L. Cappuccio、Mahmoud Kaba、Cindy Starbuck、Yi Hsiao、Thomas M. Dowling

  DOI：10.1021/op050232o

  日期：2006.7.1

  An investigation into the cause of substrate specific hydrogenation performance variability was conducted. A significant and unexpected correlation was observed between apparent pH of a solution of the substrate and rate of conversion and enantioselectivity. This observation led to the examination of low and variable levels of native ammonium chloride in different lots of substrate. The presence of ammonium chloride was found to have a positive effect on reaction rate and enantioselectivity when controlled within a relatively narrow range. Optimal performance was achieved with a mole ratio of 1: 1 ammonium chloride to catalyst.