tert-butyl [(2S)-1-(2-cyclopropylpyrimidin-5-yl)-1-oxopropan-2-yl]carbamate | 1448423-18-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl [(2S)-1-(2-cyclopropylpyrimidin-5-yl)-1-oxopropan-2-yl]carbamate
• CAS: 1448423-18-4
• 化学式: C₁₅H₂₁N₃O₃
• 分子量: 291.35
• InChiKey: YLLPQTRFEVKMLQ-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  81.18
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl [(2S)-1-(2-cyclopropylpyrimidin-5-yl)-1-oxopropan-2-yl]carbamate 在 aluminum isopropoxide 、 异丙醇 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以777 mg的产率得到tert-butyl (1R,2S)-1-(2-cyclopropylpyrimidin-5-yl)-1-hydroxypropan-2-ylcarbamate
  参考文献：
  名称：

  Enantiomeric purity determination by NMR: proving the purity of a single enantiomer

  摘要：

  The NMR spectra of separate samples of an analyte complexed with each enantiomer of a chiral solvating agent (CSA) give an accurate estimate of the chemical shifts of racemic analytes in the presence of a single enantiomer of the CSA. This effect allows a CSA-based chiral NMR method to be developed when only a single enantiomer of analyte is available. The ability to develop a method capable of discriminating between enantiomers in these circumstances is useful, for example, to resolve the question of whether racemization has occurred during the synthesis of a chiral molecule. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.05.014
• 作为产物：
  描述：

  5-溴-2-环丙基嘧啶 、 tert-butyl {(S)-1-[methoxy(methyl)amino]-1-oxopropan-2-yl}carbamate 在 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl [(2S)-1-(2-cyclopropylpyrimidin-5-yl)-1-oxopropan-2-yl]carbamate
  参考文献：
  名称：

  Enantiomeric purity determination by NMR: proving the purity of a single enantiomer

  摘要：

  The NMR spectra of separate samples of an analyte complexed with each enantiomer of a chiral solvating agent (CSA) give an accurate estimate of the chemical shifts of racemic analytes in the presence of a single enantiomer of the CSA. This effect allows a CSA-based chiral NMR method to be developed when only a single enantiomer of analyte is available. The ability to develop a method capable of discriminating between enantiomers in these circumstances is useful, for example, to resolve the question of whether racemization has occurred during the synthesis of a chiral molecule. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.05.014