tert-butyl [(1R,2S)-1-(1,3-benzothiazol-2-yl)-1-hydroxypropan-2-yl]carbamate | 1448423-17-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: tert-butyl [(1R,2S)-1-(1,3-benzothiazol-2-yl)-1-hydroxypropan-2-yl]carbamate
• 英文别名: tert-butyl N-[(1R,2S)-1-(1,3-benzothiazol-2-yl)-1-hydroxypropan-2-yl]carbamate
• CAS: 1448423-17-3
• 化学式: C₁₅H₂₀N₂O₃S
• 分子量: 308.401
• InChiKey: NPVXVWVBZSCUII-JOYOIKCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  99.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl [(2S)-1-(1,3-benzothiazol-2-yl)-1-oxopropan-2-yl]carbamate 在 aluminum isopropoxide 、 异丙醇 作用下， 以 甲苯 为溶剂， 反应 15.0h， 生成 tert-butyl [(1S,2S)-1-(1,3-benzothiazol-2-yl)-1-hydroxypropan-2-yl]carbamate 、 tert-butyl [(1R,2S)-1-(1,3-benzothiazol-2-yl)-1-hydroxypropan-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

文献信息

• Enantiomeric purity determination by NMR: proving the purity of a single enantiomer
  作者：Richard J. Lewis、Michael A. Bernstein、Hui-Fang Chang、David Chapman、Nils Pemberton

  DOI：10.1016/j.tetasy.2013.05.014

  日期：2013.7

  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.