(S)-1-chloro-3-fluoropropan-2-ol | 189937-19-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (S)-1-chloro-3-fluoropropan-2-ol
• 英文别名: 2-Propanol, 1-chloro-3-fluoro-, (S)-；(2S)-1-chloro-3-fluoropropan-2-ol
• CAS: 189937-19-7
• 化学式: C₃H₆ClFO
• 分子量: 112.531
• InChiKey: ZNKJYZHZWALQNX-GSVOUGTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  右旋环氧氯丙烷 在 氢氟酸 作用下， 反应 2.0h， 以83%的产率得到(S)-1-chloro-3-fluoropropan-2-ol
  参考文献：
  名称：

  Co(salen)-mediated enantioselective radiofluorination of epoxides. Radiosynthesis of enantiomerically enriched [18F]F-MISO via kinetic resolution

  摘要：

  The first example of transition metal mediated enantioselective radiofluorination of epoxides is reported. The procedure utilizes gaseous [F-18]HF in a combination with (-)tetramisole and (R,R)-Co(salen), giving the corresponding (S,S)-F-18-fluorohydrines in 78-93% radiochemical yield (RCY) and 20-46% enantioselectivities (ee). The use of this methodology allowed for a single step radiosynthesis of [F-18]F-MISO, which took 1.5 h and after solid phase-based purification delivered [F-18]F-MISO in 81%/45% analytical/preparative RCY and 55% ee. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.09.006

文献信息

• Co(salen)-mediated enantioselective radiofluorination of epoxides. Radiosynthesis of enantiomerically enriched [18F]F-MISO via kinetic resolution
  作者：Evgeny Revunov、Fedor Zhuravlev

  DOI：10.1016/j.jfluchem.2013.09.006

  日期：2013.12

  The first example of transition metal mediated enantioselective radiofluorination of epoxides is reported. The procedure utilizes gaseous [F-18]HF in a combination with (-)tetramisole and (R,R)-Co(salen), giving the corresponding (S,S)-F-18-fluorohydrines in 78-93% radiochemical yield (RCY) and 20-46% enantioselectivities (ee). The use of this methodology allowed for a single step radiosynthesis of [F-18]F-MISO, which took 1.5 h and after solid phase-based purification delivered [F-18]F-MISO in 81%/45% analytical/preparative RCY and 55% ee. (C) 2013 Elsevier B.V. All rights reserved.