(RS)-3-azido-1-(2-thienyl)-1-propanol | 1036715-70-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (RS)-3-azido-1-(2-thienyl)-1-propanol
• 英文别名: 3-Azido-1-thiophen-2-ylpropan-1-ol
• CAS: 1036715-70-4
• 化学式: C₇H₉N₃OS
• 分子量: 183.234
• InChiKey: XAVRMASWDVGPBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸异丙烯酯 、 (RS)-3-azido-1-(2-thienyl)-1-propanol 在 Pseudomonas cepacia lipase immobilized on diatomaceous earth 作用下， 以 正己烷 为溶剂， 反应 16.0h， 以42%的产率得到(S)-3-azido-1-(2-thienyl)-1-propanol
  参考文献：
  名称：

  Synthesis of enantiomerically pure γ-azidoalcohols by lipase-catalyzed transesterification

  摘要：

  An enantioselective synthesis of chiral gamma-azidoalcohols via lipase-catalyzed resolution is described. The efficiency of various lipases and the effect of different solvents have been studied. Pseudomonas cepacia immobilized on diatomaceous earth (PS-D) in n-hexane catalyzed the transesterification process in an efficient manner providing gamma-azidoalcohols in high enantiomeric excess. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.03.028
• 作为产物：
  描述：

  3-azido-1-(thiophen-2-yl)propan-1-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (RS)-3-azido-1-(2-thienyl)-1-propanol
  参考文献：
  名称：

  Synthesis of enantiomerically pure γ-azidoalcohols by lipase-catalyzed transesterification

  摘要：

  An enantioselective synthesis of chiral gamma-azidoalcohols via lipase-catalyzed resolution is described. The efficiency of various lipases and the effect of different solvents have been studied. Pseudomonas cepacia immobilized on diatomaceous earth (PS-D) in n-hexane catalyzed the transesterification process in an efficient manner providing gamma-azidoalcohols in high enantiomeric excess. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.03.028

文献信息

• Synthesis of enantiomerically pure γ-azidoalcohols by lipase-catalyzed transesterification
  作者：Ahmed Kamal、M. Shaheer Malik、Ahmad Ali Shaik、Shaik Azeeza

  DOI：10.1016/j.tetasy.2008.03.028

  日期：2008.5

  An enantioselective synthesis of chiral gamma-azidoalcohols via lipase-catalyzed resolution is described. The efficiency of various lipases and the effect of different solvents have been studied. Pseudomonas cepacia immobilized on diatomaceous earth (PS-D) in n-hexane catalyzed the transesterification process in an efficient manner providing gamma-azidoalcohols in high enantiomeric excess. (C) 2008 Elsevier Ltd. All rights reserved.