(R)-1-azido-2-(4-bromophenyl)propan-2-ol | 1239766-99-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-1-azido-2-(4-bromophenyl)propan-2-ol
• 英文别名: (2R)-1-azido-2-(4-bromophenyl)propan-2-ol
• CAS: 1239766-99-4
• 化学式: C₉H₁₀BrN₃O
• 分子量: 256.102
• InChiKey: WSEMDRTUBFXXTC-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(4-溴苯基)-2-甲基-环氧乙烷 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 以43%的产率得到(R)-1-azido-2-(4-bromophenyl)propan-2-ol
  参考文献：
  名称：

  Resolution of 2,2-Disubstituted Epoxides via Biocatalytic Azidolysis

  摘要：

  A practical procedure for the enzymatic resolution of 2-alkyl-2-aryl-disubstituted epoxides using the Codex HHDH P2E2 enzyme and sodium azide is reported. This method allowed the synthesis of novel regio- and enantioselective 1-azido-2-arylpropan-2-ols in excellent yields. Furthermore, these intermediates were used for the preparation of enantiomerically enriched amino alcohols and aziridines containing a tertiary center.

  DOI：

  10.1021/ol101406k

文献信息

• Resolution of 2,2-Disubstituted Epoxides via Biocatalytic Azidolysis
  作者：Carmela Molinaro、Audrey-Anne Guilbault、Birgit Kosjek

  DOI：10.1021/ol101406k

  日期：2010.9.3

  A practical procedure for the enzymatic resolution of 2-alkyl-2-aryl-disubstituted epoxides using the Codex HHDH P2E2 enzyme and sodium azide is reported. This method allowed the synthesis of novel regio- and enantioselective 1-azido-2-arylpropan-2-ols in excellent yields. Furthermore, these intermediates were used for the preparation of enantiomerically enriched amino alcohols and aziridines containing a tertiary center.