(R)-2-(2-methyl-1H-pyrrol-1-yl)propan-1-ol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: (R)-2-(2-methyl-1H-pyrrol-1-yl)propan-1-ol
• 英文别名: (2R)-2-(2-methylpyrrol-1-yl)propan-1-ol
• 化学式: C₈H₁₃NO
• 分子量: 139.197
• InChiKey: MBRPUUMVXJFSQT-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  25.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-2-(2-methyl-1H-pyrrol-1-yl)propan-1-ol 在 氧气 、 焦磷酸硫胺素 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (3R,7aS)-3,7a-dimethyl-2,3-dihydropyrrolo[2,1-b][1,3]oxazol-5(7aH)-one 、 (3R,7aR)-3,7a-dimethyl-2,3-dihydropyrrolo[2,1-b][1,3]oxazol-5(7aH)-one
  参考文献：
  名称：

  Synthesis and photooxygenation of homochiral 2-methylpyrrole derivatives of chiral amino alcohols: simple, selective access to chiral bicyclic lactams

  摘要：

  Homochiral 2-methylpyrrole derivatives are synthesized in high yields starting from chiral amino alcohols and 5-chloro-3-pentene-2-one. The photooxygenation of these compounds in the presence of a photosynthesizer furnishes the pyrrolooxazolone structures in high diastereoselectivities. In all of the examples, trans-isomers are formed as the major products. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.11.011
• 作为产物：
  描述：

  D-氨基丙醇 、 5-chloro-3-penten-2-one 以95%的产率得到(R)-2-(2-methyl-1H-pyrrol-1-yl)propan-1-ol
  参考文献：
  名称：

  Synthesis and photooxygenation of homochiral 2-methylpyrrole derivatives of chiral amino alcohols: simple, selective access to chiral bicyclic lactams

  摘要：

  Homochiral 2-methylpyrrole derivatives are synthesized in high yields starting from chiral amino alcohols and 5-chloro-3-pentene-2-one. The photooxygenation of these compounds in the presence of a photosynthesizer furnishes the pyrrolooxazolone structures in high diastereoselectivities. In all of the examples, trans-isomers are formed as the major products. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.11.011