2-(2-methylpyrrol-1-yl)-3-methyl-1-butanol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(2-methylpyrrol-1-yl)-3-methyl-1-butanol
• 英文别名: 3-Methyl-2-(2-methylpyrrol-1-yl)butan-1-ol
• 化学式: C₁₀H₁₇NO
• 分子量: 167.251
• InChiKey: SHTPEGFDRBIIFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  2-(2-methylpyrrol-1-yl)-3-methyl-1-butanol 在 氧气 、 焦磷酸硫胺素 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以47%的产率得到(3R-顺)-(-)-2,3-二氢-3-异丙基-7A-甲基吡咯并[2,1-B]噁唑-5(7AH)-酮
  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：

  DL-2-氨基-3-甲基-1-丁醇 、 5-chloro-3-penten-2-one 在 三乙胺 作用下， 反应 4.0h， 以81%的产率得到2-(2-methylpyrrol-1-yl)-3-methyl-1-butanol
  参考文献：
  名称：

  Conversion of homochiral amines, β-amino alcohols and α-amino acids to their chiral 2-methylpyrrole derivatives

  摘要：

  5-Chloro-3-penten-2-one reacts with the amino group of homochiral amines, amino alcohols, amino acid esters to form corresponding 2-pyrrole derivatives in good yield and without racemization. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00035-9

文献信息

• Conversion of homochiral amines, β-amino alcohols and α-amino acids to their chiral 2-methylpyrrole derivatives
  作者：Ayhan S. Demir、Idris M. Akhmedov、Cihangir Tanyeli、Zuhal Gerçek、Raik A. Gadzhili

  DOI：10.1016/s0957-4166(97)00035-9

  日期：1997.3

  5-Chloro-3-penten-2-one reacts with the amino group of homochiral amines, amino alcohols, amino acid esters to form corresponding 2-pyrrole derivatives in good yield and without racemization. (C) 1997 Elsevier Science Ltd.
• Synthesis and photooxygenation of homochiral 2-methylpyrrole derivatives of chiral amino alcohols: simple, selective access to chiral bicyclic lactams
  作者：Feray Aydogan、Ayhan S. Demir

  DOI：10.1016/j.tetasy.2003.11.011

  日期：2004.1

  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.

表征谱图