(S)-(-)-2-(3-acetyl-2,5-dimethyl-pyrrol-1-yl)-4-methylsulfanylbutyric acid methyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-(-)-2-(3-acetyl-2,5-dimethyl-pyrrol-1-yl)-4-methylsulfanylbutyric acid methyl ester
• 英文别名: methyl (2S)-2-(3-acetyl-2,5-dimethylpyrrol-1-yl)-4-methylsulfanylbutanoate
• 化学式: C₁₄H₂₁NO₃S
• 分子量: 283.392
• InChiKey: FCRBGJRYPBRGKP-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-acetylhex-5-yn-2-one 、 L-蛋氨酸甲酯盐酸盐 在 sodium tetrachloroaurate(III) 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以64%的产率得到(S)-(-)-2-(3-acetyl-2,5-dimethyl-pyrrol-1-yl)-4-methylsulfanylbutyric acid methyl ester
  参考文献：
  名称：

  Conversion of homochiral amines and α-amino esters to their chiral 1,2,3,5-substituted pyrrole derivatives via gold-catalysed amination/annulation reactions of 2-propynyl-1,3-dicarbonyl compounds

  摘要：

  Homochiral primary amines, amino alcohols and alpha -amino esters have been reacted with 2-propynyl-1,3-dicarbonyl compounds under gold catalysis leading to 1,2,5-trisubstituted 3-acylpyrrole derivatives in moderate to high yields and high enantiomeric excess. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00468-2

文献信息

• Conversion of homochiral amines and α-amino esters to their chiral 1,2,3,5-substituted pyrrole derivatives via gold-catalysed amination/annulation reactions of 2-propynyl-1,3-dicarbonyl compounds
  作者：Antonio Arcadi、Sabrina Di Giuseppe、Fabio Marinelli、Elisabetta Rossi

  DOI：10.1016/s0957-4166(01)00468-2

  日期：2001.10

  Homochiral primary amines, amino alcohols and alpha -amino esters have been reacted with 2-propynyl-1,3-dicarbonyl compounds under gold catalysis leading to 1,2,5-trisubstituted 3-acylpyrrole derivatives in moderate to high yields and high enantiomeric excess. (C) 2001 Elsevier Science Ltd. All rights reserved.