Benzo[b]thiophene-3-carboxylic acid ((S)-1-chloromethyl-2-methyl-propyl)-amide | 497866-76-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: Benzo[b]thiophene-3-carboxylic acid ((S)-1-chloromethyl-2-methyl-propyl)-amide
• 英文别名: N-[(2S)-1-chloro-3-methylbutan-2-yl]-1-benzothiophene-3-carboxamide
• CAS: 497866-76-9
• 化学式: C₁₄H₁₆ClNOS
• 分子量: 281.806
• InChiKey: GVTCOCVCUYBOKB-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  57.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Benzo[b]thiophene-3-carboxylic acid ((S)-1-chloromethyl-2-methyl-propyl)-amide 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以84%的产率得到2-(benzo[b]thiophen-3-yl)-4-isopropyl-4,5-dihydrooxazole
  参考文献：
  名称：

  HetPHOX: a new class of easily prepared modular chiral ligands

  摘要：

  The synthesis of a new class of modular chiral phosphino-oxazoline ligands containing the diphenylphosphino group at different positions of the heterocyclic backbone is described. HetPHOX ligands were tested in enantioselective allylations and in transfer hydrogenation reactions. The synthesis of the ligands is facile with high enantioselectivity (99% ee) obtained in the Pd-catalyzed addition of malonate to diphenylallyl acetate using ligand 10. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.06.014
• 作为产物：
  描述：

  N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-1-benzothiophene-3-carboxamide 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以97%的产率得到Benzo[b]thiophene-3-carboxylic acid ((S)-1-chloromethyl-2-methyl-propyl)-amide
  参考文献：
  名称：

  HetPHOX: a new class of easily prepared modular chiral ligands

  摘要：

  The synthesis of a new class of modular chiral phosphino-oxazoline ligands containing the diphenylphosphino group at different positions of the heterocyclic backbone is described. HetPHOX ligands were tested in enantioselective allylations and in transfer hydrogenation reactions. The synthesis of the ligands is facile with high enantioselectivity (99% ee) obtained in the Pd-catalyzed addition of malonate to diphenylallyl acetate using ligand 10. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.06.014

文献信息

• HetPHOX: a new class of easily prepared modular chiral ligands
  作者：Nicole End、Catherine Stoessel、Ulrich Berens、Pierino di Pietro、Pier Giorgio Cozzi

  DOI：10.1016/j.tetasy.2004.06.014

  日期：2004.7

  The synthesis of a new class of modular chiral phosphino-oxazoline ligands containing the diphenylphosphino group at different positions of the heterocyclic backbone is described. HetPHOX ligands were tested in enantioselective allylations and in transfer hydrogenation reactions. The synthesis of the ligands is facile with high enantioselectivity (99% ee) obtained in the Pd-catalyzed addition of malonate to diphenylallyl acetate using ligand 10. (C) 2004 Elsevier Ltd. All rights reserved.