反应 #2487410

ord-9c12b277724249c9bb672d83b6bca669

反应方程式

O=C(O)CCCC[C@@H]1CCSS1
lipoic acid
O=C1CCC(=O)N1O
N-hydroxysuccinimide
ClCCCl
EDC
NC(=O)CCCC[C@@H]1CCSS1
(R)-Lipoamide

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤washed with H2O (500 mL), saturated aqueous NaHCO3 (500 mL), saturated aqueous NaCl (500 mL)
  2. 2
    干燥dried (MgSO4)
  3. 3
    其他The drying agent was removed by filtration
  4. 4
    浓缩the filtrate was concentrated to dryness
  5. 5
    其他giving the product as

实验过程

A solution of lipoic acid (25.6 g, 124 mmol), N-hydroxysuccinimide (15.6 g, 136 mmol), and EDC (26.1 g, 136 mmol) in anhydrous CH2Cl2 (300 mL) was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate (500 mL) and washed with H2O (500 mL), saturated aqueous NaHCO3 (500 mL), saturated aqueous NaCl (500 mL) and dried (MgSO4). The drying agent was removed by filtration and the filtrate was concentrated to dryness giving the product as a yellow sold (35.4 g, 94%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08795706B2uspto-grants-2014_08