Reaction #1904036

Reaction equation

Lysine

glutaric anhydride

DMF

→

Lysine Glutaramide

Conditions

Workup

1. 1
   Otherfitted with a condenser and nitrogen inlet
2. 2
   Otherimmersed into an oil bath
3. 3
   workup.WAITpreheated to 90° C. for 1.5 h until HPLC assay
4. 4
   Othercompletion of reaction
5. 5
   OtherDMF is evaporated under vacuum (
6. 6
   workup.DISTILLATIONdistilled below 40° C.
7. 7
   Otherthe residue is used directly for the subsequent reaction
8. 8
   OtherThe residue can be purified by chromatography on silica gel

Procedure

In this example that demonstrates how this method could be performed, 5 g Lysine, 8.7 g glutaric anhydride and 2.0 g 4-Dimethylaminopyridine (DMAP) are weighed into a 100 ml flask fitted with a condenser and nitrogen inlet. 100 ml DMF is added and the mixture stirred under nitrogen atmosphere for 5 min and immersed into an oil bath preheated to 90° C. for 1.5 h until HPLC assay indicated completion of reaction. DMF is evaporated under vacuum (distilled below 40° C. and the residue is used directly for the subsequent reaction. The residue can be purified by chromatography on silica gel.

Source