Triethylamine → benzyl N-dipropylacetyl-(L)-pyroglutamate
Reaction equation
[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].C(N(CC)CC)C.[CH2:24]([CH:27]([CH2:31][CH2:32][CH3:33])[C:28](Cl)=[O:29])[CH2:25][CH3:26]>C(Cl)(Cl)Cl>[CH2:24]([CH:27]([CH2:31][CH2:32][CH3:33])[C:28]([N:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])=[O:29])[CH2:25][CH3:26]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
50.3 g (230 mmol) of benzyl (L)-pyroglutamate, prepared according to Example II(1), are dissolved in 200 ml of chloroform and 36.3 g (359 mmol) of triethylamine at ordinary temperature. A solution of 37.4 g (230 mmol) of dipropylacetyl chloride in 50 ml of chloroform is run in and the mixture is heated under reflux for 5 hours.