Dimethylformamide → 61350-60-5
Reaction equation
[N:1]1([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3](O)=[O:4].CN(C=O)C.C(Cl)(=O)C([Cl:27])=O>C(Cl)Cl>[C:9]([N:1]1[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([Cl:27])=[O:4])([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of CBZ-L-Pro-OH (0.62 g, 2.49 mmol) and a drop of DMF in methylene chloride (10 ml) under argon was added oxalyl chloride (0.26 ml; 2.99 mmol) which resulted in a vigorous evolution of gas. After the evolution of gas ceased, the reaction was stirred for an additional 30 minutes. The reaction was then concentrated to give, as a light yellow oil, N-carbobenzoxy-L-prolyl chloride (CBZ-L-Pro-Cl).