Reaction equation
[NH2:1][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].Cl.C(N1CCOCC1)C.CP(OP(CC)(C)=O)(CC)=O.[C:28](NCC(O)=O)([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:29]>CN(C=O)C>[CH2:6]([O:5][C:3](=[O:4])[CH2:2][NH:1][C:28]([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:29])[CH3:7]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
At 0° C., 7.0 g (0.05 mol) of H-Gly-OC2H5.HCl, 15 ml of N-ethyl morpholine and 20 g of methylethylphosphinic acid anhydride were added successively to a solution of 10.5 g (0.05 mol) of carbobenzoxy-glycine in 20 ml DMF, while stirring and cooling thoroughly. The mixture was brought to room temperature, while stirring. After 16 hours of standing at room temperature the solvent was distilled off in vacuo, and the residue was dissolved in a mixture of 200 ml of ethyl acetate and 100 ml of a 5% potassium bisulfate solution. The ethyl acetate solution was washed twice with 100 ml each of saturated sodium bicarbonate solution, dried over sodium sulfate and evaporated in vacuo.
Workup
- temperaturecooling thoroughly
- customwas brought to room temperature
- stirringwhile stirring
- distillationthe solvent was distilled off in vacuo
- dissolutionthe residue was dissolved in a mixture of 200 ml of ethyl acetate and 100 ml of a 5% potassium bisulfate solution
- washThe ethyl acetate solution was washed twice with 100 ml each of saturated sodium bicarbonate solution
- dry with materialdried over sodium sulfate
- customevaporated in vacuo
Sources & evidence
- ORD record
- ord-19a090a5a38749ddb70f39e100c2a409
- Source dataset
- uspto-grants-1984_01
- Patent number
- US04426325
Linked notes
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