HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylmorpholine → 4-[(S)-3-(1-Benzyl-1H-[1,2,3]triazol-4-yl)-2-tert-butoxycarbonylamino-propionyl]-piperazine-1-carboxylic acid butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylmorpholine | HCID 7525 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Reactant | Butyl piperazine-1-carboxylate | HCID 21963126 | — |
| Reactant | (S)-3-(1-Benzyl-1H-[1,2,3]triazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid | HCID 68599866 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[(S)-3-(1-Benzyl-1H-[1,2,3]triazol-4-yl)-2-tert-butoxycarbonylamino-propionyl]-piperazine-1-carboxylic acid butyl ester | HCID 68598891 | — |
Reaction Steps
To a solution of 836 mg (S)-3-(1-Benzyl-1H-[1,2,3]triazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid in 20 ml DMF were added 0.61 ml N-ethylmorpholine, 0.79 g TOTU and 449 mg Piperazine-1-carboxylic acid butyl ester. After stirring for 2 h the reaction mixture was concentrated, diluted with ethyl acetate and washed with aqueous LiCl (4%), 0.1 M HCl, saturated aqueous NaHCO3 and brine. The crude product obtained was used without further purification. Yield: 1.14 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669266B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-35ac22e5bf1e4f1788df78efe278f9b8 |
| Source note | uspto-grants-2014_03 |