HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Piperazinecarboxylic acid, ethyl ester → HCID 66920092, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Piperazinecarboxylic acid, ethyl ester | HCID 8431 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Reactant | HCID 131731062 | HCID 131731062 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66920092 | HCID 66920092 | — |
Reaction Steps
To a solution of 2 g of (S)-2-Benzyloxycarbonylamino-hexanedioic acid 6-tert-butyl ester dicyclohexyl-ammonium salt, 1.7 g of NEM and 1.2 g of TOTU in 6 ml of DMF, 0.62 g of piperazine-1-carboxylic acid ethyl ester was added at RT and stirred for 16 h. The reaction mixture was diluted saturated aqueous sodium hydrogen carbonate solution and extracted with 150 ml of ethyl acetate. The organic phase was dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate. The fractions containing the product were combined and the solvent evaporated under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598179B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-fe0d684d932c4375a4658cce5720c0ce |
| Source note | uspto-grants-2013_12 |