HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-{[(2S)-2-Hydroxypropyl]amino}butyric acid tert.-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl 4-bromobutanoate | HCID 2757253 | — |
| Reactant | (S)-(+)-1-Aminopropan-2-ol | HCID 7311736 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-{[(2S)-2-Hydroxypropyl]amino}butyric acid tert.-butyl ester | HCID 58016802 | — |
Reaction Steps
Add 2583 mg (18.69 mmol) potassium carbonate, 2780 mg (12.46 mmol) 4-bromobutyric acid tert.-butyl ester and 184 mg (0.50 mmol) tetra-n-butylammonium iodide to a solution of 936 mg (12.46 mmol) (2S)-1-aminopropan-2-ol in 10 ml THF. Stir the reaction mixture for 48 h at room temperature. After filtering-off the inorganic salts, concentrate the filtrate by vacuum evaporation. Take up the residue in dichloromethane and chromatograph on silica gel (solvent: dichloromethane/methanol/35% aqueous ammonia solution 9:1:0.1). 810 mg (30% of theor.) of the desired product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183246B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-50324aa4ffee4037b018619e0af62989 |
| Source note | uspto-grants-2012_05 |