HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-((2R)-2-(methylamino)-3-phenylpropionylamino)propyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3-((2R)-2-(N-tert-butoxycarbonyl-N-methylamino)-3-phenylpropionylamino)propyl acetate | HCID 53906084 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-((2R)-2-(methylamino)-3-phenylpropionylamino)propyl acetate | HCID 54054938 | 94.9% |
Reaction Steps
A solution of 3-((2R)-2-(N-tert-butoxycarbonyl-N-methylamino)-3-phenyl-propionylamino)propyl acetate (862 mg, 2.28 mmol) in dichloromethane (3 mL) was cooled to 0° C. Trifluoroacetic acid (3 mL) was added. The solution was stirred for 10 min. The solvents were removed in vacuo without warming. The residue was dissolved in dichloromethane (50 mL) and the solvent was removed in vacuo. The procedure was repeated twice. The crude product was purified by flash chromatography on silica (70 g) with dichloromethane/methanol/25% ammonia in water (100:10:1) to give 602 mg of 3-((2R)-2-(methylamino)-3-phenylpropionylamino)propyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06939880B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-85dda7360b6047bcb35c677a1cdf6271 |
| Source note | uspto-grants-2005_09 |