HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (3R,5S)-5-((S)-1-Amino-2-phenylethyl)-3-methyldihydrofuran-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [(S)-1-(4-Methyl-5-oxo-tetrahydrofuran-2-yl)-2-phenylethyl]carbamic acid t-butyl ester | HCID 57181317 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3R,5S)-5-((S)-1-Amino-2-phenylethyl)-3-methyldihydrofuran-2-one | HCID 68679802 | — |
Reaction Steps
A solution of [(S)-1-(4-methyl-5-oxo-tetrahydrofuran-2-yl)-2-phenylethyl]-carbamic acid t-butyl ester (synthesis described in Journal of Organic Chemistry (1986) 51(21), 3921) (2 g, 6.27 mmol) in DCM (40 ml) was treated with trifluoroacetic acid (5 ml) for 2 h. The solvent was evaporated under reduced pressure, the residue dissolved in DCM, washed with aqueous sodium bicarbonate and dried (Na2SO4). The solvent was evaporated to afford the title compound (D48) as a pale yellow solid (1.25 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06992103B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-003e79046c824b90bdeec62deccfb6eb |
| Source note | uspto-grants-2006_01 |