HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-2-Amino-3-(4-iodophenyl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | N-(tert-Butoxycarbonyl)-4-iodo-(L)-phenylalaninamide | HCID 67269262 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-2-Amino-3-(4-iodophenyl)propanamide | HCID 447705 | 95.2% |
Reaction Steps
N-(tert-Butoxycarbonyl)-4-iodo-(L)-phenylalaninamide (4.24 g) was dissolved in DCM (20 mL) and to the solution was added TFA (20 mL). The reaction mixture was stirred, at room temperature, for 0.5 h then concentrated to dryness under reduced pressure. The crude material obtained was loaded onto an SCX cartridge. Non-basic impurities were washed off with a 1:1 mixture of DCM and methanol, then the cartridge was eluted with 10% ammonia in methanol. Eluent from the latter was concentrated to dryness to give the free base of the sub-title compound (3 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902181B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-4aa6646318344b6c81f9321ecd07d11b |
| Source note | uspto-grants-2011_03 |