HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (2R)-3-benzyloxy-2-aminopropanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | methyl (2R)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoate | HCID 54103156 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2R)-3-benzyloxy-2-aminopropanoic acid methyl ester | HCID 13635389 | — |
Reaction Steps
To a solution of tert-butyloxycarbonyl-O-benzyl-D-serine methyl ester (BF8-EZ0-275) (5.0 g, 16 mmol) stirring in dichloromethane (40 mL) and anisole (1 mL) at 0° C. was added trifluoroacetic acid (10 mL). After 4 h at room temperature, a saturated aqueous solution of sodium bicarbonate was added and the resulting mixture extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sufate, and concentrated. The crude product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06639076B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-11cb1c7d66fa4500a13e01441aaea8c8 |
| Source note | uspto-grants-2003_10 |