HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl (4S,5R)-5-[3, 4-(dimethylmethylenedioxy)phenyl]-2-phenyl-2-oxazoline-4-carboxylate → Droxidopa
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl (4S,5R)-5-[3, 4-(dimethylmethylenedioxy)phenyl]-2-phenyl-2-oxazoline-4-carboxylate | HCID 131720609 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | Droxidopa | HCID 92974 | 88% |
Reaction Steps
Methyl (4S,5R)-5-[3, 4-(dimethylmethylenedioxy)phenyl]-2-phenyl-2-oxazoline-4-carboxylate (500 mg, 1.41 mmol) was added to 2N-hydrochloric acid (10 ml) with stirring at room temperature, and the mixture was then refluxed for 16 hours. After cooling to room temperature, about 25° C., the reaction mixture was concentrated under reduced pressure and neutralized with an aqueous 1N-sodium hydroxide solution to obtain a precipitated crystal. The precipitated crystal then was filtered to obtain 265 mg (1.24 mmol, yield: 88%) of L-threo DOPS.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05864041 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-a01373e34f9f4fd0ada8cbbf9f6a357d |
| Source note | uspto-grants-1999_01 |