HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyldopa → (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyldopa | HCID 38853 | — |
| Edukt | tert-Butyl 2,4,5-trichlorophenyl carbonate | HCID 86887 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid | HCID 15719345 | 127% |
Reaktionsschritte
A mixture of 1.19 g (5.00 m moles) L-3-(3,4-dihydroxyphenyl)-2-methylalanine, 1.49 g (5.00 m moles) t-butyl 2,4,5-trichlorophenylcarbonate and 6 ml dimethylformamide is flushed with nitrogen and 1.39 ml (10.0 m moles) triethylamine is added. After stirring at room temperature for 24 hours, 60 ml H2O and 4 ml 2.5 N HCl is added. The solution is extracted 3 times with 50 ml of ethyl acetate and the extract is washed 3 times with 50 ml of water and 1 time with 50 ml of saturated sodium chloride solution and is dried (MgSO4). The solvent is removed in vacuum to give 1.98 g of a blue oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04254273 |
| Quelldatensatz | uspto-grants-1981_03 |
| ORD ID | ord-97f5d199c7424bcbb3055272cccea655 |
| Quellennotiz | uspto-grants-1981_03 |