HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → N-(3-Acetylthio-2-methylpropanoyl)-N-cyclobutylglycine t-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Ethanethioic acid, S-(3-chloro-2-methyl-3-oxopropyl) ester | HCID 103458 | — |
| Edukt | HCID 20285462 | HCID 20285462 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(3-Acetylthio-2-methylpropanoyl)-N-cyclobutylglycine t-butyl ester | HCID 20285461 | 72% |
Reaktionsschritte
To a chilled (0.5° C.) methylene chloride solution of N-cyclobutyl-glycine t-butyl ester (63.2 g, 0.34 mol) and triethylamine (26 g, 0.4 mol) was added dropwise 3-acetylthio-2-methylpropanoyl chloride (61.4 g, 0.34 mol). After stirring overnight the reaction mixture was filtered and the filtrate was concentrated. The residue was redissolved in ethyl acetate, washed with 5% HCl (3×500 ml), brine (500 ml) and saturated aqueous sodium bicarbonate (6×600 ml), dried over MgSO4, filtered, and concentrated yielding 80.6 g (72%) of the product as a brown oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04256761 |
| Quelldatensatz | uspto-grants-1981_03 |
| ORD ID | ord-df8ba9e0861446908f0ad3eb723bd1b3 |
| Quellennotiz | uspto-grants-1981_03 |