HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Hydroxide → (R)-2-((tert-Butoxycarbonyl)amino)-3-cyclopropylpropanoic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | D-Cyclopropylalanine | HCID 9209421 | — |
| Edukt | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (R)-2-((tert-Butoxycarbonyl)amino)-3-cyclopropylpropanoic acid | HCID 2756015 | 56,3% |
Reaktionsschritte
To a solution of (R)-2-amino-3-cyclopropylpropanoic acid (1.0 g, 7.7.4 mmol) in Ethanol (15 mL) and water (8 mL) was added 1N NaOH (10 mL) and Di-tert-butyl carbonate (1.86 g, 8.52 mmol) in THF (8 mL). After stirring at room temperature for 15 h, the solution was diluted with water, extracted with ether, the aqueous layer was separated and was acidified to pH 2 with conc. HCl, the aqueous layer was extracted with EtOAc, organic layer was separated, washed with brine, dried and concentrated to give (R)-2-(tert-butoxycarbonylamino)-3-cyclopropylpropanoic acid (1.0 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09359375B2 |
| Quelldatensatz | uspto-grants-2016_06 |
| ORD ID | ord-f4ac31c7757041a9b67706a4c185bb2a |
| Quellennotiz | uspto-grants-2016_06 |