HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzyl Alcohol → (S)-benzyl 2-(tert-butoxycarbonylamino)-3,3-dimethylbutanoic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzyl Alcohol | HCID 244 | — |
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | (S)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid | HCID 2734668 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (S)-benzyl 2-(tert-butoxycarbonylamino)-3,3-dimethylbutanoic acid | HCID 131731871 | 99% |
Reaktionsschritte
Boc-Tle-OH (4.8 g, 22.3 mmol) was dissolved in dichloromethane (50 mL), and EDCI (4.3 g, 44.6 mmol), DMAP (0.6 g, 4.46 mmol), DIPEA (16 mL, 89.2 mmol), and benzyl alcohol (5 mL, 44.6 mmol) were added dropwise. The mixture was stirred at room temperature for 12 hours. The mixture was washed several times with an aqueous solution of 5% citric acid. The organic layer was dried over sodium sulfate, and filtered and distilled under reduced pressure to obtain the title compound as yellow oil (6.7 g, 99%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08835458B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-0811e5819ad94353bf649156dfb9333c |
| Quellennotiz | uspto-grants-2014_09 |