HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → n-Formyl-l-leucine tert-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | (Formyloxy)acetonitrile | HCID 4205685 | — |
| Edukt | tert-butyl (2S)-2-amino-4-methylpentanoate hydrochloride | HCID 12451443 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | n-Formyl-l-leucine tert-butyl ester | HCID 11160222 | — |
Reaktionsschritte
The preparation was performed in analogy to W. Duczek et al., Synthesis, 37-38 (1996). A solution of 4.04 g (40 mmol) of triethylamine in 10 mL of dichloromethane was added to a solution of 8.94 g (40 mmol) of L-leucine tert-butyl ester hydrochloride and 3.4 g (40 mmol) of cyanomethyl formate in 60 mL of dichloromethane at 0° C. The reaction solution was allowed to warm to room temperature, stirred at room temperature overnight, and then washed twice with saturated NaCl solution. The phases were separated and the organic phase was dried over magnesium sulfate. The residue obtained after filtration and removal of the solvent in vacuo was distilled in vacuo. Yield: 7.5 g (87%). Boiling point: 118° C./2.7 Pa (0.02 torr).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06794517B2 |
| Quelldatensatz | uspto-grants-2004_09 |
| ORD ID | ord-9e9028be0e544e89848222ce1c80d7fa |
| Quellennotiz | uspto-grants-2004_09 |