HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl chloroformate → Methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl chloroformate | HCID 6586 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Benzyl ((1S,3R)-3-aminocyclohexyl)carbamate | HCID 69756715 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate | HCID 68007620 | — |
Reaktionsschritte
Benzyl N-[(1S,3R)-3-aminocyclohexyl]carbamate, 18e, (0.99 g, 3.99 mmol) was dissolved in THF (20 mL) and treated with methyl chloroformate (0.62 mL, 7.97 mmol), followed by triethylamine (1.67 mL, 11.96 mmol). After stirring for 1 hour at room temperature, the solvent was evaporated under reduced pressure and the residue was diluted into 1:3 mixture of CH2Cl2:EtOAc (130 mL) and washed with 1N HCl (50 mL) and 2N Na2CO3 (50 mL). The organic layer was dried over Na2SO4 and concentrated under reduced pressure to afford the desired product, 19a, as a white solid (1.09 g, 89% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09345708B2 |
| Quelldatensatz | uspto-grants-2016_05 |
| ORD ID | ord-55bcb3c49562482bb9f7303c3618d05e |
| Quellennotiz | uspto-grants-2016_05 |