HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Ethylphenyl isocyanate → (S)-(1-(2-chlorobenzylcarbamoyl)pyrrolidin-2-yl)methyl 4-ethylphenylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Ethylphenyl isocyanate | HCID 90007 | — |
| Edukt | (S)-N-(2-chlorobenzyl)-2-(hydroxymethyl)pyrrolidine-1-carboxamide | HCID 59778476 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (S)-(1-(2-chlorobenzylcarbamoyl)pyrrolidin-2-yl)methyl 4-ethylphenylcarbamate | HCID 59778442 | 10,1% |
Reaktionsschritte
To a solution of (S)—N-(2-chlorobenzyl)-2-(hydroxymethyl)pyrrolidine-1-carboxamide (268 mg, 1.0 mmol) in THF (2.0 mL) was added 4-ethyl-phenyl-isocyanate (220 mg, 1.5 mmol). The reaction mixture was stirred for 1 h. LC/MS indicated the reaction was complete. The reaction was concentrated and the resulting residue was purified on RP-HPLC using a mixture of acetonitrile and H2O to give (S)-(1-(2-chlorobenzylcarbamoyl)pyrrolidin-2-yl)methyl 4-ethylphenylcarbamate (42 mg, 10% for two steps). LRMS (M+H+) m/z 416.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08071625B2 |
| Quelldatensatz | uspto-grants-2011_12 |
| ORD ID | ord-b4f6cb56f3f047e494dca0a367523914 |
| Quellennotiz | uspto-grants-2011_12 |