HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → HCID 86666035, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | Tetrahydro-2H-pyran-4-carboxaldehyde | HCID 9964078 | — |
| Edukt | (S)-pyrrolidine-2-carboxylic acid (4-tert-butyl-thiazol-2-yl)-amide | HCID 54959952 | — |
| Lösungsmittel | 1,2-Dichloroethane | HCID 11 | — |
| Produkt | HCID 86666035 | HCID 86666035 | — |
Reaktionsschritte
To a solution of (S)-pyrrolidine-2-carboxylic acid (4-tert-butyl-thiazol-2-yl)-amide; hydrochloride (0.310 g; 1.070 mmol) in 1,2-dichloroethane (2 mL) was added tetrahydro-pyran-4-carbaldehyde (0.244 g; 2.140 mmol), acetic acid (0.2 mL; 3.497 mmol), and sodium sulfate(5-10 equivalents). The mixture is stirred for 30-45 minutes before adding sodium triacetoxyborohydride (0.454 g; 2.140 mmol) and stirring overnight at room temperature. After this time, the mixture is filtered through a plug of silica/Celite® and concentrated in vacuo. Crude material is purified by preparative HPLC. Product fractions are pooled and concentrated in vacuo to afford title compound as an oil. ESI m/z 352 [M+H]+
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08629157B2 |
| Quelldatensatz | uspto-grants-2014_01 |
| ORD ID | ord-e324db1ce7bf417ebc0942a5182b2070 |
| Quellennotiz | uspto-grants-2014_01 |