HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dichloroethane → (1S,2S)-2-(3-oxaheptanoyl)amino-3-morpholino-1-phenyl-1-propanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Butoxyacetic acid | HCID 41958 | — |
| Edukt | (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol | HCID 10513992 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (1S,2S)-2-(3-oxaheptanoyl)amino-3-morpholino-1-phenyl-1-propanol | HCID 69821554 | 59% |
Reaktionsschritte
Methylene chloride (20 ml), 3-oxaheptanoic acid (529.0 mg, 4.0 mmol), triethylamine (1.40 ml, 10.0 mmol) and EDC (1.15 g, 6.0 mmol) were added to (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol (944.0 mg, 4.0 mmol), followed by stirring overnight. Methylene chloride (100 ml) was added to the reaction solution. After washed with a saturated sodium hydrogen carbonate solution (50 ml), water (50 ml) and saturated brine (50 ml) successively, the organic layer was dried over sodium sulfate and filtered, and the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform:ethanol=30:1) to obtain the title compound (825 mg, yield 59%) as colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06407064B2 |
| Quelldatensatz | uspto-grants-2002_06 |
| ORD ID | ord-88b2430ffa324b0a8eb69f824dba3c67 |
| Quellennotiz | uspto-grants-2002_06 |