HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 26318Erstellt: 23. Oktober 2026
Triethylamine → 3-(Acetyloxy)methyl-7-[[4-(1-pyrryl)butyryl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid
https://huagongshe.com/de/reaction/26318
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 3-((Acetyloxy)methyl)-7-amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid | HCID 13729 | — |
| Edukt | Isobutyl chloroformate | HCID 62365 | — |
| Edukt | 4-(1H-pyrrol-1-yl)butanoic acid | HCID 10419380 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-(Acetyloxy)methyl-7-[[4-(1-pyrryl)butyryl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid | HCID 70605273 | — |
Reaktionsschritte
4-(1-Pyrryl)butanoic acid (0.05 mole) is dissolved in 50 ml of tetrahydrofuran (THF) and 0.05 mole of triethylamine is added. This mixture is cooled to -10° C. and 0.05 mole of isobutylchloroformate is added. The mixture is stirred for 0.5 hours at -5° C. and then 0.05 mole of 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid and 0.075 mole of triethyl amine in 50 ml of THF (precooled) is added. The mixture is stirred at 0° C. for 1 hour and then warmed to room temperature. The mixture is diluted with water and extracted with ethyl acetate. The aqueous layer is acidified and extracted with ethyl acetate. The ethyl acetate extracts are combined, dried, filtered, and the solvent evaporated to give the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04148998 |
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| Quelldatensatz | uspto-grants-1979_04 |
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| ORD ID | ord-6631c8a00d354e8eb16797c3c5063d19 |
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| Quellennotiz | uspto-grants-1979_04 |
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