HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Boron trifluoride → 7-Aminodeacetoxycephalosporanic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Boron trifluoride | HCID 6356 | — |
| Edukt | Triethylsilane | HCID 12052 | — |
| Edukt | 7-Aminocephalosporanic acid | HCID 441328 | — |
| Edukt | Cephalosporanic Acid | HCID 12302722 | — |
| Lösungsmittel | Trifluoroacetic acid | HCID 6422 | — |
| Produkt | 7-Aminodeacetoxycephalosporanic acid | HCID 33498 | — |
Reaktionsschritte
7-Amino- and 7-(N,N-disubstituted)aminocephalosporanic acids are converted to the corresponding 3-methyl-3-cephem-4-carboxylic acids by reacting the cephalosporanic acid with a tri(C1 -C6 alkyl)silane in the presence of an organic acid having a pKa of <1.5 and a Lewis acid. For example, 7-aminocephalosporanic acid (7-ACA) is reacted with triethylsilane in trifluoroacetic acid in the presence of boron trifluoride to provide 7-aminodesacetoxycephalosporanic acid (7-ADCA).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04346219 |
| Quelldatensatz | uspto-grants-1982_08 |
| ORD ID | ord-5839f80241c9416d8fedb469604d03a4 |
| Quellennotiz | uspto-grants-1982_08 |