6-Aminopenicillanic acid → Carbenicillin

HRID 1833409

Reaktionsgleichung

Reaktionsgleichung von HRID 1833409
CC1(C)[O:7][C:6](=[O:8])[CH:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:4](=[O:15])O1.[CH3:17][C:18]1([CH3:30])[S:22][C@@H:21]2[C@H:23]([NH2:26])[C:24](=[O:25])[N:20]2[C@H:19]1[C:27]([OH:29])=[O:28]>>[CH3:17][C:18]1([CH3:30])[S:22][C@@H:21]2[C@H:23]([NH:26][C:4]([CH:5]([C:6]([OH:7])=[O:8])[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)=[O:15])[C:24](=[O:25])[N:20]2[C@H:19]1[C:27]([OH:29])=[O:28]

Komponenten

3

Edukt 2

HCID 110826-Aminopenicillanic acidHCID 848482,2-Dimethyl-5-phenyl-1,3-dioxane-4,6-dione

Produkt 1

HCID 20824Carbenicillin

Versuchsvorschrift

When an equivalent amount of 2.2-tetramethylene-5-phenyl-1.3-dioxane-4.6-dione prepared in the example 3 is substituted for 2.2-dimethyl-5-phenyl-1.3-dioxane-4.6-dione and the reaction with 6-aminopenicillanic acid is carried out as disclosed in the example 1, 6-(α-carboxy-α-phenylacetamido)penicillanic acid (carbenicillin) is obtained.

Quellen und Nachweise

ORD-Eintrag
ord-b18adc18aa7e45aa8288d8e5b0b1dbda
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04066664

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