7-Aminodeacetoxycephalosporanic acid → Cephalosporanic Acid

HRID 1267580Notes

Reaction equation

HRID 1267580 reaction equation
CC1CS[C@@H]2[C@H](N)C(=O)N2C=1C(O)=O.[CH3:15][C:16]([O:18][CH2:19][C:20]1[CH2:29][S:28][C@@H:23]2[C@H:24](N)[C:25](=[O:26])[N:22]2[C:21]=1[C:30]([OH:32])=[O:31])=[O:17]>>[CH3:15][C:16]([O:18][CH2:19][C:20]1[CH2:29][S:28][C@@H:23]2[CH2:24][C:25](=[O:26])[N:22]2[C:21]=1[C:30]([OH:32])=[O:31])=[O:17]

Participants

3

Reactant 2

HCID 334987-Aminodeacetoxycephalosporanic acid2×HCID 4413287-Aminocephalosporanic acid

Product 1

HCID 12302722Cephalosporanic Acid

Procedure

7-Amino desacetoxy cephalosporanic acid (7-ADCA) and 7-aminocephalosporonic acid (7-ACA) are known to be the most important intermediates for the production of antibiotics used in the pharmaceutical industry. 7-ADCA is for example obtained by chemical or enzymatic cleavage (deacylation) of phenylacetyldesacetoxy cephalosporanic acid yielding 7-amino desacetoxy cephalosporanic acid and phenyl acetic acid.

Sources & evidence

ORD record
ord-efcd45904fa74895abefa525cc426080
Source dataset
uspto-grants-2003_04
Patent number
US06552185B1

Reaction notes

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