C - Chemistry – Metallurgy – 12 – P
Patent
C - Chemistry, Metallurgy
12
P
195/108, 260/230
C12P 19/62 (2006.01) C07D 313/00 (2006.01) C07D 493/08 (2006.01) C07D 493/18 (2006.01) C07H 17/08 (2006.01)
Patent
CA 1169375
ABSTRACT From the fermentation carried, out with mutants blocked in the synthesis respective of erythromycin and of oleandomycin, namely Streptomyces erythreus ATCC 31772 and Streptomyces antihioticus ATCC 51771, using as the substrate a derivative of erythronolide A, namely (BS)-8-fluoroerythronolide A, a derivative of erythronolide B, namely (8S)-8-fluoroerythronolide B, or a derivative Df 3-0-mycarosyl-erythronolide B, namely 3-0-mycarosyl-(8S)-fluoroerythronolide B, the corresponding (8S-8-fluoro derivatives of the erythrornycins A,B, C and D, as well as 3-0-oleandrosyl-5- desosaminyl-(8S)-8-fluornerythrnnolide A and 3-0-oleandrosyl-?-0-desosarminyl-(8S)-8- fluoroerythronolide B, all beloning to the class of thc macrolide antibiotics are obtained. The preparation of the aforesaid substrate comprises the convention of erthronolide A, erythronolide B or ?-0-mycarosyl-erythronolide B into the corresponding hemiacetal, the reaction of the latter with a compound capable of generating electrophlic fluorine and the opeaning of the resulting acetal with aqueous acid.
393832
Cappelletti Leonardo M.
Toscano Luciano
Marks & Clerk
Pharmacia & Upjohn S.p.a.
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