Process for the preparation of telithromycin

Details Process for the preparation of telithromycin Process for the preparation of telithromycin

C - Chemistry, Metallurgy

07

H

C07H 17/08 (2006.01)

Patent

CA 2559281

The present invention relates to the process for the preparation of compounds of formula (I) or its pharmaceutically acceptable salts.The novel compounds (i) 10,11-Anhydro-2',4"-di-O-benzoyl-12-O-imidazolylcarbonyl-6-O- methylerythromycin A of formula (Xa) (ii) 2',4"-di-O-benzoyl-11-amino-11-N-[4- [4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-6-O- methylerythromycin A 11,12- cyclic carbamate of formula (XIa) (iii) 2'-O-benzoyl-11-amino-11-N-[4-[4-(3- pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl- 6-O-methylerythronolide A 11,12-cyclic carbamate of formula (XIIa) (iv) 2'-benzoyl-11-amino-11-N-[4-[4- (3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O- desosaminyl-6-O- methylerythronolide A 11,12-cyclic carbamate of formula (XIIa) and their use as intermediates in formation of compound of Formula (I). Also the process of preparation of compound of formula (XIIIa).

L'invention concerne un procédé de préparation de composés représentés par la formule (I) ou de leurs sels pharmaceutiquement acceptables. L'invention concerne également les nouveaux composés suivants: i) 10,11-Anhydro-2',4"-di-O-benzoyl-12-O-imidazolylcarbonyl-6-O-methylerythromycine A représentés par la formule (Xa); ii) 2',4"-di-O-benzoyl-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-6-O- methylerythromycine A carbamate 11,12-cyclique représentés par la formule (XIa); iii) 2'-O-benzoyl-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl- 6-O-methylerythronolide A carbamate 11,12-cyclique représentés par la formule (XIIa); et iv) 2'-benzoyl-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O- desosaminyl-6-O-methylerythronolide A carbamate 11,12- cyclique représentés par la formule (XIIa) ainsi que leur utilisation comme intermédiaires dans la formation des composés représentés par la formule (I). L'invention concerne enfin la préparation d'un composé représenté par la formule (XIIIa).

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