127253-05-8

Usage

Uses

Used in Pharmaceutical Industry:
Clarithromycin 9-oxime is used as an impurity in the production of clarithromycin, a semi-synthetic macrolide antibiotic. It is important to monitor and control the levels of this impurity to ensure the safety, efficacy, and quality of clarithromycin-based medications.

Upstream product

• 50-00-0 formaldehyd 
• 101666-67-5 6-O-methyl-N-demethylerythromycin A 9-oxime 
• 81103-09-5 2'-O,3'-N-bis(benzyloxycarbonyl)-N-demethylerythromycin A 
• 127253-06-9 6-methoxyerythromycin A 9-oxime 
• 101666-16-4 C₅₂H₇₈N₂O₁₇ 
• 101666-16-4 C₅₂H₇₈N₂O₁₇ 
• 101666-32-4 C₅₉H₈₄N₂O₁₇ 
• 101670-80-8 C₆₀H₈₆N₂O₁₇ 

Downstream Products

• 1192304-46-3 N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-9-deoxo-8a-methyl-8a-aza-8a-homoerythromycin A 
• 81103-11-9 clarithromycin 

Relevant academic research and scientific papers

Synthesis and structure-activity relationships of novel 8a-aza-8a-homoerythromycin A ketolides

A series of novel 6-O-substituted 8a-aza-8a-homoerythromycin A ketolides was synthesized and evaluated for in vitro antibacterial activity. Key strategic elements of the synthesis include the base-induced E-Z isomerization of 3-O-descladinosyl-6-O-allyler

CHEMICAL MODIFICATION OF ERYTHROMYCINS. VIII. A NEW EFFECTIVE ROUTE TO CLARITHROMYCIN (6-O-METHYLERYTHROMYCIN A)

Selective O-methylation of the C-6 hydroxyl group of erythromycin A could be satisfactorily achieved by using its 9-oxime derivatives as the starting materials.Thus, 6-O-methylerythromycin A (clarithromycin) was synthesized from 2'-O-,3'-N-bis(benzyloxycarbonyl)-N-demethylerythromycin A via its 9-oxime derivative by 6 steps.