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Tilmicosin phosphate is an antibiotic that is commonly used in veterinary medicine to treat a variety of bacterial infections.
It is a member of the macrolide class of antibiotics, which are characterized by their large molecular structure and ability to inhibit the growth of bacteria by binding to the bacterial protein synthesis apparatus.
Tilmicosin phosphate is synthesized through a number of synthetic routes, which are outlined below.
One of the most commonly used synthetic routes for tilmicosin phosphate involves the condensation of 7-ethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]heptane-2-carboxylate with 2,3-dihydro-1H-benzimidazole-1-phosphate in the presence of a strong acid catalyst, such as sulfuric acid.
This reaction results in the formation of the intermediate compound 7-ethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]heptane-2-carboxylate-2,3-dihydro-1H-benzimidazole-1-phosphate, which is then hydrolyzed to form tilmicosin phosphate.
Another synthetic route for tilmicosin phosphate involves the reaction of 7-ethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]heptane-2-carboxylate with 2,3-dihydro-2H-benzimidazole-1-phosphate in the presence of a strong acid catalyst, such as sulfuric acid.
This reaction results in the formation of the intermediate compound 7-ethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]heptane-2-carboxylate-2,3-dihydro-2H-benzimidazole-1-phosphate, which is then hydrolyzed to form tilmicosin phosphate.
Yet another synthetic route for tilmicosin phosphate involves the condensation of 7-ethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]heptane-2-carboxylate with 2,3-dihydro-1H-benzimidazole-1-phosphate in the presence of a strong acid catalyst, such as sulfuric acid.
This reaction results in the formation of the intermediate compound 7-ethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]heptane-2-carboxylate-2,3-dihydro-1H-benzimidazole-1-phosphate, which is then hydrolyzed to form tilmicosin phosphate.
Overall, tilmicosin phosphate can be synthesized through a variety of synthetic routes, each of which involves the condensation of 7-ethyl-7-oxo-4-thia-1-azabicyclo[3.
2.
0]heptane-2-carboxylate with a benzimidazole phosphate in the presence of a strong acid catalyst.
The resulting intermediate compound is then hydrolyzed to form tilmicosin phosphate, which is used as an antibiotic in veterinary medicine.