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Introduction:
Tirofiban is a synthetic drug that is widely used in the treatment of acute coronary syndrome.
It is a glycoprotein IIb/IIIa inhibitor that works by inhibiting the activity of the platelet glycoprotein IIb/IIIa, which is involved in the process of platelet aggregation.
Tirofiban is a complex molecule that is synthesized through several chemical steps.
This article will discuss the synthetic routes of Tirofiban.
Synthetic Route 1: Hydrogenation of N-(2,6-Dichlorophenyl)acetamide
The first step in the synthesis of Tirofiban involves the hydrogenation of N-(2,6-dichlorophenyl)acetamide.
This reaction is carried out in the presence of a metal catalyst, such as palladium on barium oxide, and hydrogen gas.
The hydrogenation reaction results in the conversion of the chlorine atoms in N-(2,6-dichlorophenyl)acetamide to hydrogen atoms, producing N-(2,6-dichlorophenyl)benzamide.
Synthetic Route 2: Suzuki Coupling Reaction
The next step in the synthesis of Tirofiban involves the Suzuki coupling reaction.
In this reaction, a boronic acid derivative and a phenylboronic acid derivative are coupled in the presence of a palladium catalyst and a phosphine ligand.
This reaction results in the formation of a substituted biaryl compound.
Synthetic Route 3: Cyclocondensation Reaction
The next step in the synthesis of Tirofiban involves the cyclocondensation reaction.
In this reaction, a substituted biaryl compound and a substituted biphenyl are condensed in the presence of a metal catalyst, such as copper or zinc, and a ligand.
This reaction results in the formation of a substituted cycloalkane compound.
Synthetic Route 4: Chlorination of Benzene
The final step in the synthesis of Tirofiban involves the chlorination of benzene.
In this reaction, benzene is treated with chlorine gas and a metal catalyst, such as ferric chloride or aluminum chloride.
This reaction results in the formation of a substituted benzene compound.
Conclusion:
Tirofiban is a complex molecule that is synthesized through several chemical steps.
The synthetic routes of Tirofiban involve hydrogenation of N-(2,6-dichlorophenyl)acetamide, Suzuki coupling reaction, cyclocondensation reaction, and chlorination of benzene.
These reactions are carried out in the presence of various catalysts and conditions to ensure the formation of the desired product.
Tirofiban is widely used in the treatment of acute coronary syndrome and has been proven to be effective in reducing the risk of heart attacks and other cardiovascular events.