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(αS)-α-Amino-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid, also known as alteplase, is a synthetic organic compound that is used in the chemical industry for various applications.
It is mainly used as a chemical intermediate for the production of other chemicals, such as pharmaceuticals and agrochemicals.
In this article, we will discuss the synthetic routes of (αS)-α-Amino-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid, and the importance of this compound in the chemical industry.
One of the most common methods for the synthesis of (αS)-α-Amino-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid is through the alkylation of 3,4-dihydro-2H-pyrimidin-2-one with an appropriate alkylating agent, such as an alkyl iodide or an alkyl halide.
The reaction typically involves heating the compounds in the presence of a Lewis acid catalyst, such as aluminum chloride, to produce the desired product.
Another synthetic route for the preparation of (αS)-α-Amino-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid involves the reduction of 3,4-dihydro-2H-pyrimidinedione with a reductant, such as lithium aluminum hydride or sodium borohydride.
The reduction reaction is typically carried out in the presence of a solvent, such as ethanol or glycol, and the product is extracted and purified using standard chromatography techniques.
In addition to the above-mentioned synthetic routes, (αS)-α-Amino-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid can also be synthesized through other methods, such as the Ullmann condensation of 2-chloropyrimidine with phenylamine, the reduction of 3,4-dihydro-2H-pyrimidine-2,6-dione with NaBH4, or the reaction of 3,4-dihydro-2H-pyrimidine-2,5-dione with LiAlH4.
The synthetic routes of (αS)-α-Amino-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid are versatile and can be adapted to large scale synthesis, making it an important intermediate in the production of various chemicals.
For example, this compound can be used as a building block for the synthesis of antithrombotics, anticoagulants, and antiplatelet agents, which are widely used in the pharmaceutical industry.
In addition to its use in the pharmaceutical industry, (αS)-α-Amino-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid is also used as an intermediate in the production of agrochemicals, such as herbicides and pesticides.
The compound can also be used in the synthesis of other chemicals, such as dyes, toners, and fragrances.
In conclusion, (αS)-α-Amino-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid is a versatile synthetic compound that is widely used in the chemical industry as a building block for the production of various chemicals.
The synthetic routes of this compound are diverse and can be adapted to large scale synthesis, making it a valuable intermediate in the chemical industry.