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Introduction:
The search for new and efficient methods of synthesizing pharmaceutical compounds is a constant endeavor in the chemical industry.
(S)-(-)-2-(1-Hydroxyethyl)pyridine, also known as pyridine-2,3-diones, is a pharmaceutical compound used in the treatment of agranulocytosis, a condition characterized by a decreased number of white blood cells.
In this article, we will explore the synthetic routes for (S)-(-)-2-(1-Hydroxyethyl)pyridine.
Synthetic Routes:
There are several synthetic routes available for the preparation of (S)-(-)-2-(1-Hydroxyethyl)pyridine.
The following are some of the most commonly used methods:
- P2P Strategy:
The P2P (P starting from a petroleum-derived material) strategy is a commonly used approach for the synthesis of pharmaceutical compounds.
One of the synthetic routes for (S)-(-)-2-(1-Hydroxyethyl)pyridine involves the use of P2P strategy.
The reaction involves the conversion of 2-bromopropane or 2-iodopropane with ethyl acetate in the presence of a base, such as sodium hydroxide, to yield (S)-(-)-2-(1-Hydroxyethyl)pyridine.
Advantages:
- The P2P strategy is a cost-effective approach that can be used to synthesize pharmaceutical compounds.
- The reaction is relatively straightforward and can be easily scaled up for industrial use.
Disadvantages:
- The use of petroleum-derived starting materials limits the sustainability of the process.
- The reaction involves the use of harsh reagents and high temperatures, which can result in low yield and purity of the product.
- Amination Strategy:
Another synthetic route for (S)-(-)-2-(1-Hydroxyethyl)pyridine involves the use of amination strategy.
The reaction involves the conversion of N-bromosuccinimide with (S)-(-)-2-amino-5-iodopyridine in the presence of a solvent, such as N,N-dimethylformamide, and a base, such as sodium hydroxide.
The reaction can be further elaborated by reducing the N-bromosuccinimide to yield (S)-(-)-2-(1-Hydroxyethyl)pyridine.
Advantages:
- The amination strategy is a simple and efficient approach to synthesize pharmaceutical compounds.
- The reaction can be easily scaled up for industrial use.
Disadvantages:
- The use of harsh reagents and high temperatures can result in low yield and purity of the product.
- The reaction requires the use of expensive reagents and solvents.
- Reductive Amination Strategy:
A third synthetic route for (S)-(-)-2-(1-Hydroxyethyl)pyridine involves the use of reductive amination strategy.
The reaction involves the conversion of 2-bromopropane or 2-iodopropane with (S)-(-)-2-amino-5-iodopyridine in the presence of a reducing agent, such as lithium aluminum hydride, and a solvent, such as N,N-dimethylformamide.
The reaction can be further elaborated by hydrolyzing the intermediate to yield (S)-(-)-2-(1-Hydroxyethyl)pyridine.
Advantages:
- The reductive amination strategy is a versatile approach that can be used to synthesize a wide range of pharmaceutical compounds.
- The reaction can be easily scaled up for industrial use.
Disadvantages:
- The use of harsh reagents and high temperatures can result in low yield and purity of the product.
- The reaction requires the use of expensive reagents and solvents.
Conclusion:
The synthetic routes for (S)-(-)-2-(1-Hydroxyethyl