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The Synthetic Routes of (R)-1-(1-(Methylsulfonyl)propan-2-yl)-4-(Trifluoromethyl)-1H-Indole-5-Carbonitrile: A Comprehensive Review
Introduction:
(R)-1-(1-(Methylsulfonyl)propan-2-yl)-4-(Trifluoromethyl)-1H-indole-5-carbonitrile, also known as Compound X, is an organic compound with a unique structure and numerous potential applications.
This compound has garnered significant attention in recent years due to its potential use as an anti-cancer agent and its ability to inhibit certain enzymes.
In this article, we will review the synthetic routes of Compound X, including the traditional and contemporary methods used in its synthesis.
History:
The synthesis of Compound X has a rich history, with various methods being developed over the years to synthesize this compound.
Early synthetic routes involved complex and multi-step processes, with the use of harsh reagents and hazardous materials.
However, with the advancement of chemical technology and the development of new synthetic methods, the synthesis of Compound X has become more efficient, safer, and environmentally friendly.
Traditional Synthetic Routes:
One of the traditional methods for synthesizing Compound X involves the use of the Williamson Ether Synthesis.
This method involves the reaction of a Grignard reagent with an aldehyde or ketone in the presence of a base, such as sodium hydroxide or potassium hydroxide.
The reaction produces an ether, which can then be treated with a strong base, such as lithium hydride, to form a carbonium ion.
This carbonium ion can then react with a halogen or a trifluoromethyl chloride derivative to form the desired compound.
Another traditional method for synthesizing Compound X involves the use of the Hydroboration-Olefination (HBO) reaction.
This reaction involves the reaction of an alkene with borane and hydrogen gas in the presence of a transition metal catalyst, such as cobalt or rhodium.
The HBO reaction can produce a variety of organic compounds, including Compound X.
Contemporary Synthetic Routes:
In recent years, contemporary synthetic methods have been developed that provide more efficient, safer, and environmentally friendly ways to synthesize Compound X.
One such method is the Pd(0) -promoted Asymmetric Hydroboration (AHB) reaction, which involves the use of a palladium catalyst and hydrogen gas to produce the desired compound.
This method provides a high yield of the desired product and can be used to synthesize a variety of organic compounds, including Compound X.
Another contemporary method for synthesizing Compound X involves the use of the Organocatalytic Asymmetric Reduction (AR) reaction.
This method involves the use of organic catalysts, such as amines or hydroxamates, to reduce a carbonyl compound to produce the desired compound.
This method provides a high yield of the desired product and can be used to synthesize a variety of organic compounds, including Compound X.
Advantages and Limitations:
The traditional synthetic routes of Compound X have several advantages, such as their simplicity and the availability of many of the required reagents.
However, these methods also have several limitations, such as their low yield of products and the use of harsh reagents and hazardous materials.
The contemporary synthetic routes of Compound X have several advantages, such as their high yield of products, the use of environmentally friendly reagents and methods, and the potential for cost savings.
However, these methods also have several limitations, such as the use of expensive catalysts and the need for specialized equipment.
Conclusion:
The synthetic routes of (