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(+)-Lansoprazole is a popular anti-ulcer drug that is widely used to treat gastroesophageal reflux disease (GERD), peptic ulcer disease, and other stomach disorders.
The drug is synthesized through several synthetic routes, each of which has its advantages and disadvantages.
This article will discuss some of the most commonly used synthetic routes for (+)-Lansoprazole.
One of the most common methods for synthesizing (+)-Lansoprazole is through the 2,6-dichlorophenol synthesis route.
This route involves the reaction of 2,6-dichlorobenzoic acid with sodium hydroxide to form 2,6-dichlorophenol, followed by treatment with methyl iodide and hydrolysis to produce the desired product.
This route is relatively simple and inexpensive, but it does require the use of hazardous reagents.
Another synthetic route for (+)-Lansoprazole is the 3,10-dichloro-2,4,7,9-tetraoxacyclopentadecane synthesis route.
This route involves the reaction of 3,5-diiodo-2,4,6-tribromophenol with sodium hydroxide to form 3,10-dichloro-2,4,7,9-tetraoxacyclopentadecane, followed by reduction with sodium borohydride to produce (+)-Lansoprazole.
This route is more complex and expensive than the 2,6-dichlorophenol synthesis route, but it is safer and does not require the use of hazardous reagents.
A third synthetic route for (+)-Lansoprazole is the 4,5-dihydroxy-6-methyl-2-oxooxazolidinone synthesis route.
This route involves the reaction of 4-hydroxy-5-methyl-2-oxooxazolidin-3-one with anisaldehyde to form the desired product.
This route is more complex and expensive than the 2,6-dichlorophenol synthesis route, but it is safer and does not require the use of hazardous reagents.
In addition to the above-mentioned synthetic routes, there are several other methods for synthesizing (+)-Lansoprazole.
One such method involves the reaction of 2-methyl-5-nitro-3-pyrazoline-4-carboxylic acid with 3-nitrophthalic acid to form the desired product.
This route is relatively simple and inexpensive, but it does require the use of hazardous reagents.
Another method for synthesizing (+)-Lansoprazole involves the reaction of 2,6-dimethyl-4-nitrophenol with 3-nitrophthalic acid to form the desired product.
This route is similar to the previous one and also requires the use of hazardous reagents.
Overall, there are several synthetic routes for synthesizing (+)-Lansoprazole, each with its own advantages and disadvantages.
The choice of synthetic route depends on several factors, including the availability and cost of the starting materials, the yield and purity of the product, and the safety of the reaction conditions.
It is important for chemists to carefully evaluate the risks and benefits of each synthetic route before deciding which one to use.