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The (S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid, commonly referred to as (S)-BHP-COOH, is an important intermediate chemical used in the production of various pharmaceuticals and research chemicals.
Its unique molecular structure and properties make it a versatile building block for the synthesis of various compounds.
In this article, we will discuss the preparation, properties, and applications of (S)-BHP-COOH in the chemical industry.
Preparation of (S)-BHP-COOH
(S)-BHP-COOH can be synthesized through a multi-step process involving the reaction of several different reagents.
The synthesis process typically begins with the reaction of 3-hydroxypyridine-2-carbaldehyde with benzaldehyde, which is followed by the reduction of the resulting intermediate with lithium aluminum hydride (LAH).
The subsequent debenzylation step using hydrogen chloride (HCl) in the presence of a base, such as sodium hydroxide, yields (S)-BHP-COOH.
Properties of (S)-BHP-COOH
(S)-BHP-COOH is a white to off-white solid with a melting point in the range of 210-215°C.
It is soluble in various organic solvents such as ethanol, acetone, and dichloromethane, but only slightly soluble in water.
The molecular formula for (S)-BHP-COOH is C13H18N2O3, and it has a molecular weight of 210.
27 g/mol.
The physical properties of (S)-BHP-COOH make it an attractive building block for the synthesis of various compounds.
Its unique molecular structure, which consists of a benzyloxycarbonyl (CBZ) group bonded to a hexahydropyridazine-3-carboxylic acid moiety, provides a stable and reactive intermediate for subsequent chemical modifications.
Applications of (S)-BHP-COOH
(S)-BHP-COOH has numerous applications in the chemical industry, including the synthesis of pharmaceuticals, research chemicals, and agrochemicals.
In the pharmaceutical industry, (S)-BHP-COOH is used as an intermediate for the synthesis of various drugs.
For example, it can be converted into (S)-3-(4-chlorophenyl)-1-(1H-pyrazol-1-yl)propan-2-amide, which is an antipsychotic drug that is currently under clinical trial.
In the research chemical industry, (S)-BHP-COOH is used as a building block for the synthesis of novel compounds with unique properties.
For example, it can be converted into 1,3-oxazepan-2-one, a versatile building block for the synthesis of various heterocycles, which have potential applications in the pharmaceutical and agrochemical industries.
In the agrochemical industry, (S)-BHP-COOH can be converted into various herbicides and pesticides.
For example, it can be converted into 2-(2,6-deoxy-2,6-dihydroimino-β-D-glucopyranosylamino)-6-chlorobenzamide, which is an herbicide that is used to control weeds in crops.
Conclusion
(S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid (BHP-COOH) is an important intermediate chemical that is widely used in the pharmaceutical, research chemical, and agrochemical industries.
Its unique molecular structure and properties make it