3,5-Dichloro-4-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)benzoic acid

3,5-Dichloro-4-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)benzoic acid

Cat Number
INT2089386332
CAS Number
2089386-33-2

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CAS Number
2089386-33-2
Synonyms
Diethyl 8-isocyano-2,2,14,14-tetramethyl-8-(4-methylphenyl)sulfonylpentadecanedioate
Molecular Formula
C13H12Cl2O4
Molecular Weight
289.11
General Description
3,5-Dichloro-4-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)benzoic acid is a highly functionalized aromatic building block that incorporates an alpha,beta-unsaturated methyl ester moiety attached to a sterically hindered, chlorinated benzoic acid core. This complex molecule is specifically engineered as an intermediate for advanced pharmaceutical synthesis.
Mechanism of Action
As a multifaceted synthetic precursor, 3,5-dichloro-4-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)benzoic acid offers multiple reactive sites, including the carboxylic acid group and the conjugated alkene-ester system. The alpha,beta-unsaturated ester functionality serves as an ideal handle for subsequent nucleophilic additions or cyclization reactions, enabling the construction of complex heterocyclic frameworks. The chlorine atoms at the 3 and 5 positions of the benzoic acid ring significantly influence the acidity and reactivity of the core, while also providing unique steric and electronic effects that enhance the target-binding affinity of the resulting pharmaceutical candidates.
Application
3,5-Dichloro-4-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)benzoic acid is primarily utilized as a key intermediate in the pharmaceutical industry for the synthesis of innovative active pharmaceutical ingredients (APIs). It is especially valuable in the development of therapeutic molecules aimed at modulating complex enzymatic pathways, such as those involved in inflammatory and metabolic diseases.

What is the role of the alpha,beta-unsaturated ester in 3,5-dichloro-4-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)benzoic acid?

The alpha,beta-unsaturated ester in it serves as a highly reactive handle, allowing for precise chemical modifications and the construction of complex molecular architectures.

How do the chlorine substituents contribute to the properties of 3,5-dichloro-4-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)benzoic acid?

The chlorine substituents in it provide steric hindrance and electronic modulation, which enhance both the chemical stability and the target-binding characteristics of the final drug product.

What is the primary industrial application for 3,5-dichloro-4-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)benzoic acid?

It is primarily used as a critical intermediate for the industrial synthesis of advanced APIs targeting metabolic and inflammatory conditions.

Are COA and SDS available for 3,5-dichloro-4-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)benzoic acid?

Yes, every batch of it is provided with a batch-specific Certificate of Analysis and a comprehensive Safety Data Sheet to ensure safety and transparency.
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