(S)-1-(3-(1-(Hexyloxy)ethyl)-2-methoxyphenyl)ethanone

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Cat Number

INT2095308806

CAS Number

2095308-80-6

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Product Detail Description Customer Q&A

CAS Number

2095308-80-6

Storage

Store at room temperature

Synonyms

Ethanone, 1-[3-[(1S)-1-(hexyloxy)ethyl]-2-methoxyphenyl]-

Molecular Formula

C17H26O3

Molecular Weight

278.39

Smiles

C(=O)(C1=CC=CC([C@@H](OCCCCCC)C)=C1OC)C

Appearance

Colorless to light yellow oil

Boiling Point

370.2℃

Relative Density

0.98

General Description

(S)-1-(3-(1-(Hexyloxy)ethyl)-2-methoxyphenyl)ethanone is a high-purity chiral aromatic ketone that serves as a vital intermediate in the synthesis of specialized pharmaceutical compounds. This molecule features an acetophenone core substituted with a methoxy group and a distinctive chiral side chain containing a hexyloxy-functionalized ethyl group. Its specific (S)-configuration and the lipophilic hexyl chain are engineered to provide the necessary molecular geometry and physicochemical properties required for advanced drug development.

Mechanism of Action

As a synthetic building block, (S)-1-(3-(1-(hexyloxy)ethyl)-2-methoxyphenyl)ethanone acts as a precursor for the construction of more complex heterocyclic or polycyclic structures. The ketone functional group allows for a wide range of chemical transformations, such as reductive amination, Grignard additions, or condensation reactions to form thiazoles or other nitrogen-containing rings. The (S)-stereocenter is critical for maintaining the chiral integrity of the final active pharmaceutical ingredient (API), ensuring it interacts correctly with target biological macromolecules.

Application

(S)-1-(3-(1-(Hexyloxy)ethyl)-2-methoxyphenyl)ethanone is primarily utilized in the pharmaceutical industry as an intermediate for the synthesis of selective inhibitors and modulators targeting metabolic and inflammatory pathways. It is a key component in the production of APIs for treating conditions such as chronic autoimmune diseases or metabolic syndrome. In medicinal chemistry research, it is used as a scaffold for structure-activity relationship (SAR) studies and for the development of chiral chemical libraries intended for high-throughput screening of novel lead compounds.

What is the role of the ketone group in (S)-1-(3-(1-(hexyloxy)ethyl)-2-methoxyphenyl)ethanone?

The ketone group in it provides a reactive site for various chemical transformations, enabling the synthesis of diverse heterocyclic drug candidates.

Is (S)-1-(3-(1-(hexyloxy)ethyl)-2-methoxyphenyl)ethanone soluble in organic solvents?

Yes, it is highly soluble in common organic solvents such as dichloromethane, ethyl acetate, and ethanol due to its lipophilic hexyl chain.

What is the primary industrial application for (S)-1-(3-(1-(hexyloxy)ethyl)-2-methoxyphenyl)ethanone?

It is mainly used as a key intermediate in the pharmaceutical manufacturing of advanced APIs for metabolic and inflammatory disease treatments.

How should (S)-1-(3-(1-(hexyloxy)ethyl)-2-methoxyphenyl)ethanone be stored?

It should be stored in a cool, dry place in a tightly sealed container, protected from light and moisture to prevent degradation.