(2S)-3-phenyl-2-[2-(4-sulfamoylphenyl)ethylcarbamoylamino]propanoic acid

Antimicrobial drug development:

Compounds containing sulfonamide groups (such as CAS 23074-02-46) are commonly used as intermediates for sulfonamide antibiotics and may be used to inhibit bacterial dihydrofolate synthase.

Anti inflammatory or metabolic regulation:

Phenylpropanoic acid derivatives with similar structures, such as (S) -2-Hydroxy-3-phenylpropanoic acid7, have activity in metabolic disease research and may serve as precursors for nonsteroidal anti-inflammatory drugs or enzyme inhibitors

Introduction of sulfonamide groups:

Starting from p-nitrophenethyl bromide, 4-sulfonylphenylethylamine is synthesized through reduction and sulfonation.

Optimization conditions: Sulfonyl chloride reacts with amine in alkaline environment (such as pyridine/THF system).

Propionic acid backbone construction:

Starting from (2S) -3-phenylpropionic acid, it reacts with isocyanates through amino protection (such as Boc protection) to form an aminoformamide bond.

Chiral control: using asymmetric synthesis or chiral separation techniques to maintain the (2S) configuration.

Amide bond condensation:

Connect sulfaphenethylamine and propionic acid derivatives under the catalysis of a condensing agent (such as EDC/HOBt), and deprotect to obtain the target product.

Solvent selection: DMF or DCM, reaction temperature 0-25 ℃

Molecular Weight:391.4
XLogP3:1.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:391.12019195
Monoisotopic Mass:391.12019195
Topological Polar Surface Area:147
Heavy Atom Count:27
Complexity:591
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes