H-β-Alanine ethyl ester hydrochloride is an amino acid ester derivative consisting of β-alanine bearing an ethyl ester at the carboxyl position and a free amino group on the β-carbon. The molecule is present as a hydrochloride salt, with protonation of the amino functionality that increases water solubility and influences handling, while retaining the esterified carboxyl group for controlled reactivity. In peptide and amino-acid chemistry workflows, it is used as a precursor for preparing β-alanine-containing intermediates and related conjugation or labeling building blocks, where ester protection of the carboxyl group supports stepwise synthesis and subsequent functional group transformations.
CAT No: CP02304
CAS No:4244-84-2
Synonyms/Alias:ethyl3-aminopropanoatehydrochloride;4244-84-2;beta-Alanineethylesterhydrochloride;Ethyl3-aminopropionatehydrochloride;Ethylbeta-alaninatehydrochloride;b-alanineethylesterhydrochloride;beta-alanineethylesterhcl;MFCD00012909;SBB004038;3-AminopropionicAcidEthylEsterHydrochloride;ethyl3-aminopropanoate,chloride;H-|A-Ala-OEtinvertedexclamationmarkcurrencyHCl;h-b-ala-oethcl;h-beta-ala-oethcl;H-?-Ala-OEt.HCl;H-?-Ala-OEt?HCl;PubChem10927;ACMC-209jpi;AC1L9YHF;Ethylbeta-alaninateHCl;b-alanineethylesterhcl;AC1Q39XS;SCHEMBL2988;KSC495I4T;306142_ALDRICH
H-β-Alanine ethyl ester hydrochloride is the ethyl ester hydrochloride salt of β-alanine, featuring an amino group on the β-carbon relative to the carboxylate and an ethyl ester functionality that masks the carboxylic acid for controlled reactivity. The hydrochloride counterion protonates the amine, improving handling as a crystalline salt while enabling subsequent conversion to free base or protected amine derivatives. The β-amino acid topology supports formation of amide, urea, and peptide-like linkages after activation of the ester or after orthogonal protection strategies are introduced. The ester group can participate in downstream transformations such as aminolysis, transesterification, or hydrolysis to regenerate β-alanine derivatives, making it a practical chiral-agnostic building block for amino acid chemistry and synthetic intermediate preparation.
1. Peptide Coupling Chemistry
H-β-Alanine ethyl ester hydrochloride is applied in peptide coupling chemistry and short peptide synthesis workflows where a β-amino ester precursor enables controlled amide bond formation. The β-amino functionality can be deprotonated and then protected as needed to manage chemoselectivity during coupling, while the ethyl ester can be activated or transformed to align with standard peptide assembly strategies. The β-position relative to the carbonyl supports incorporation into β-peptide motifs or β-amino acid segments that differ from α-amino acid backbones in conformational behavior. Downstream, the compound can be converted into β-alanine building blocks for stepwise chain elongation and for preparing peptide-like analogs used in biochemical research and synthetic methodology development.
2. Amino Acid Derivatization
H-β-Alanine ethyl ester hydrochloride is utilized for amino acid derivatization routes that require a stable, esterified β-amino acid intermediate. The ester group provides a handle for aminolysis to generate amides, for hydrolysis to yield β-alanine derivatives, or for transesterification to adjust solubility and reactivity in multistep syntheses. The hydrochloride salt form supports reproducible handling and can be converted into protected amines or activated intermediates for functional group installation. Resulting derivatives can include N-substituted β-alanines, β-amide linkers, and side-chain modified amino acid analogs that serve as intermediates in fine chemical synthesis and applied biochemical reagent preparation.
3. Chemical Manufacturing Intermediates
H-β-Alanine ethyl ester hydrochloride functions as an amino acid-based intermediate in chemical manufacturing contexts where controlled ester chemistry supports scalable downstream transformations. The combination of a β-amino group and an ethyl ester enables route design that alternates between protection/deprotection and carbonyl activation steps to access β-alanine derivatives used in industrial fine chemical production. The salt form can support consistent feed preparation and can be converted into free amine or protected variants to match the requirements of subsequent coupling or functionalization operations. Industrially, the compound can be employed to manufacture building blocks for specialty chemicals, including β-amino acid derivatives used in polymerizable monomer preparation and linker synthesis.
4. Bioconjugation Linker Synthesis
H-β-Alanine ethyl ester hydrochloride is relevant to bioconjugation linker synthesis where a β-amino acid spacer can be incorporated to tune distance and reactivity in biomolecule labeling strategies. The β-amino group can be protected during ester manipulation and then reactivated or functionalized to introduce coupling-ready groups such as activated amines or amide-forming handles. The ester can be converted to carboxylic acid forms to support amide coupling to carrier proteins, peptides, or polymer backbones, enabling construction of conjugates with defined spacer length. The resulting β-alanine-based linkers can be used in chemical biology research and in manufacturing of labeled reagents where reproducible linker chemistry and controlled functional group placement are required.
5. Analytical Standards And Method Development
H-β-Alanine ethyl ester hydrochloride is suitable for analytical research and method development where β-amino acid ester standards support calibration and identification of β-alanine-related species. The hydrochloride salt and ester functionality provide a distinct, detectable chemical form that can be used to monitor hydrolysis, esterification, or derivatization steps in amino acid processing workflows. The compound's straightforward conversion to β-alanine and related derivatives enables comparative analysis across sample preparation conditions, including monitoring of salt-to-free-base behavior and ester stability. Downstream, the compound can serve as a reference material for LC or GC workflows coupled with derivatization strategies used to quantify β-amino acid intermediates in research-grade synthesis and industrial process development.
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