L-Valine ethyl ester hydrochloride contains the amino acid valine backbone in an amino-acid ester form, where the carboxyl group is converted to an ethyl ester and the molecule is present as a hydrochloride salt. The structure retains the α-amino functionality and the isopropyl side chain characteristic of valine, with the esterification and salt formation affecting overall polarity and solubility while leaving the stereochemistry consistent with the "L-" designation. This derivative is commonly used as a protected/activated building block in peptide-related synthesis and as a substrate for chemical transformations where control of the carboxyl group is required prior to coupling or further functionalization.
CAT No: CP02227
CAS No:17609-47-1
Synonyms/Alias:L-Valineethylesterhydrochloride;17609-47-1;H-Val-OEt.HCl;EthylL-valinatehydrochloride;H-L-MeVal-OMe*HCl;ethyll-valinatehydrochloride(1:1);SBB054134;ethyl(2S)-2-amino-3-methylbutanoatehydrochloride;ValineEthylEsterHydrochloride;H-Val-OEt?HCl;EthylL-valinateHCl;PubChem14928;(S)-Ethyl2-amino-3-methylbutanoatehydrochloride;H-Val-OEthydrochloride;H-VAL-OETHCL;AC1Q3ECJ;(L)-Ethyl2-Amino-3-MethylbutanoateHydrochloride;L-ValineethylesterHCl;AC1L3D4C;KSC491O1P;SCHEMBL135321;220698_ALDRICH;Jsp003613;CTK3J1717;MolPort-000-145-463
L-Valine ethyl ester hydrochloride is the ethyl ester hydrochloride salt of the L-amino acid valine, retaining the stereogenic alpha carbon in the S configuration typical of L-valine. The molecule presents a protected carboxyl functionality as a reactive ethyl ester while the amino group is present as a protonated chloride salt, which influences solubility and handling during peptide coupling and derivatization. The ester carbonyl participates in acyl-transfer chemistry and can be selectively transformed into amides, activated esters, or other carboxyl derivatives, while the side chain isopropyl group provides hydrophobic character relevant to peptide sequence design and structure-function studies. As a chiral amino acid ester intermediate, it is commonly used to build protected amino acid derivatives and to access downstream valine-containing scaffolds with controlled stereochemistry.
1. Peptide Coupling Building Block
L-Valine ethyl ester hydrochloride is applied in peptide synthesis workflows where an amino acid ester serves as a controllable precursor for N-acylation and subsequent conversion into peptide-ready building blocks. The ethyl ester masks the carboxylate as an ester, enabling selective activation to form amide bonds under coupling conditions while the L-stereocenter is preserved through standard ester-to-amide transformations. The hydrochloride salt form supports practical handling of the amino functionality as a protonated amine, which can be neutralized or converted during coupling sequences to match the requirements of common peptide coupling chemistries. Downstream, the resulting valine derivatives can be incorporated into short peptides, longer peptide fragments, or resin-bound syntheses, supporting consistent stereochemical outcomes in peptide construction and analog generation.
2. Amino Acid Ester Derivatization
L-Valine ethyl ester hydrochloride is used in synthetic organic chemistry as a chiral amino acid ester for carboxyl functional group interconversions and intermediate preparation. The ester carbonyl can be transformed into activated intermediates, amide derivatives, or carboxylate surrogates that feed into protected amino acid synthesis and C-terminal modification strategies. The isopropyl side chain provides a hydrophobic handle that can influence crystallinity and reactivity patterns in subsequent steps, which is relevant when preparing libraries of valine-containing intermediates. The hydrochloride salt enables reproducible conversion to free amine or controlled acylation states, supporting the preparation of downstream chiral building blocks used in fine chemical synthesis and peptide science.
3. Unnatural Amino Acid Analog Access
L-Valine ethyl ester hydrochloride supports chemical biology and medicinal chemistry research by serving as a starting chiral intermediate for generating valine-derived analogs with altered functional groups or modified stereochemical environments. The preserved L-configuration at the alpha carbon allows stereochemically defined derivatization, while the ester functionality can be retained or exchanged to install alternative terminal groups used in SAR studies and peptidomimetic design. The amino ester framework can be adapted to produce N-protected valine derivatives, side-chain modified valine analogs, or constrained scaffolds through selective functional group transformations compatible with amino acid chemistry. Resulting derivatives can be used as chiral fragments in molecular design campaigns, enabling systematic evaluation of how terminal group identity and stereochemistry affect binding and recognition in biochemical assays.
4. Pharmaceutical Intermediate Preparation
L-Valine ethyl ester hydrochloride is suitable for industrial fine chemical synthesis where chiral amino acid ester intermediates are required for manufacturing routes to peptide-like or amino acid-derived intermediates. The combination of a stable ester carbonyl and an amino group that can be converted from the hydrochloride salt state supports stepwise synthesis toward amide-containing intermediates used in pharmaceutical process chemistry. The stereogenic center provides a defined chiral input for downstream transformations that generate enantiopure building blocks, including valine-based fragments for larger synthetic sequences. Industrial utilization can include preparation of C-terminal derivatives, intermediate feedstocks for further functionalization, and controlled assembly of amino acid motifs used in applied product development.
5. Analytical Reference Standards
L-Valine ethyl ester hydrochloride can be employed in analytical research as a chiral reference material and derivatization substrate for monitoring amino acid ester formation, ester-to-amide conversions, and stereochemical integrity in synthetic sequences. The distinct presence of the ethyl ester and the hydrochloride salt form provides analytical signatures useful for method development in chiral HPLC, LC-MS, and derivatization-based workflows. The well-defined L-stereocenter and side-chain identity support calibration and verification of valine-containing intermediates during amino acid derivatization and peptide building block preparation. Downstream, the compound can serve as a standard for impurity profiling, process monitoring of ester intermediates, and quality control of chiral amino acid chemistry in research and manufacturing contexts.
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