L-Valine methyl ester hydrochloride is a valine-derived amino acid ester in which the carboxyl group of L-valine is esterified as a methyl ester while the amino functionality is present as a hydrochloride salt. The molecule contains a branched isopropyl side chain characteristic of valine, and the salt form provides an ammonium chloride counterion that affects solubility and handling while retaining the ester and side-chain functionalities for further derivatization. As an amino acid ester intermediate, it is used in peptide synthesis workflows and in the preparation of more complex valine-containing amino acid derivatives, where the ester group can be manipulated to support controlled assembly of peptide bonds or downstream functional group transformations.
CAT No: CP02229
CAS No:6306-52-1
Synonyms/Alias:BOC-L-PRA-OHDCHA;63039-49-6;Boc-Pra-OH?DCHA;Boc-L-Pra-OH*DCHA;CTK8F8292;C12H23N.C10H15NO4;6394AH;BOC-L-PROPARGYLGLYCINEDCHASALT;KM0688;J-300360
L-Valine methyl ester hydrochloride is the methyl ester hydrochloride salt of L-valine, retaining the chiral α-carbon stereochemistry characteristic of L-amino acid building blocks while converting the carboxylic acid functionality into a methyl ester. The molecule presents a protected carboxyl equivalent (ester) and a protonated amine as the hydrochloride, which modulates solubility and reactivity during synthesis and enables controlled downstream transformations. The valine side chain (isopropyl group) provides hydrophobic character and steric bias that can influence coupling efficiency and conformational preferences in peptide fragments. As an amino acid ester, it participates in peptide coupling chemistry after appropriate amine/ester handling, and it serves as a chiral intermediate for preparing protected amino acids, side-chain-modified derivatives, and stereodefined fragments for fine chemical synthesis.
1. Peptide Coupling Chemistry
L-Valine methyl ester hydrochloride is used in peptide synthesis workflows where an amino acid ester serves as a chiral precursor for assembling valine-containing fragments. The esterified carboxyl group and the hydrochloride-protonated amine enable controlled conversion into peptide-ready forms through standard protection/deprotection strategies and activation chemistry. Valine's side-chain isopropyl group contributes hydrophobic and sterically defined behavior that can affect amide bond formation and the conformational landscape of short peptides and peptidomimetics. Downstream processing can generate valine residues with defined stereochemistry for fragment coupling, iterative chain elongation, and library synthesis of peptide analogs.
2. Protected Amino Acid Intermediates
L-Valine methyl ester hydrochloride functions as a chiral amino acid intermediate for producing N-protected valine derivatives and other protected amino acid building blocks used in protected amino acid synthesis. The hydrochloride salt form helps manage amine reactivity during installation of N-protecting groups, while the methyl ester can be retained or transformed depending on the intended peptide coupling sequence. Ester-to-acid conversion and subsequent protection strategies can yield C-terminal-ready valine units that integrate into Fmoc/Boc or alternative protecting-group schemes. The resulting protected intermediates support stereochemically consistent incorporation of L-valine into peptides and enable scalable fine chemical synthesis of amino acid derivatives.
3. Chiral Building Block Synthesis
L-Valine methyl ester hydrochloride is applied as a starting chiral intermediate for stereoselective synthesis of valine-derived molecules in chemical manufacturing and process chemistry. The preserved L-configuration at the α-carbon supports downstream derivatization of the amino acid skeleton into chiral esters, acids, and amide-forming intermediates used for asymmetric or stereocontrolled routes. The methyl ester provides a handle for selective hydrolysis, transesterification, or conversion to activated derivatives, while the side-chain isopropyl group can be carried through as a hydrophobic motif in target scaffolds. Chiral intermediate preparation from this compound can feed into peptide-like building blocks, SAR-focused fragment generation, and process intermediates for specialty chemical production.
4. Side-Chain Functionalization
L-Valine methyl ester hydrochloride supports side-chain functionalization strategies that introduce additional reactivity while maintaining the amino acid stereocenter. The isopropyl side chain can be leveraged for transformations that generate substituted valine analogs, enabling incorporation into enzyme substrate studies, chemical biology probes, and peptidomimetic scaffolds. The ester and amine functionalities allow orthogonal manipulation, where ester handling and N-protection can be coordinated with side-chain modification to maintain compatibility with peptide coupling chemistry. Resulting functionalized valine derivatives can be used to tune hydrophobicity, steric bulk, and binding-site interactions in structure-activity relationship studies and molecular design programs.
5. Analytical Standards And Labeling Precursors
L-Valine methyl ester hydrochloride can serve as a reference material precursor for analytical research and method development involving amino acid ester and valine-containing derivatives. The defined stereochemistry and well-characterized functional group set (ester and amine salt) make it suitable for generating calibration standards after conversion to acids, protected amino acids, or peptide fragments. The compound's role as an intermediate also supports isotope-labeling approaches where valine-derived fragments are incorporated into peptides or used to track derivatization pathways by LC-MS or related analytical techniques. Downstream preparation of labeled or derivatized valine species enables quantitative analysis of reaction mixtures, monitoring of protecting-group strategies, and verification of stereochemical integrity in synthetic sequences.
6. Pharmaceutical Intermediate Preparation
L-Valine methyl ester hydrochloride is relevant to pharmaceutical manufacturing and specialty chemical production as a chiral amino acid intermediate for building blocks used in peptide-like and amino acid-derived syntheses. The methyl ester form can be converted into activated carboxyl derivatives or hydrolyzed to the corresponding acid under controlled conditions, while the hydrochloride salt supports manageable handling of the amine during protection and coupling steps. Valine's hydrophobic side chain can be incorporated into intermediates for peptidomimetic scaffolds, linker units, and stereodefined fragments used in process chemistry. Industrial routes can employ this compound to prepare downstream amino acid derivatives with consistent stereochemistry for fine chemical synthesis and applied product development.
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