H-Lys(2,4-dichloro-Z)-OBzl · HCl

H-Lys(2,4-dichloro-Z)-OBzl · HCl is a protected lysine derivative presented as the hydrochloride salt, combining an N-protected lysine framework with a benzyl ester (OBzl) at the C-terminus and a Z-type protecting group associated with the side-chain functionality. The molecule contains a stereogenic lysine α-carbon, and the salt form (HCl) provides defined protonation behavior that can aid handling and reproducible coupling chemistry under peptide-synthesis conditions. The side-chain aryl chlorination pattern at the 2,4-positions introduces electron-withdrawing halogens that modulate reactivity and can support selective derivatization or controlled deprotection sequences. The benzyl ester and N-protection strategy enable downstream transformation into free carboxylic acid and/or amine functionalities, making the compound suitable as a chiral amino acid intermediate and peptide building block precursor.

1. Peptide Synthesis

H-Lys(2,4-dichloro-Z)-OBzl · HCl is applied in peptide building block preparation where lysine side-chain protection and benzyl ester masking support stepwise assembly. The protected α-amino group and the benzyl ester at the C-terminus are compatible with standard peptide coupling workflows, while the Z-type side-chain protection strategy can help maintain orthogonality during chain elongation. The 2,4-dichloro substitution pattern on the side-chain protecting element can influence deprotection selectivity and can be leveraged to manage chemoselective transformations toward lysine-containing sequences. The resulting derivatives can be used to generate protected peptide intermediates for subsequent purification, fragment assembly, and final deprotection into lysine-bearing peptides.

2. Amino Acid Derivatization

H-Lys(2,4-dichloro-Z)-OBzl · HCl is suitable for amino acid derivatization programs that require controlled functional-group unmasking from a protected lysine scaffold. The benzyl ester provides a removable C-terminal handle that can be converted into a carboxylic acid for further coupling, salt formation, or immobilization chemistry. The N-protected lysine architecture supports selective transformations without exposing the amine prematurely, while the 2,4-dichloro motif can serve as a reactive or spectroscopically informative element for intermediate tracking and downstream scaffold modification. The compound can therefore function as a chiral intermediate for preparing functionalized lysine analogs used in medicinal chemistry, chemical biology probes, and peptide-mimetic construction.

3. Peptidomimetics Research

H-Lys(2,4-dichloro-Z)-OBzl · HCl is used in peptidomimetic construction where a lysine-derived stereocenter and protected functional groups enable controlled incorporation into non-natural or modified backbones. The presence of a protected amine and masked carboxyl group facilitates coupling to electrophilic partners that build constrained or substituted peptide-like structures. The 2,4-dichloro substitution can be retained as a halogenated motif to tune electronic properties, influence conformational preferences, or provide a handle for later functionalization steps such as cross-coupling or selective substitution chemistry. The resulting halogenated lysine-containing intermediates can be advanced into SAR studies and molecular design campaigns that require consistent stereochemistry and defined protection patterns.

4. Chemical Manufacturing Intermediates

H-Lys(2,4-dichloro-Z)-OBzl · HCl is relevant to process chemistry and specialty chemical production as a protected amino acid intermediate with a clear protection/deprotection logic. The benzyl ester and N-protection strategy support manufacturing-friendly handling by reducing side reactions from free carboxylate or amine groups during multi-step synthesis. The hydrochloride salt form can improve reproducibility of material properties such as protonation state and solid-state handling, which can matter for scale-up of protected amino acid building blocks. The compound can be employed to manufacture protected lysine-derived intermediates for peptide synthesis supply chains, including upstream preparation of defined fragments used in fine chemical synthesis workflows.

5. Analytical Research Standards

H-Lys(2,4-dichloro-Z)-OBzl · HCl can be used in analytical research as a structurally defined lysine derivative standard and reference intermediate. The combination of benzyl ester and halogenated side-chain features provides distinct chromatographic and mass spectrometric signatures that can support method development for monitoring protected amino acid synthesis and deprotection progress. The stereogenic lysine center and the salt form help maintain consistent identity for assay qualification when tracking intermediates across peptide coupling and protecting-group manipulations. The compound can therefore serve in analytical workflows that require reliable detection of lysine-protected species, impurity profiling, and confirmation of intermediate integrity during amino acid derivative manufacturing.

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