L-Leucinol · HCl is a hydrochloride salt of L-leucinol, a leucine-derived amino alcohol featuring an aliphatic isobutyl side chain and a primary alcohol at the position corresponding to the amino acid's carboxyl group. The molecule bears a protonated amine (as the HCl salt) and a free hydroxyl group, with the stereochemistry indicated as L at the chiral center associated with the original leucine framework. As a protected-free amino alcohol derivative rather than a free amino acid, it is used in peptide- and amide-chemistry contexts and as a building block for synthesizing amino alcohol conjugates, labeling handles, and other leucine-based structural analogues.
CAT No: CP27433
CAS No:7533-40-6
Synonyms/Alias:L-Leucinol;(S)-(+)-Leucinol;7533-40-6;L(+)-Leucinol;L-(+)-Leucinol;(S)-2-Amino-4-methylpentan-1-ol;(2S)-2-amino-4-methylpentan-1-ol;(S)-(+)-2-Amino-4-methyl-1-pentanol;(2S)-2-amino-4-methyl-1-pentanol;Leucinol;VPSSPAXIFBTOHY-LURJTMIESA-N;MFCD00063676;1-Pentanol,2-amino-4-methyl-,(S)-;2-Amino-4-methyl-1-pentanol;(S)-2-Amino-4-methyl-1-pentanol;2-Amino-4-methyl-pentan-1-ol;2-Amino-4-methyl-1-pentanol#;H-Leucinol;(L)-leucinol;(S)-leucinol;(S)-(+)leucinol;AmbotzFAL1011;AC1L39BK;AC1Q1O9G;KSC491Q3J
L-Leucinol · HCl is the hydrochloride salt of L-leucinol, a chiral amino alcohol related to the leucine side chain, featuring a stereogenic center at the carbon bearing the hydroxymethyl group and a secondary alcohol functionality that is present as a protonated salt under acidic conditions. The compound contains a primary amino group (as the HCl salt) and a free alcohol that together enable selective protection, salt-controlled solubility, and controlled reactivity during derivatization. The amino alcohol motif supports conversion into N-protected intermediates and into activated derivatives for carbon-nitrogen bond formation, while the chiral center can be retained through standard amino alcohol chemistry. As a chiral building block and synthetic intermediate, L-Leucinol · HCl can serve as a downstream precursor for amino acid derivative synthesis, peptide-adjacent coupling reagents, and stereochemically defined fragments for medicinal chemistry and process development.
1. Chiral Amino Alcohol Synthesis
L-Leucinol · HCl is used in chiral synthesis planning for amino alcohol-derived fragments where stereochemical integrity is required from the L-configuration. The hydrochloride form stabilizes the amine for handling and enables formation of N-protected amino alcohols through common protection strategies that preserve the secondary alcohol for later functional group interconversions. The side-chain resemblance to leucine supports downstream elaboration into leucine-like motifs used in stereodefined intermediate libraries for fine chemical synthesis. Conversion into protected derivatives can feed into chiral building block preparation for asymmetric synthesis workflows and structure-defined reagent manufacture.
2. Peptide Coupling Precursors
L-Leucinol · HCl is applied as a peptide-adjacent intermediate in peptide chemistry where amino alcohol functionality can be transformed into coupling-ready derivatives. The amine salt can be protected to control chemoselectivity, while the alcohol can be converted into leaving groups or functionalized to enable C-N bond formation strategies that generate amino acid analogs or side-chain modified fragments. The leucine-derived carbon framework supports incorporation into peptidomimetic scaffolds that mimic hydrophobic side-chain behavior while introducing a hydroxymethyl handle for further derivatization. Downstream use includes preparation of stereochemically defined intermediates compatible with protected-amino-acid synthesis logic and sequential functional group management.
3. Chemical Biology Labeling
L-Leucinol · HCl can function as a chiral handle for chemical biology workflows that require amino alcohol-containing moieties for conjugation chemistry. The protonated amine and free hydroxyl enable orthogonal protection and subsequent derivatization into electrophiles or activated esters for attaching to biomolecule scaffolds under controlled conditions. The leucine-like hydrophobic side chain can support incorporation into probes that target specific binding pockets through side-chain recognition while the hydroxymethyl group provides a functional anchor for linker installation. Resulting labeled or derivatized amino alcohol derivatives can be used to generate biomolecule modification reagents and analytical standards for binding and reactivity studies.
4. Process Chemistry Intermediate
L-Leucinol · HCl is suitable for process chemistry intermediate preparation due to its salt form, which can improve aqueous handling and enable reproducible downstream protection and conversion steps. The amino alcohol structure supports staged functional group transformations, including N-protection for selective reactivity and alcohol activation for controlled derivatization without scrambling the chiral center. The leucine-derived skeleton aligns with industrial intermediate design patterns that favor robust, scalable operations for fine chemical synthesis and specialty chemical production. Downstream manufacturing utility includes generation of protected amino alcohols and stereodefined building blocks used in multi-step routes toward peptide analogs and amino acid derivative families.
5. Peptidomimetics And SAR Studies
L-Leucinol · HCl is employed in peptidomimetic construction where incorporation of a chiral amino alcohol can modulate polarity, hydrogen-bonding, and conformational preferences relative to canonical amino acids. The combination of an L-stereocenter, an amine, and a hydroxyl enables systematic side-chain functionalization to generate analog series for structure-activity relationship studies in medicinal chemistry research. N-protection strategies allow selective coupling or scaffold assembly, while alcohol-based modifications can tune linker length, polarity, and reactivity for subsequent attachment to aromatic or heterocyclic fragments. Resulting derivatives can serve as stereochemically defined SAR intermediates and enable iterative optimization of amino acid-like pharmacophores in applied molecular design.
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