L-Leucine amide hydrochloride

L-Leucine amide hydrochloride is the hydrochloride salt of the primary amide derived from L-leucine, featuring a branched aliphatic isobutyl side chain characteristic of the leucine amino acid class. The molecule contains an amide functional group at the former carboxyl position, while retaining the amino functionality as a protonated ammonium chloride salt, with stereochemistry indicated by the L designation. In peptide chemistry and related synthetic workflows, it is used as an amino-acid-derived building block or intermediate where conversion of the carboxyl group to an amide is required for preparing amide-linked derivatives, studying structure-property relationships, or supporting analytical method development for leucine-based compounds.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP01322

CAS No:10466-61-2

Synonyms/Alias:L-Leucinamidehydrochloride;10466-61-2;(S)-2-Amino-4-methylpentanamidehydrochloride;L-LEUCINAMIDEHCL;(2S)-2-amino-4-methylpentanamidehydrochloride;C6H14N2O.HCl;AC1MBYCD;H-Leu-NH2.HCl;(2S)-2-amino-4-methyl-pentanamideHydrochloride;L-Leucineamidehydrochloride;(S)-leucinamidehydrochloride;286427_ALDRICH;SCHEMBL1425294;CTK3J3407;L-(+)-leucinamidehydrochloride;MolPort-000-150-278;VSPSRRBIXFUMOU-JEDNCBNOSA-N;BB_NC-2379;ACT07151;ANW-15097;FD3059;MFCD00013012;AKOS015844704;AKOS015910079;AM81895

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M.F/Formula
C6H15ClN2O
M.W/Mr.
166.6

L-Leucine amide hydrochloride contains the L-leucine side chain with an amide functionality at the amino terminus, paired with a hydrochloride counterion that supports salt formation and handling. The molecule retains the characteristic hydrophobic isobutyl group of leucine, which influences solubility and makes it a practical chiral amino acid derivative for downstream derivatization. The amide state reduces free-amine reactivity while maintaining a defined carbonyl for controlled chemical transformations, and the salt form can affect coupling conditions by moderating basicity. As a chiral amino acid amide intermediate, it can be used to access leucine-based building blocks for peptide-related chemistry and for preparing functional derivatives with stereochemical integrity.

1. Peptide Coupling Building Blocks

L-Leucine amide hydrochloride supports peptide synthesis workflows where a leucine-derived carbonyl-containing unit is required for controlled coupling chemistry. The retained L-stereocenter and the amide carbonyl enable incorporation into protected or activated sequences after appropriate functional group adjustments, including conversion to coupling-ready derivatives or use as a precursor to leucine-based fragments. Salt formation with hydrochloride can facilitate reproducible handling in solid-state or solution-phase operations by stabilizing the amide salt form during intermediate preparation. Downstream, the compound can be applied to leucine amide fragment generation for peptide analog construction and for building defined hydrophobic segments in synthetic libraries.

2. Amino Acid Derivatization Chemistry

L-Leucine amide hydrochloride is suitable for amino acid derivatization strategies that exploit the leucine side chain while controlling the reactivity of the nitrogen through amide formation. The amide carbonyl provides a handle for chemoselective transformations such as acylation, activation for further coupling, or conversion into alternative nitrogen-protecting motifs depending on the target scaffold. The hydrochloride counterion helps define the protonation state during synthetic steps, which can be relevant for reproducible formation of intermediates and for minimizing uncontrolled side reactions from free amine species. Resulting derivatives can be used as chiral intermediates for fine chemical synthesis, including leucine-based amide-rich motifs used in synthetic organic chemistry.

3. Chiral Intermediate For SAR Studies

L-Leucine amide hydrochloride can serve as a chiral amino acid intermediate in structure-activity relationship studies that require consistent stereochemical input from L-leucine. The L-configuration at the alpha carbon is preserved, while the hydrophobic isobutyl side chain supports generation of analogs with defined lipophilicity and steric properties. The amide functionality allows systematic modification at the nitrogen or carbonyl through standard medicinal chemistry intermediate routes, enabling construction of series of leucine-derived compounds for SAR mapping. Downstream use may include preparation of peptidomimetic fragments and amide-linked scaffolds that reflect amino acid stereochemistry in non-peptide contexts.

4. Bioconjugation And Chemical Biology

L-Leucine amide hydrochloride can be applied in chemical biology workflows that require leucine-derived amide motifs for controlled conjugation chemistry. The compound's amide nitrogen and carbonyl can be used as a structural element within linkers or as a starting point for generating functionalized leucine units that participate in coupling to biomolecule-reactive handles. The defined hydrophobic leucine side chain can influence conjugate behavior by modulating local microenvironments around attachment points, which is relevant for designing stable linker regions in biomolecule modification. Resulting leucine-based conjugation intermediates can be incorporated into labeling reagents, probe scaffolds, or biomolecule-compatible linker systems for research-grade studies.

5. Pharmaceutical Intermediate Preparation

L-Leucine amide hydrochloride is relevant to pharmaceutical intermediate preparation where amino acid-derived amides function as controlled nitrogen-containing building blocks. The amide carbonyl provides a stable functional group that can be carried through multi-step synthesis and later transformed into activated derivatives for incorporation into larger molecules. The hydrochloride salt form supports consistent handling and can be advantageous when designing routes that require defined protonation states for intermediate isolation or conversion. Downstream, leucine amide derivatives prepared from this material can feed into process chemistry for constructing amide-rich structures commonly encountered in small-molecule and peptide-like intermediates.

6. Industrial Fine Chemical Synthesis

L-Leucine amide hydrochloride can be employed in industrial fine chemical synthesis as a chiral leucine-based intermediate for manufacturing of amide-containing specialty chemicals. The hydrophobic leucine side chain supports formation of reproducible product profiles in downstream acylation and coupling steps, while the amide functionality provides a stable platform for controlled transformation into higher molecular weight intermediates. Salt formation with hydrochloride can assist in standardized feedstock handling and in maintaining consistent physicochemical properties across batches. Resulting products can be used to build leucine-derived fragments for specialty chemical production, including hydrophobic linker units and amide-based materials precursors used in applied chemical manufacturing.

Abbr
H-Leu-NH2.HCl
InChI
1S/C6H14N2O.ClH/c1-4(2)3-5(7)6(8)9;/h4-5H,3,7H2,1-2H3,(H2,8,9);1H/t5-;/m0./s1
InChI Key
VSPSRRBIXFUMOU-JEDNCBNOSA-N
Canonical SMILES
CC(C)CC(C(=O)N)N.Cl

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