Boc-L-Leucine monohydrate

Boc-L-Leucine monohydrate is a protected amino acid derivative in which the L-leucine side chain is a branched isobutyl group and the α-amino functionality is masked as a tert-butoxycarbonyl (Boc) carbamate. The molecule contains a free carboxylic acid group and bears stereochemistry consistent with the L configuration indicated in the name, while the "monohydrate" form reflects an associated water molecule with the salt/solid-state composition. This protected analogue is used as a precursor for stepwise peptide synthesis and peptide fragment assembly, where the Boc group helps control chemoselectivity during amino-acid coupling and subsequent deprotection steps.

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

CAT No: CP01306

CAS No:13139-15-6

Synonyms/Alias:Boc-L-leucine;N-(tert-Butoxycarbonyl)-L-leucine;13139-15-6;Boc-Leu-OH;N-Boc-L-leucine;(S)-2-((tert-Butoxycarbonyl)amino)-4-methylpentanoicacid;tert-Butoxycarbonyl-L-leucine;tert-Butoxycarbonylleucine;N-tert-Butoxycarbonylleucine;Boc-Leu-OH.H2O;N-tert-Butyloxycarbonyl-L-leucine;tert-Butyloxycarbonylleucine;NSC108690;tert-Butyloxycarbonyl-L-leucine;L-Leucine,N-[(1,1-dimethylethoxy)carbonyl]-;MDXGYYOJGPFFJL-QMMMGPOBSA-N;N-((1,1-Dimethylethoxy)carbonyl)-L-leucine;N-[(1,1-Dimethylethoxy)carbonyl]-L-leucine;(2S)-2-[(tert-butoxycarbonyl)amino]-4-methylpentanoicacid;(2S)-2-{[(Tert-Butoxy)Carbonyl]Amino}-4-MethylpentanoicAcid;L-Leucine,N-((1,1-dimethylethoxy)carbonyl)-;L-Leucine,N-BOCprotected;N-tert-Butoxycarbonyl-L-leucine;BocLeucine;Boc-leucine

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M.F/Formula
C11H21NO4
M.W/Mr.
249.3

Boc-L-Leucine monohydrate is a protected, proteinogenic amino acid derivative featuring the L-leucine side chain and a Boc (tert-butoxycarbonyl) group on the amino functionality, supplied as a monohydrate. This structure is widely used as an amino acid building block in peptide synthesis workflows where the Boc-protected nitrogen supports controlled coupling and subsequent deprotection strategies. The hydrophobic isobutyl side chain characteristic of leucine also makes it a common choice in constructing peptides with robust core packing and well-behaved synthesis handling.

1. Boc-Based Peptide Synthesis

Boc-L-Leucine monohydrate is used by peptide chemistry groups and custom peptide manufacturers as a protected leucine building block for stepwise assembly of peptides. The Boc protection pattern supports classical Boc/tBu deprotection strategies, making it a practical choice when researchers prefer Boc-compatible workflows for N-terminal protection and coupling sequence control. In downstream peptide production, this reagent helps ensure that leucine incorporation occurs at the desired position while minimizing side reactions from the free amino group during chain elongation.

2. Solution-Phase Segment Coupling

Boc-L-Leucine monohydrate is frequently selected for solution-phase peptide synthesis and segment condensation where individual protected amino acid units are coupled to growing peptide fragments. Organic synthesis teams value this reagent because the Boc-protected amino group provides a predictable protection state during activation and coupling steps, fitting common laboratory practices for assembling intermediate peptides and longer sequences. For medicinal chemistry and peptide lead optimization, this type of protected amino acid is routinely used to prepare defined leucine-containing segments used in subsequent purification and final assembly.

3. Pharmaceutical Intermediate Development

Boc-L-Leucine monohydrate is also used in the preparation of leucine-containing protected intermediates that feed into broader pharmaceutical intermediate development programs. Process development chemists and industrial R&D groups rely on Boc-protected amino acid derivatives to build controlled, isolable intermediates that can be further transformed into specialized peptide fragments, peptidomimetic scaffolds, or protected amino acid motifs. The presence of the hydrophobic leucine side chain and the stable Boc protection make it a practical starting material when downstream synthetic steps require a protected, well-defined amino acid unit rather than a free amino acid.

4. Peptide Library Construction

Boc-L-Leucine monohydrate is applied in peptide library construction and parallel synthesis workflows where leucine is incorporated as a defined residue within combinatorial sets. Peptide discovery teams use protected amino acid building blocks to standardize coupling inputs across multiple library members, improving reproducibility of residue placement and enabling systematic variation of neighboring positions. The Boc-protected form supports consistent handling during assembly, which is particularly useful when library members are purified and characterized as discrete, leucine-containing peptides for structure-activity relationship studies.

Abbr
Boc-Leu-OH.H2O
InChI
1S/C11H21NO4/c1-7(2)6-8(9(13)14)12-10(15)16-11(3,4)5/h7-8H,6H2,1-5H3,(H,12,15)(H,13,14)/t8-/m0/s1
InChI Key
MDXGYYOJGPFFJL-QMMMGPOBSA-N
Canonical SMILES
CC(C)CC(C(=O)O)NC(=O)OC(C)(C)C

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