Description

n-Boc-N'-Benzyloxymethyl-L-Histidine is a protected derivative of the essential amino acid L-Histidine, featuring orthogonal protecting groups on the imidazole nitrogen and the α-amino function. This compound is a critical building block in the synthesis of complex peptides and peptidomimetics, offering precise control over side-chain reactivity during solid-phase and solution-phase peptide synthesis. It is primarily utilized by pharmaceutical R&D departments and fine chemical manufacturers engaged in the development of therapeutic peptides, protease inhibitors, and other bioactive molecules.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of peptide-based active pharmaceutical ingredients (APIs) and drug candidates.
• Peptide Synthesis: Used in Fmoc/t-Boc solid-phase peptide synthesis (SPPS) to incorporate a protected histidine residue with orthogonal deprotection capabilities.
• Bioconjugation & Labeling: Serves as a precursor for creating histidine-tagged molecules or for site-specific modifications in bioconjugation chemistry.
• Protease Inhibitor Development: Integral in the research and production of inhibitors targeting enzymes like serine proteases, where the histidine imidazole ring plays a catalytic role.
• Chemical Biology Research: Employed in the study of protein-protein interactions and the development of synthetic peptide probes.
• Fine Chemical Synthesis: A versatile chiral synthon for the asymmetric synthesis of non-natural amino acids and complex organic molecules.

Basic Information

Product Name	n-Boc-N'-Benzyloxymethyl-L-Histidine
CAS No.	99310-01-7
Molecular Formula	C19H25N3O5
Molecular Weight	375.42 g/mol
Synonyms	N-α-(tert-Butoxycarbonyl)-N'-benzyloxymethyl-L-histidine; Boc-His(Bom)-OH; (2S)-2-[(tert-Butoxycarbonyl)amino]-3-[1-[(benzyloxy)methyl]imidazol-4-yl]propanoic acid; L-Histidine, N-[(1,1-dimethylethoxy)carbonyl]-, N'-[(phenylmethoxy)methyl]-; Boc-L-His(Bom)-OH; N-Boc-N'-BOM-L-histidine; tert-Butyl N-[(1S)-1-[[1-[(benzyloxy)methyl]imidazol-4-yl]methyl]-2-carboxyethyl]carbamate
EINECS	Contact for details

Quality Control

Our n-Boc-N'-Benzyloxymethyl-L-Histidine is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity, chiral analysis for enantiomeric excess, and comprehensive identification tests. Certificates of Analysis (COA) detailing all specifications are provided to ensure compliance with your research and production requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. Keep container tightly sealed in a desiccated environment when not in use.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥98.0%
Chiral Purity (HPLC)	≥99.0% (L-isomer)
Water Content (KF)	≤0.5%
Residue on Ignition	≤0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.