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Boc-(2R,3S)-2-Amino-3-Hydroxy-4-Methylpentanoic Acid CAS NO 182959-73-5


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CAS No.:182959-73-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Boc-(2R,3S)-2-Amino-3-Hydroxy-4-Methylpentanoic Acid is a protected, non-proteinogenic amino acid derivative that serves as a critical chiral building block in advanced organic synthesis. Its value lies in the precise stereochemistry and orthogonal protecting groups, enabling the controlled construction of complex peptide and peptidomimetic structures. This high-purity intermediate is essential for researchers and manufacturers in pharmaceutical development, particularly for creating novel therapeutic agents and conducting structure-activity relationship (SAR) studies.

Application

  • Pharmaceutical Intermediate: A key chiral synthon for the synthesis of protease inhibitors, antiviral drugs, and other bioactive peptides.
  • Peptidomimetics Research: Used to incorporate non-natural amino acid residues into peptide backbones to enhance metabolic stability and bioavailability.
  • Solid-Phase Peptide Synthesis (SPPS): Employed in Fmoc/t-Boc strategies for the sequential assembly of custom peptides.
  • Chemical Biology Probes: Serves as a building block for creating labeled or modified peptides used in mechanistic and target-engagement studies.
  • Catalyst and Ligand Development: Potential precursor for chiral ligands and organocatalysts used in asymmetric synthesis.
  • Academic & Industrial R&D: Fundamental material for methodological development in synthetic organic chemistry and medicinal chemistry.

Basic Information

Product Name Boc-(2R,3S)-2-Amino-3-Hydroxy-4-Methylpentanoic Acid
CAS No. 182959-73-5
Molecular Formula C11H21NO5
Molecular Weight 247.29 g/mol
Synonyms (2R,3S)-2-[(tert-Butoxycarbonyl)amino]-3-hydroxy-4-methylpentanoic acid; N-Boc-(2R,3S)-2-Amino-3-hydroxy-4-methylpentanoic acid; N-(tert-Butoxycarbonyl)-L-threonine(tert-butyl) isostere; Boc-Thr(tBu)-OH (stereospecific isomer); (2R,3S)-3-Hydroxy-2-((tert-butoxycarbonyl)amino)-4-methylpentanoic acid; Boc-(2R,3S)-AHMPA; tert-Butyl (2R,3S)-2-amino-3-hydroxy-4-methyl-1-oxopentan-2-ylcarbamate
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Quality Control

Our Boc-(2R,3S)-2-Amino-3-Hydroxy-4-Methylpentanoic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing to ensure high chiral purity and chemical integrity, meeting the exacting standards required for pharmaceutical R&D. Certificates of Analysis (COA) detailing identity, purity (HPLC), chiral purity, and related substances are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability.

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 (Chiral HPLC) ≥99.0% de
Water Content (KF) ≤0.5%
Residue on Ignition ≤0.1%
Heavy Metals ≤10 ppm

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

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