Description

n-Boc-(2S,3S)-3-Amino-2-Hydroxy-3-Phenyl-Propionic Acid is a high-purity, chiral amino acid derivative featuring both a tert-butoxycarbonyl (Boc) protecting group and a phenylalanine-like backbone. This compound is a critical building block in the synthesis of complex peptides and peptidomimetics, where its defined stereochemistry and protected amine are essential for controlling reaction pathways and final product bioactivity. It is primarily utilized by pharmaceutical R&D teams and fine chemical manufacturers engaged in the development of novel therapeutic agents, including protease inhibitors and other bioactive molecules.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of peptide-based drugs and active pharmaceutical ingredients (APIs).
• Protease Inhibitor Synthesis: Used in constructing the core scaffolds of inhibitors targeting various proteases, such as renin and HIV protease.
• Peptidomimetic Development: Serves as a constrained, non-natural amino acid analog to enhance metabolic stability and binding affinity in drug candidates.
• Solid-Phase Peptide Synthesis (SPPS): Employed as a protected amino acid building block for the sequential assembly of complex peptides.
• Chemical Biology Research: Utilized in the study of protein-protein interactions and enzyme mechanisms through incorporation into probe molecules.
• Asymmetric Synthesis Catalyst Ligand: Can be used to derive chiral ligands or auxiliaries for enantioselective catalytic reactions.

Basic Information

Product Name	n-Boc-(2S,3S)-3-Amino-2-Hydroxy-3-Phenyl-Propionic Acid
CAS No.	59937-41-6
Molecular Formula	C₁₄H₁₉NO₅
Molecular Weight	281.30 g/mol
Synonyms	(2S,3S)-3-[(tert-Butoxycarbonyl)amino]-2-hydroxy-3-phenylpropanoic Acid; (2S,3S)-Boc-Amino-2-Hydroxy-3-Phenylpropionic Acid; Boc-(2S,3S)-AHPPA; (2S,3S)-3-(Boc-amino)-2-hydroxy-3-phenylpropanoic Acid; (2S,3S)-N-Boc-3-amino-2-hydroxy-3-phenylpropionic Acid; tert-Butyl (1S,2S)-1-(carboxymethyl)-2-hydroxy-2-phenylethylcarbamate; (2S,3S)-3-Amino-2-hydroxy-3-phenylpropionic Acid N-Boc Derivative
EINECS	Contact for details

Quality Control

Our n-Boc-(2S,3S)-3-Amino-2-Hydroxy-3-Phenyl-Propionic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification and impurity profiling, to ensure it meets the high standards required for pharmaceutical research. Certificates of Analysis (COA) detailing purity, enantiomeric excess, and specific tests are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccant and inert atmosphere conditions.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Single Unknown Impurity (HPLC)	≤ 0.5%
Total Impurities (HPLC)	≤ 2.0%

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