Description

n-(9H-Fluoren-9-Yl)Methoxy]Carbonyl (2S,3S)-3-Amino-2-Hydroxy-3-(4-Methyl-Phenyl)Propionic Acid is a sophisticated, optically pure amino acid derivative protected with the Fmoc (9-fluorenylmethoxycarbonyl) group. This compound is a critical chiral building block designed for the synthesis of complex peptides and peptidomimetics, offering precise stereochemical control. It is essential for researchers and manufacturers in pharmaceutical development, particularly for creating novel therapeutic agents, diagnostic probes, and advanced biomaterials.

Application

• Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it serves as a key monomer for the sequential assembly of custom peptides in automated synthesizers.
• Pharmaceutical Intermediate: Used in the research and development of active pharmaceutical ingredients (APIs) targeting metabolic disorders, neurological conditions, and oncology.
• Peptidomimetic Drug Design: The unique (2S,3S)-3-amino-2-hydroxy acid scaffold is valuable for creating non-natural peptide analogs with enhanced stability and biological activity.
• Bioconjugation and Probe Development: Acts as a precursor for labeling reagents and fluorescent probes used in biochemical assays and diagnostic imaging.
• Academic and Industrial Research: A vital reagent for medicinal chemistry programs exploring structure-activity relationships (SAR) in drug discovery.
• Production of Specialty Peptides: Enables the commercial-scale manufacturing of therapeutic peptides requiring this specific stereoisomer for efficacy.

Basic Information

Product Name	n-(9H-Fluoren-9-Yl)Methoxy]Carbonyl (2S,3S)-3-Amino-2-Hydroxy-3-(4-Methyl-Phenyl)Propionic Acid
CAS No.	959576-02-4
Molecular Formula	C25H23NO5
Molecular Weight	417.46 g/mol
Synonyms	Fmoc-(2S,3S)-3-Amino-2-hydroxy-3-(p-tolyl)propionic acid; Fmoc-Ahp(4-Me)-OH; (2S,3S)-3-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-hydroxy-3-(4-methylphenyl)propanoic acid; Fmoc-3-Amino-2-hydroxy-3-(4-methylphenyl)propionic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-amino-2-hydroxy-3-(4-methylphenyl)propionic acid; Fmoc-β3-homoTyr(Me)-OH (related analog); Fmoc-protected β-hydroxy-α-amino acid derivative
EINECS	Contact for details

Quality Control

Our production of this high-value chiral building block adheres to stringent quality protocols to ensure batch-to-batch consistency and optical purity. Each lot is characterized using advanced analytical techniques including HPLC, NMR, and optical rotation measurement. A comprehensive Certificate of Analysis (COA) detailing identity, purity, chiral purity, and impurity profile is provided with every shipment. We support development under GMP-like conditions for pharmaceutical applications upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) for long-term stability. This compound is hygroscopic (moisture-sensitive); ensure the container is sealed under an inert atmosphere (e.g., nitrogen or argon) after each use to prevent degradation. Keep away from heat and incompatible materials.

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% de (diastereomeric excess)
Specific Optical Rotation	Contact for details
Water Content (KF)	≤ 0.5%
Heavy Metals	≤ 10 ppm
Residual Solvents (GC)	Complies with ICH guidelines

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