Description

n-Fmoc-(2S,3S)-3-Amino-2-Hydroxy-3-(3-Trifluoromethyl-Phenyl)-Propionic Acid is a sophisticated, non-natural amino acid derivative featuring a trifluoromethylphenyl side chain and an Fmoc-protected amine. This compound is a critical chiral building block for the synthesis of complex peptides and peptidomimetics, where its unique structure imparts enhanced metabolic stability and binding affinity. It is primarily utilized by pharmaceutical R&D teams and fine chemical manufacturers focused on developing novel therapeutics, including protease inhibitors and other bioactive molecules.

Application

• Solid-Phase Peptide Synthesis (SPPS): Serves as a key Fmoc-protected amino acid for the controlled assembly of custom peptide sequences.
• Peptidomimetic Drug Discovery: Used to incorporate a rigid, hydrophobic trifluoromethylphenyl moiety into peptide backbones to improve drug-like properties such as potency and membrane permeability.
• Protease Inhibitor Development: Acts as a core scaffold or transition-state analog in the design of inhibitors for enzymes like proteases, where the hydroxy and amino groups are crucial for binding.
• Chemical Biology Research: Employed in the synthesis of labeled peptides or activity-based probes for studying protein function and interactions.
• Pharmaceutical Intermediate: A high-value intermediate in the multi-step synthesis of active pharmaceutical ingredients (APIs) targeting various disease pathways.
• Academic & Contract Research: Supplied to universities and CROs for fundamental research in medicinal chemistry and asymmetric synthesis.

Basic Information

Product Name	n-Fmoc-(2S,3S)-3-Amino-2-Hydroxy-3-(3-Trifluoromethyl-Phenyl)-Propionic Acid
CAS No.	959581-13-6
Molecular Formula	C26H22F3NO5
Molecular Weight	485.45 g/mol
Synonyms	Fmoc-(2S,3S)-3-Amino-2-hydroxy-3-[3-(trifluoromethyl)phenyl]propanoic Acid; (2S,3S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-3-hydroxy-3-[3-(trifluoromethyl)phenyl]propanoic Acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-amino-2-hydroxy-3-(3-trifluoromethylphenyl)propionic Acid; (2S,3S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-hydroxy-3-(3-(trifluoromethyl)phenyl)propanoic Acid; Fmoc-Thr(3-CF3-Ph)-OH; Fmoc-3-Amino-2-hydroxy-3-(3-trifluoromethylphenyl)propionic Acid
EINECS	Contact for details

Quality Control

Our n-Fmoc-(2S,3S)-3-Amino-2-Hydroxy-3-(3-Trifluoromethyl-Phenyl)-Propionic Acid is manufactured under strict quality systems to ensure high purity and batch-to-batch consistency, suitable for sensitive pharmaceutical R&D. Each lot undergoes comprehensive analytical testing, including HPLC for purity and chiral integrity, and is supplied with a detailed Certificate of Analysis (COA). We adhere to cGMP guidelines for the production of advanced intermediates, ensuring traceability and documentation for regulatory submissions.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as indicated on the label or COA. This product is hygroscopic (moisture-sensitive) and light-sensitive; ensure containers are sealed under inert atmosphere if specified and allowed to equilibrate to room temperature before opening to prevent condensation.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (HPLC)	Conforms to reference standard
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% de
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.5%
Heavy Metals	≤ 20 ppm

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