Description

n-Fmoc-(2S,3S)-3-Amino-2-Hydroxy-3-(4-Trifluoromethyl-Phenyl)-Propionic Acid is a sophisticated, non-natural amino acid derivative featuring a trifluoromethylphenyl side chain and an Fmoc-protected amino group. 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 researchers and fine chemical manufacturers developing novel therapeutic agents, 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 oral bioavailability.
• Protease Inhibitor Development: Acts as a core scaffold or intermediate in the design of inhibitors targeting specific enzymes like HIV protease or thrombin.
• Chemical Biology Probes: Employed in the synthesis of labeled or modified peptides for studying protein-protein interactions and enzyme mechanisms.
• Pharmaceutical Intermediate: A high-value intermediate in the multi-step synthesis of advanced Active Pharmaceutical Ingredients (APIs) under GMP conditions.
• Academic Research: Used in university and institutional labs for fundamental research in organic chemistry, medicinal chemistry, and peptide science.

Basic Information

Product Name	n-Fmoc-(2S,3S)-3-Amino-2-Hydroxy-3-(4-Trifluoromethyl-Phenyl)-Propionic Acid
CAS No.	959574-18-6
Molecular Formula	C26H22F3NO5
Molecular Weight	485.45 g/mol
Synonyms	Fmoc-(2S,3S)-AHPhe(4-CF3)-OH; (2S,3S)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)-3-hydroxy-3-[4-(trifluoromethyl)phenyl]propanoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-amino-2-hydroxy-3-(4-trifluoromethylphenyl)propionic acid; Fmoc-Thr(4-CF3Ph)-OH (non-standard); (S,S)-Fmoc-3-Amino-2-hydroxy-3-(4-trifluoromethylphenyl)propionic acid; Boc-Fmoc-(2S,3S)-AHPA(4-CF3) (related protected form); CAS 959574-18-6
EINECS	Contact for details

Quality Control

Our n-Fmoc-(2S,3S)-3-Amino-2-Hydroxy-3-(4-Trifluoromethyl-Phenyl)-Propionic Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity and chiral integrity, NMR for structural confirmation, and MS for identity verification. Certificates of Analysis (COA) detailing all specifications are provided to ensure compliance with your research and development requirements.

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 material is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity.

Specification

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