Description

4-Methylbenzenesulfonate L-Phenylalanine 2,2,2-Trichloroethyl Ester is a specialized, protected amino acid derivative of significant value in advanced organic synthesis. This compound serves as a critical chiral building block, enabling the controlled introduction of the L-phenylalanine moiety into complex molecular architectures while protecting its reactive functional groups. It is primarily utilized by research institutions and pharmaceutical development companies engaged in the synthesis of peptides, peptidomimetics, and other bioactive molecules where stereochemical integrity is paramount.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel peptide-based therapeutics and active pharmaceutical ingredients (APIs).
• Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis to incorporate protected L-phenylalanine residues, preventing unwanted side reactions.
• Prodrug Development: Serves as a precursor for designing prodrugs, where the 2,2,2-trichloroethyl and tosyl groups can be selectively cleaved under specific conditions.
• Bioconjugation Chemistry: Employed in the synthesis of modified amino acids for labeling studies or creating antibody-drug conjugates (ADCs).
• Asymmetric Synthesis: Acts as a chiral auxiliary or starting material in stereoselective reactions to construct complex natural products and fine chemicals.
• Biochemical Research: Utilized in academic and industrial laboratories to study enzyme mechanisms or to prepare custom substrates and inhibitors.

Basic Information

Product Name	4-Methylbenzenesulfonate L-Phenylalanine 2,2,2-Trichloroethyl Ester
CAS No.	69472-84-0
Molecular Formula	C18H18Cl3NO4S
Molecular Weight	450.76 g/mol
Synonyms	L-Phenylalanine, 2,2,2-trichloroethyl ester, 4-methylbenzenesulfonate; L-Phenylalanine 2,2,2-trichloroethyl ester tosylate; Tosyl-L-phenylalanine 2,2,2-trichloroethyl ester; (S)-2,2,2-Trichloroethyl 2-((4-methylphenyl)sulfonamido)-3-phenylpropanoate; N-Tosyl-L-phenylalanine 2,2,2-trichloroethyl ester; N-(p-Toluenesulfonyl)-L-phenylalanine 2,2,2-trichloroethyl ester; 2,2,2-Trichloroethyl N-tosyl-L-phenylalaninate; Protected L-Phenylalanine Tosylate Ester
EINECS	Contact for details

Quality Control

Our production of 4-Methylbenzenesulfonate L-Phenylalanine 2,2,2-Trichloroethyl Ester adheres to stringent quality protocols to ensure batch-to-batch consistency and high chemical purity suitable for research and development applications. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and chiral analysis to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing all specifications are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed after opening to prevent degradation from atmospheric moisture. Keep away from incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Enantiomeric Purity (Chiral HPLC)	≥ 99.0% ee
Loss on Drying	≤ 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.