Description

n-Boc-α-Methyl-D,L-Phenylalanine CAS NO 86778-91-8 is a protected, non-natural amino acid derivative featuring a tert-butoxycarbonyl (Boc) protecting group on the amine and an α-methyl substitution on the chiral center. This compound is a critical chiral building block in organic synthesis, valued for its role in introducing steric hindrance and modifying peptide backbone properties. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutic peptides, peptidomimetics, and protease inhibitors.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the research and development of active pharmaceutical ingredients (APIs), particularly in oncology and metabolic disease targets.
• Peptidomimetic Design: Essential for constructing peptide analogs with enhanced metabolic stability and bioavailability by incorporating α-methylated, non-proteinogenic amino acids.
• Protease Inhibitor Synthesis: Used in the synthesis of inhibitors for various proteases (e.g., HIV protease, renin), where the α-methyl group is crucial for binding affinity.
• Solid-Phase Peptide Synthesis (SPPS): Serves as a protected amino acid building block in Fmoc/t-Boc SPPS protocols for creating custom peptide sequences.
• Chemical Biology & Probe Development: Employed in the synthesis of labeled compounds and molecular probes for studying enzyme mechanisms and protein-protein interactions.
• Academic & Industrial R&D: A fundamental reagent in medicinal chemistry laboratories for exploring structure-activity relationships (SAR) in drug discovery programs.

Basic Information

Product Name	n-Boc-α-Methyl-D,L-Phenylalanine
CAS No.	86778-91-8
Molecular Formula	C₁₅H₂₁NO₄
Molecular Weight	279.33 g/mol
Synonyms	Boc-α-Me-DL-Phe-OH; (RS)-2-[(tert-Butoxycarbonyl)amino]-2-methyl-3-phenylpropanoic Acid; tert-Butyl (1-carboxy-1-methyl-2-phenylethyl)carbamate; N-(tert-Butoxycarbonyl)-α-methyl-DL-phenylalanine; DL-2-(Boc-amino)-2-methyl-3-phenylpropionic Acid; Boc-α-Methylphenylalanine; N-Boc-α-Methyl-DL-phenylalanine; α-Methyl-N-Boc-DL-phenylalanine
EINECS	Contact for details

Quality Control

Our n-Boc-α-Methyl-D,L-Phenylalanine is manufactured under a strict quality management system. Each batch undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis, and NMR/IR for structural confirmation, to ensure it meets the high standards required for pharmaceutical research. A detailed Certificate of Analysis (COA) is provided with every shipment, guaranteeing traceability and consistency.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This product is hygroscopic (moisture-sensitive); keep the container tightly sealed in a desiccated environment to prevent degradation. Keep away from strong acids and organic solvents.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	Racemic mixture (DL)
Water Content (KF)	≤ 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.