Description

Cbz-2,3-Dimethy-D-Phenylalanine is a protected, non-natural amino acid derivative featuring a carboxybenzyl (Cbz) protecting group on the amine and a dimethyl-substituted phenylalanine side chain in the D-configuration. This compound is a critical chiral building block in the synthesis of complex peptides and peptidomimetics, where it introduces steric bulk and specific stereochemistry to influence biological activity and metabolic stability. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutic agents, including protease inhibitors, receptor antagonists, and other bioactive molecules.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of new active pharmaceutical ingredients (APIs), particularly for metabolic and central nervous system (CNS) disorders.
• Peptide Chemistry: Used in solid-phase and solution-phase peptide synthesis (SPPS) to incorporate a constrained, hydrophobic D-amino acid residue, which can enhance peptide stability against enzymatic degradation.
• Protease Inhibitor Design: Serves as a core structural component in the design of inhibitors for various proteases, leveraging its dimethylphenyl group for targeted binding pocket interactions.
• Chemical Biology Probes: Employed in the synthesis of labeled or modified peptides used as probes to study protein-protein interactions and enzyme mechanisms.
• Academic & Contract Research: Essential for medicinal chemistry programs in academic labs and Contract Research Organizations (CROs) exploring structure-activity relationships (SAR).

Basic Information

Product Name	Cbz-2,3-Dimethy-D-Phenylalanine
CAS No.	1270295-85-6
Molecular Formula	C19H21NO4
Molecular Weight	327.38 g/mol
Synonyms	N-Carbobenzoxy-2,3-dimethyl-D-phenylalanine; (R)-2-(((Benzyloxy)carbonyl)amino)-3-(2,3-dimethylphenyl)propanoic acid; Z-2,3-Dimethyl-D-Phe-OH; Cbz-2,3-Dimethyl-D-Phe; Nα-Cbz-2,3-dimethyl-D-phenylalanine; Benzyl (2R)-2-[(2,3-dimethylphenyl)methyl]-2-[(benzyloxy)carbonylamino]acetate (precursor form); BOC Sciences Brand Name: BBL-BB-01500395
EINECS	Contact for details

Quality Control

Every batch of Cbz-2,3-Dimethy-D-Phenylalanine is manufactured under a quality management system and undergoes rigorous analytical testing to ensure identity, purity, and consistency. Our standard quality commitment includes comprehensive analysis by HPLC, NMR, and MS to confirm high chiral purity and chemical integrity. Certificates of Analysis (COA) with full analytical data are provided for each lot and are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive) and should be kept under anhydrous conditions. For long-term storage, consider storing under an inert atmosphere such as argon or nitrogen.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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