Description

n-(Benzyloxycarbonyl)-D-Phenylalanine 1,2-Dibromoethyl Ester is a protected amino acid derivative, specifically a D-phenylalanine analog with a benzyloxycarbonyl (Cbz) protecting group and a reactive 1,2-dibromoethyl ester moiety. This compound is a critical chiral building block in advanced organic synthesis, enabling the controlled introduction of D-phenylalanine units into complex molecular architectures. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of peptide-based therapeutics, enzyme inhibitors, and other bioactive molecules where stereochemical purity is paramount.

Application

• Peptide Synthesis: Serves as a key chiral intermediate for the solid-phase and solution-phase synthesis of non-natural peptides and peptidomimetics.
• Pharmaceutical Intermediates: Used in the research and development of active pharmaceutical ingredients (APIs), particularly those targeting neurological and metabolic disorders.
• Protease Inhibitor Development: Acts as a precursor for designing and synthesizing selective protease inhibitors due to its D-amino acid configuration.
• Chemical Biology Probes: Employed in the creation of labeled or modified peptides for studying protein-protein interactions and enzyme mechanisms.
• Asymmetric Synthesis: Utilized as a chiral auxiliary or starting material in stereoselective chemical transformations.
• Academic & Industrial Research: A valuable reagent for methodological development in organic chemistry and medicinal chemistry programs.

Basic Information

Product Name	n-(Benzyloxycarbonyl)-D-Phenylalanine 1,2-Dibromoethyl Ester
CAS No.	64286-95-9
Molecular Formula	C19H19Br2NO4
Molecular Weight	485.17 g/mol
Synonyms	Z-D-Phe(1,2-dibromoethyl ester); Cbz-D-Phenylalanine 1,2-Dibromoethyl Ester; (R)-2-((((Benzyloxy)carbonyl)amino)-3-phenylpropanoic acid 1,2-dibromoethyl ester; N-Carbobenzoxy-D-phenylalanine 1,2-dibromoethyl ester; Nα-Cbz-D-Phenylalanine 1,2-Dibromoethyl Ester; 1,2-Dibromoethyl N-(benzyloxycarbonyl)-D-phenylalaninate; Benzyl (1R)-1-[(1,2-dibromoethoxy)carbonyl]-2-phenylethylcarbamate
EINECS	Contact for details

Quality Control

Our n-(Benzyloxycarbonyl)-D-Phenylalanine 1,2-Dibromoethyl Ester is manufactured under strict quality control protocols to ensure high chemical purity and stereochemical integrity, essential for sensitive synthetic applications. Each batch is supported by a comprehensive Certificate of Analysis (COA) detailing purity, chiral purity, and impurity profiles. We adhere to cGMP principles where applicable, and our quality systems are designed to meet the stringent requirements of pharmaceutical R&D and fine chemical synthesis.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (typically 15-25°C). The compound is light-sensitive (store away from light). Keep the container tightly sealed in a dry environment to minimize exposure to moisture. Store away from incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee (D-isomer)
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.