Description

(2S,4R)-Nα-Cbz-4-Azidoproline Benzyl Ester is a high-purity, non-natural amino acid derivative featuring a strategically positioned azido functional group. This compound is a critical chiral building block in advanced organic synthesis, particularly for the construction of complex peptide-based molecules and peptidomimetics. It is essential for researchers and process chemists in pharmaceutical R&D and fine chemical synthesis who require high-fidelity intermediates for click chemistry applications, bioconjugation, and the development of novel therapeutic agents.

Application

• Peptide Synthesis: Serves as a key chiral proline analog for introducing constrained structures and novel functionalities into synthetic peptide chains.
• Click Chemistry Reagent: The azido group enables efficient, bioorthogonal Huisgen 1,3-dipolar cycloaddition (copper-catalyzed or strain-promoted) for precise bioconjugation and labeling.
• Pharmaceutical Intermediate: Used in the research and development of peptide-based drugs, protease inhibitors, and other bioactive molecules.
• Chemical Biology Probes: Facilitates the synthesis of activity-based probes and affinity tags for studying protein function and interactions.
• Material Science: Acts as a monomer or cross-linker for creating functionalized polymers and smart biomaterials with specific biological activity.
• Library Synthesis: A valuable scaffold for generating diverse compound libraries in medicinal chemistry for high-throughput screening.

Basic Information

Product Name	(2S,4R)-Nα-Cbz-4-Azidoproline Benzyl Ester
CAS No.	329191-64-2
Molecular Formula	C21H22N4O4
Molecular Weight	394.43 g/mol
Synonyms	(2S,4R)-1-[(Benzyloxy)carbonyl]-4-azidopyrrolidine-2-carboxylic Acid Benzyl Ester; (2S,4R)-1-(Cbz)-4-Azidoproline Benzyl Ester; (2S,4R)-N-Carbobenzoxy-4-azidoproline Benzyl Ester; (2S,4R)-4-Azido-1-[(phenylmethoxy)carbonyl]pyrrolidine-2-carboxylic Acid Phenylmethyl Ester; (2S,4R)-Nα-Z-4-Azidoproline-OBzl; 4-Azido-L-proline Derivative; Azido-Pro(Cbz)-OBzl (2S,4R)
EINECS	Contact for details

Quality Control

Our (2S,4R)-Nα-Cbz-4-Azidoproline Benzyl Ester is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure it meets the exacting standards required for advanced synthetic applications. A detailed Certificate of Analysis (COA) providing purity, identity, and impurity profile is supplied with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a freezer at -20°C or below under an inert atmosphere for long-term stability. This compound is light-sensitive and should be handled under appropriate conditions to prevent degradation. Allow the sealed container to reach room temperature before opening to minimize moisture condensation.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (HPLC)	Conforms
Identification (IR)	Conforms
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH guidelines

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