Description

Ethyl (1R*,2R*,3S*,4S*)-4-Azido-2-(tert-Butoxycarbonylamino)-3-Hydroxycyclopentane-Carboxylate is a sophisticated, stereochemically defined cyclopentane derivative that serves as a critical chiral building block in advanced organic synthesis. This compound is valued for its multifunctional scaffold, incorporating protected amine, azide, and ester groups, which enables its use in convergent synthetic strategies, particularly for nucleoside and carbocyclic analog construction. It is primarily sought after by research institutions and pharmaceutical companies engaged in the development of novel antiviral agents, enzyme inhibitors, and other bioactive molecules where precise stereochemistry is paramount for biological activity.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel antiviral drugs, particularly nucleoside analogs and protease inhibitors.
• Protease Inhibitor Synthesis: Used in the construction of complex peptidomimetic cores for inhibitors targeting viral proteases (e.g., HCV, HIV) and other disease-related enzymes.
• Carbocyclic Nucleoside Precursor: Serves as a pivotal intermediate for synthesizing carbocyclic nucleosides, which are analogs with potential anticancer and antiviral properties.
• Click Chemistry Substrate: The azide functional group allows for efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, facilitating bioconjugation and polymer chemistry applications.
• Medicinal Chemistry Research: Employed in structure-activity relationship (SAR) studies to explore new chemical entities for various therapeutic targets.
• Asymmetric Synthesis Building Block: Utilized in multi-step syntheses requiring high stereochemical fidelity for constructing complex natural products and their analogs.

Basic Information

Product Name	Ethyl (1R*,2R*,3S*,4S*)-4-Azido-2-(tert-Butoxycarbonylamino)-3-Hydroxycyclopentane-Carboxylate
CAS No.	959745-89-2
Molecular Formula	C14H24N4O5
Molecular Weight	328.36 g/mol
Synonyms	Ethyl (1R*,2R*,3S*,4S*)-4-azido-2-[(tert-butoxycarbonyl)amino]-3-hydroxycyclopentane-1-carboxylate; (1R*,2R*,3S*,4S*)-4-Azido-2-(Boc-amino)-3-hydroxycyclopentane-1-carboxylic Acid Ethyl Ester; Boc-protected 4-azido-3-hydroxycyclopentane carboxylate ethyl ester; Ethyl 4-azido-2-((tert-butoxycarbonyl)amino)-3-hydroxycyclopentane-1-carboxylate (stereoisomer); Cyclopentane derivative, 4-azido-2-(Boc-amino)-3-hydroxy-, ethyl ester; 959745-89-2; BCP31933; AKOS040759183
EINECS	Contact for details

Quality Control

Our production of Ethyl (1R*,2R*,3S*,4S*)-4-Azido-2-(tert-Butoxycarbonylamino)-3-Hydroxycyclopentane-Carboxylate adheres to stringent quality protocols suitable for research and pharmaceutical intermediate applications. Each batch is characterized and tested to ensure identity, purity, and stereochemical integrity. Certificates of Analysis (COA) are provided, detailing results from advanced analytical techniques including HPLC, NMR, and MS. We support compliance with relevant research and development standards.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere for long-term stability. This compound is both light-sensitive and moisture-sensitive. Allow the container to reach room temperature in a desiccator before opening to prevent condensation. Keep away from strong oxidizing agents and bases.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Specific Rotation	Contact for details
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.