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Ethyl (1R*,2R*,3R*,4R*)-4-Azido-2-(tert-Butoxycarbonylamino)-3-Hydroxycyclopentane-Carboxylate CAS NO 959745-80-3


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CAS No.:959745-80-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Ethyl (1R*,2R*,3R*,4R*)-4-Azido-2-(tert-Butoxycarbonylamino)-3-Hydroxycyclopentane-Carboxylate is a high-purity, advanced pharmaceutical intermediate characterized by its complex, functionalized cyclopentane scaffold. This compound matters as a critical chiral building block for the synthesis of novel nucleoside analogs and other bioactive molecules, enabling precise stereochemical control in complex organic syntheses. It is primarily needed by R&D chemists and process development scientists in the pharmaceutical and biotechnology industries for the development of antiviral and anticancer therapeutics.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of carbocyclic nucleoside analogs with potential antiviral or anticancer activity.
  • Antiviral Drug Research: Serves as a precursor for the development of novel protease inhibitors or polymerase inhibitors targeting viruses such as HIV, HCV, and influenza.
  • Medicinal Chemistry: Used in structure-activity relationship (SAR) studies to explore new chemical entities by modifying the azido, Boc-protected amino, and ester functionalities.
  • Process Chemistry & Scale-Up: Employed in route scouting and optimization for the commercial-scale production of target active pharmaceutical ingredients (APIs).
  • Bioconjugation & Probe Development: The azido group allows for click chemistry applications, such as CuAAC, to create fluorescent probes or antibody-drug conjugates for diagnostic and therapeutic research.
  • Academic & Institutional Research: Utilized in universities and research institutes for methodological studies in asymmetric synthesis and carbohydrate chemistry.

Basic Information

Product Name Ethyl (1R*,2R*,3R*,4R*)-4-Azido-2-(tert-Butoxycarbonylamino)-3-Hydroxycyclopentane-Carboxylate
CAS No. 959745-80-3
Molecular Formula C14H24N4O5
Molecular Weight 328.36 g/mol
Synonyms Ethyl 4-azido-2-[(tert-butoxycarbonyl)amino]-3-hydroxycyclopentane-1-carboxylate; (1R*,2R*,3R*,4R*)-Ethyl 4-azido-2-((tert-butoxycarbonyl)amino)-3-hydroxycyclopentane-1-carboxylate; 4-Azido-2-(Boc-amino)-3-hydroxycyclopentanecarboxylic acid ethyl ester; 959745-80-3; Boc-protected azido cyclopentanol carboxylate; Ethyl 4-azido-2-(Boc-amino)-3-hydroxycyclopentanecarboxylate; Advanced carbocyclic nucleoside intermediate
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Quality Control

Our Ethyl (1R*,2R*,3R*,4R*)-4-Azido-2-(tert-Butoxycarbonylamino)-3-Hydroxycyclopentane-Carboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for pharmaceutical R&D. A comprehensive Certificate of Analysis (COA) detailing identity, purity (typically ≥95% by HPLC), and impurity profile is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere (e.g., nitrogen or argon) to prevent oxidation and degradation. For long-term storage, desiccate to protect from moisture. Allow the sealed container to equilibrate to room temperature before opening to minimize condensation.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (HPLC) Conforms to reference
Assay (HPLC) ≥ 95.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% de
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.

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