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Ethyl (1R*,2R*,3R*,4S*)-3-Azido-4-(tert-Butoxycarbonylamino)-2-Hydroxycyclopentane-Carboxylate CAS NO 1212074-86-6


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CAS No.:1212074-86-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Ethyl (1R*,2R*,3R*,4S*)-3-Azido-4-(tert-Butoxycarbonylamino)-2-Hydroxycyclopentane-Carboxylate is a high-value, stereochemically defined cyclopentane derivative, serving as a critical chiral building block in advanced organic synthesis. Its molecular architecture, featuring orthogonal azido and Boc-protected amino functionalities, makes it indispensable for constructing complex nitrogen-containing scaffolds. This compound is primarily utilized by pharmaceutical R&D and fine chemical manufacturers for the development of novel active pharmaceutical ingredients (APIs), particularly in antiviral and anticancer research.

Application

  • Pharmaceutical Intermediate: A key chiral synthon for the synthesis of nucleoside analogs and other bioactive molecules targeting viral proteases and polymerases.
  • Antiviral Drug Research: Used in the development of prodrugs and novel therapeutic agents against a range of viral infections.
  • Peptidomimetic Chemistry: Serves as a constrained scaffold to mimic peptide turn structures, enhancing metabolic stability and bioavailability in drug candidates.
  • Chemical Biology Probes: The azide group enables bioorthogonal "click chemistry" (e.g., CuAAC, SPAAC) for labeling and studying biological systems.
  • Asymmetric Synthesis: Employed as a starting material or intermediate in catalytic asymmetric transformations to introduce multiple stereocenters.
  • Custom Synthesis & Contract Manufacturing: Supplied to CDMOs for the production of bespoke compounds under cGMP conditions for clinical trials.

Basic Information

Product Name Ethyl (1R*,2R*,3R*,4S*)-3-Azido-4-(tert-Butoxycarbonylamino)-2-Hydroxycyclopentane-Carboxylate
CAS No. 1212074-86-6
Molecular Formula C15H26N4O5
Molecular Weight 342.39 g/mol
Synonyms Ethyl 3-azido-4-[(tert-butoxycarbonyl)amino]-2-hydroxycyclopentane-1-carboxylate; (1R*,2R*,3R*,4S*)-Ethyl 3-azido-4-(Boc-amino)-2-hydroxycyclopentane-1-carboxylate; Boc-protected 3-azido-4-amino-2-hydroxycyclopentanecarboxylic acid ethyl ester; 3-Azido-4-(N-Boc-amino)-2-hydroxycyclopentanecarboxylic Acid Ethyl Ester; Cyclopentane derivative, 3-azido-4-(tert-butoxycarbonylamino)-2-hydroxy-, ethyl ester; CAS 1212074-86-6; Azido-Boc-cyclopentanol carboxylate ethyl ester
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Quality Control

Our production of Ethyl (1R*,2R*,3R*,4S*)-3-Azido-4-(tert-Butoxycarbonylamino)-2-Hydroxycyclopentane-Carboxylate adheres to stringent quality management systems, ensuring batch-to-batch consistency for research and development applications. Each lot is characterized by advanced analytical techniques including HPLC, NMR, and MS to confirm identity, stereochemical purity, and chemical purity. Certificates of Analysis (COA) detailing all specifications are provided and can be tailored to meet specific client requirements or regulatory standards.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as specified on the label or COA. This compound is hygroscopic (moisture-sensitive) and light-sensitive; therefore, containers must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from heat and incompatible materials.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Enantiomeric Excess (Chiral HPLC) ≥ 99.0%
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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