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n-(2,2-Diethoxycarbonylvinyl)-2,3-o-Isopropylidene-D-Ribofuranosylamine CAS NO 157306-00-8


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CAS No.:157306-00-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-(2,2-Diethoxycarbonylvinyl)-2,3-o-Isopropylidene-D-Ribofuranosylamine is a key chiral intermediate in the synthesis of nucleoside analogs and other complex bioactive molecules. Its value lies in providing a protected ribofuranosyl scaffold with a versatile vinylogous urethane functionality, enabling precise stereochemical control in downstream chemical transformations. This compound is essential for researchers and manufacturers in the pharmaceutical and fine chemical industries developing antiviral agents, anticancer drugs, and novel nucleotide-based therapeutics.

Application

  • Pharmaceutical Intermediate: Critical building block for the synthesis of novel nucleoside and nucleotide analogs with potential antiviral or anticancer activity.
  • Antiviral Drug Research: Used in the development of prodrugs and active pharmaceutical ingredients (APIs) targeting viral polymerases.
  • Fine Chemical Synthesis: Serves as a chiral precursor for creating complex, stereodefined molecules in medicinal chemistry and process development.
  • Bioconjugation & Probe Development: The reactive diethoxycarbonylvinyl group allows for further functionalization, useful in creating labeled compounds or chemical probes.
  • Academic & R&D Laboratories: Employed in synthetic organic chemistry research to explore new routes to C-nucleosides and related heterocycles.
  • Process Chemistry & Scale-up: A valuable intermediate for optimizing synthetic pathways from laboratory to pilot and commercial scale production.

Basic Information

Item Details
Product Name n-(2,2-Diethoxycarbonylvinyl)-2,3-o-Isopropylidene-D-Ribofuranosylamine
CAS No. 157306-00-8
Molecular Formula C17H27NO8
Molecular Weight 373.40 g/mol
Synonyms 1,2-O-Isopropylidene-5-O-(tert-butyldimethylsilyl)-α-D-ribofuranose; 2,3-O-Isopropylidene-D-ribofuranosylamine N-(2,2-diethoxycarbonylvinyl) derivative; D-Ribofuranose, 2,3-O-(1-methylethylidene)-, 5-[N-[(2,2-diethoxy-2-oxoethylidene)amino]]-; (2R,3S,4R)-2-((((E)-4,4-Diethoxy-3-oxobut-1-en-1-yl)amino)methyl)-5,5-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-4,6(5H)-dione (related structure); Glycine, N-[(2,2-diethoxy-2-oxoethylidene)-, (2,3-O-isopropylidene-α-D-ribofuranosyl)amide]; A key intermediate for C-nucleoside synthesis.
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Quality Control

Our n-(2,2-Diethoxycarbonylvinyl)-2,3-o-Isopropylidene-D-Ribofuranosylamine is produced under strict quality management protocols. Each batch undergoes comprehensive analytical testing, including chiral purity verification and impurity profiling, to ensure it meets the exacting standards required for pharmaceutical research and development. Certificates of Analysis (COA) detailing identity, purity, and specific test results are provided with every shipment to guarantee traceability and compliance.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and must be handled under anhydrous conditions to maintain stability and purity. For long-term storage, consider using a desiccator or inert atmosphere.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Assay (HPLC) ≥ 97.0%
Chiral Purity ≥ 99.0% ee
Water Content (KF) ≤ 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.

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