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2'-Deoxy-5'-o-[(1,1-Dimethylethyl)Dimethylsilyl]-5-[3-[(Trifluoroacetyl)Amino]-1-Propyn-1-Yl]-Uridine CAS NO 666847-54-7


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CAS No.:666847-54-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2'-Deoxy-5'-o-[(1,1-Dimethylethyl)Dimethylsilyl]-5-[3-[(Trifluoroacetyl)Amino]-1-Propyn-1-Yl]-Uridine is a sophisticated, silyl-protected nucleoside derivative designed for advanced synthetic chemistry. This compound is a critical building block in the synthesis of modified oligonucleotides, enabling precise control over nucleic acid structure and function. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutics, diagnostic probes, and high-value biochemical tools.

Application

  • Oligonucleotide Synthesis: A key phosphoramidite precursor for the solid-phase synthesis of modified DNA strands, particularly those incorporating functionalized alkyne linkers for bioconjugation.
  • Antisense & siRNA Therapeutics: Used in the research and development of therapeutic oligonucleotides where specific chemical modifications are required to enhance stability, cellular uptake, and target affinity.
  • Diagnostic Probe Development: Serves as a foundational material for creating labeled nucleic acid probes used in fluorescence in situ hybridization (FISH), PCR, and other molecular diagnostic assays.
  • Chemical Biology Research: Enables site-specific labeling of DNA via click chemistry reactions, facilitated by the propynyl group, for studying nucleic acid-protein interactions and cellular processes.
  • Pharmaceutical Intermediate: Acts as a high-purity intermediate in the multi-step synthesis of active pharmaceutical ingredients (APIs) targeting viral infections and genetic disorders.
  • Bioconjugation Platform: The trifluoroacetyl-protected aminoalkyne moiety provides a versatile handle for attaching fluorophores, quenchers, or other reporter molecules to oligonucleotides.

Basic Information

Product Name 2'-Deoxy-5'-o-[(1,1-Dimethylethyl)Dimethylsilyl]-5-[3-[(Trifluoroacetyl)Amino]-1-Propyn-1-Yl]-Uridine
CAS No. 666847-54-7
Molecular Formula C21H28F3N3O6Si
Molecular Weight 503.55 g/mol
Synonyms 5-[3-[(Trifluoroacetyl)amino]-1-propyn-1-yl]-2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]uridine; TBDMS-5-(3-Trifluoroacetamidopropynyl)-2'-deoxyuridine; 5-(3-Trifluoroacetamidoprop-1-yn-1-yl)-2'-deoxy-5'-O-(tert-butyldimethylsilyl)uridine; 5-[3-(Trifluoroacetamido)propynyl]-2'-deoxy-5'-O-TBDMS-uridine; TBDMS-dU-C3-TFAA; Alkyne-modified TBDMS-protected dU; Nucleoside phosphoramidite precursor; CAS 666847-54-7
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Quality Control

Our production of this high-value nucleoside intermediate adheres to stringent quality protocols suitable for pharmaceutical research. Each batch is characterized by advanced analytical techniques including HPLC, NMR, and mass spectrometry to ensure structural identity and purity. We provide comprehensive Certificates of Analysis (COA) detailing all critical parameters, supporting compliance with internal quality standards and customer-specific requirements for traceability and documentation.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed in a dry environment to prevent moisture uptake, which can affect stability and performance. For long-term storage, consider desiccants or an inert atmosphere.

Specification

Item Specification
Appearance White to off-white solid
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Water Content (KF) ≤ 1.0%
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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