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1-O,3-O,4-o-Tris(Trimethylsilyl)-2-Deoxy-D-Arabino-Hexopyranose 6-Phosphatebis(Trimethylsilyl) Ester CAS NO 55334-84-4


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CAS No.:55334-84-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

1-O,3-O,4-o-Tris(Trimethylsilyl)-2-Deoxy-D-Arabino-Hexopyranose 6-Phosphatebis(Trimethylsilyl) Ester is a sophisticated, fully protected sugar phosphate derivative, a critical intermediate in synthetic organic and medicinal chemistry. Its value lies in providing a reactive phosphate group while the sugar hydroxyls are shielded by trimethylsilyl (TMS) protecting groups, enabling precise, sequential deprotection and functionalization. This compound is essential for researchers and manufacturers developing nucleotide analogs, prodrugs, and other bioactive molecules within the pharmaceutical, biotechnology, and advanced chemical synthesis sectors.

Application

  • Nucleotide & Oligonucleotide Synthesis: A key phosphorylating agent and protected intermediate for constructing modified nucleosides, nucleotides, and their phosphoramidite derivatives.
  • Prodrug Development: Used to synthesize phosphate ester prodrugs of therapeutic agents to enhance bioavailability and targeting.
  • Glycochemistry & Carbohydrate Research: Serves as a vital building block for synthesizing complex glycosyl phosphates and other phosphorylated sugars.
  • Medicinal Chemistry & Drug Discovery: Employed in the research and development of antiviral, anticancer, and other small-molecule drugs that incorporate sugar-phosphate motifs.
  • Bioconjugation & Labeling: Facilitates the introduction of phosphate tags or linkers onto biomolecules for diagnostic or research purposes.
  • Chemical Biology Tool Development: Used to create probes and substrates for studying enzymatic processes involving kinases, phosphatases, and other phosphotransferases.

Basic Information

Item Details
Product Name 1-O,3-O,4-o-Tris(Trimethylsilyl)-2-Deoxy-D-Arabino-Hexopyranose 6-Phosphatebis(Trimethylsilyl) Ester
CAS No. 55334-84-4
Molecular Formula C21H53O9PSi5
Molecular Weight 641.12 g/mol
Synonyms 2-Deoxy-D-arabino-hexopyranose 6-phosphate, 1,3,4-tris-O-(trimethylsilyl)-, bis(trimethylsilyl) ester; 2-Deoxy-D-glucose 6-phosphate, per(trimethylsilyl) derivative; 2-Deoxy-D-glucose-6-phosphate, TMS derivative; Per-TMS-2-deoxyglucose-6-phosphate; TMS-2DG-6P; 1,3,4-Tri-O-trimethylsilyl-2-deoxy-D-arabino-hexopyranose 6-(bis(trimethylsilyl) phosphate); Protected 2-deoxyglucose-6-phosphate
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Quality Control

Every batch of 1-O,3-O,4-o-Tris(Trimethylsilyl)-2-Deoxy-D-Arabino-Hexopyranose 6-Phosphatebis(Trimethylsilyl) Ester is manufactured and analyzed under strict quality management protocols to ensure consistency and purity for research and development applications. Our products undergo rigorous analytical testing, including HPLC, NMR (¹H, ¹³C, ³¹P), and mass spectrometry, to confirm identity and purity. Certificates of Analysis (COA) with complete analytical data are provided with each shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label. This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (argon or nitrogen) when opening to prevent degradation.

Specification

Item Specification
Appearance Colorless to pale yellow viscous liquid or solid
Identification (NMR) Conforms to structure (¹H, ¹³C, ³¹P NMR)
Identification (MS) Conforms (ESI or EI-MS)
Purity (HPLC) ≥ 95% (Area %)
Water Content (KF) < 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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