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5-o-tert-Butyldiphenylsilyl-2,3-o-Isopropylidene-D-Ribofuranose CAS NO 96690-02-7


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CAS No.:96690-02-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

5-o-tert-Butyldiphenylsilyl-2,3-o-Isopropylidene-D-Ribofuranose is a key protected ribofuranose derivative, a critical chiral building block in organic synthesis. Its primary value lies in providing a versatile, stereochemically defined scaffold for the controlled construction of complex nucleoside analogs and other bioactive molecules. This high-purity intermediate is essential for research and development in the pharmaceutical industry, particularly for antiviral and anticancer drug discovery programs.

Application

  • Nucleoside Analog Synthesis: A fundamental precursor for the synthesis of modified nucleosides used in antiviral (e.g., hepatitis, HIV) and anticancer therapeutics.
  • Pharmaceutical Intermediates: Serves as a protected sugar moiety in the multi-step synthesis of complex active pharmaceutical ingredients (APIs).
  • Oligonucleotide Chemistry: Used in the preparation of modified oligonucleotides for antisense therapy, siRNA, and diagnostic probes.
  • Carbohydrate Chemistry Research: A valuable tool for academic and industrial research in glycosylation reactions and carbohydrate-based drug design.
  • Process Development: Employed in scaling up synthetic routes for nucleotide-based drugs, ensuring reproducibility and high yield.
  • Labeled Compound Production: Can be used as a starting material for synthesizing isotopically labeled (e.g., 13C, 2H) compounds for metabolic studies.

Basic Information

Product Name 5-o-tert-Butyldiphenylsilyl-2,3-o-Isopropylidene-D-Ribofuranose
CAS No. 96690-02-7
Molecular Formula C24H32O5Si
Molecular Weight 428.60 g/mol
Synonyms 1,2-O-Isopropylidene-5-O-(tert-butyldiphenylsilyl)-α-D-ribofuranose; 5-O-TBDPS-2,3-O-Isopropylidene-D-ribofuranose; 5-O-(tert-Butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose; D-Ribofuranose, 5-O-(1,1-dimethylethyl)dimethylsilyl-2,3-O-(1-methylethylidene)-; TBDPS-protected isopropylidene ribose; 2,3-O-Isopropylidene-5-O-(tert-butyldiphenylsilyl)-D-ribofuranose
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Quality Control

Our 5-o-tert-Butyldiphenylsilyl-2,3-o-Isopropylidene-D-Ribofuranose is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity suitable for advanced synthetic applications. Each lot undergoes comprehensive analytical characterization, including HPLC for purity, NMR for structural confirmation, and optical rotation measurement. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting all critical quality attributes.

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); therefore, containers must be kept tightly sealed and may require desiccant. For long-term storage, consider storing under an inert atmosphere (argon or nitrogen) to maintain optimal stability.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Optical Rotation [α]²⁰D -20° to -24° (c=1 in CHCl₃)
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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