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2-O,5-o-Bis(Trimethylsilyl)-2-C-[[(Trimethylsilyl)Oxy]Methyl]-3-Deoxy-D-Threo-Pentonic Acid Lactone CAS NO 55570-79-1


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CAS No.:55570-79-1

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2-O,5-o-Bis(Trimethylsilyl)-2-C-[[(Trimethylsilyl)Oxy]Methyl]-3-Deoxy-D-Threo-Pentonic Acid Lactone is a sophisticated, multi-silylated carbohydrate derivative that serves as a critical protected intermediate in advanced organic synthesis. Its value lies in providing a stable, reactive scaffold for constructing complex nucleoside analogs, antiviral agents, and other biologically active molecules. This high-purity building block is essential for research and development chemists in the pharmaceutical, agrochemical, and fine chemical industries who require precise control over stereochemistry and functional group manipulation.

Application

  • Key Intermediate in Nucleoside Synthesis: Used for constructing modified sugar moieties in antiviral and anticancer nucleoside analogs.
  • Protected Building Block for Carbohydrate Chemistry: Enables selective deprotection and further functionalization in the synthesis of complex oligosaccharides and glycomimetics.
  • Precursor for Antiviral Prodrug Development: Particularly relevant in the synthesis of prodrugs targeting RNA viruses, where the silyl groups mask reactive hydroxyls.
  • Chiral Pool Starting Material: Utilized in asymmetric synthesis to introduce defined stereocenters into target molecules.
  • Research & Development of New Chemical Entities (NCEs): Employed in medicinal chemistry for the discovery and optimization of new therapeutic candidates.
  • Scale-up for Active Pharmaceutical Ingredient (API) Manufacturing: Serves as a critical intermediate in cGMP-compliant production processes for target APIs.

Basic Information

Item Details
Product Name 2-O,5-o-Bis(Trimethylsilyl)-2-C-[[(Trimethylsilyl)Oxy]Methyl]-3-Deoxy-D-Threo-Pentonic Acid Lactone
CAS No. 55570-79-1
Molecular Formula C17H38O5Si3
Molecular Weight 406.73 g/mol
Synonyms 3-Deoxy-2-C-[[(trimethylsilyl)oxy]methyl]-2,5-bis-O-(trimethylsilyl)-D-threo-pentonic acid γ-lactone; 2,5-Bis-O-(trimethylsilyl)-2-C-[[(trimethylsilyl)oxy]methyl]-3-deoxy-D-threo-pentonic acid 1,4-lactone; 3-Deoxy-2-C-(hydroxymethyl)-2,5-bis-O-(trimethylsilyl)-D-threo-pentonic acid γ-lactone, tris(trimethylsilyl) ether; Tris-O-trimethylsilyl lactone derivative; Protected 3-deoxy-D-threo-pentonic acid lactone; TMS-protected pentonolactone.
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Quality Control

Every batch of our 2-O,5-o-Bis(Trimethylsilyl)-2-C-[[(Trimethylsilyl)Oxy]Methyl]-3-Deoxy-D-Threo-Pentonic Acid Lactone is produced and tested under strict quality management systems. We ensure high purity and batch-to-batch consistency through comprehensive analytical protocols including HPLC, GC, NMR, and mass spectrometry. A detailed Certificate of Analysis (COA) documenting identity, purity, and impurity profiles is provided with each shipment. Our quality commitment supports applications from research to commercial-scale cGMP manufacturing.

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 an inert atmosphere (argon or nitrogen) when opening the container to prevent degradation. For long-term storage, consider desiccants or cold conditions (2-8°C).

Specification

Item Specification
Appearance White to off-white solid or viscous oil
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0% (Area %)
Purity (GC) ≥ 95.0% (Area %)
Water Content (KF) ≤ 0.5% w/w
Residual Solvents (GC) Meets ICH Q3C guidelines

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

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