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2-O,3-O,5-O,6-o-Tetrakis(Trimethylsilyl)-L-Gluconic Acid 1,4-Lactone CAS NO 56298-43-2


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CAS No.:56298-43-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2-O,3-O,5-O,6-o-Tetrakis(Trimethylsilyl)-L-Gluconic Acid 1,4-Lactone is a key protected intermediate in advanced organic synthesis, particularly valuable for its role in carbohydrate and nucleoside chemistry. This compound matters because it provides a versatile, fully silylated building block that enables selective deprotection strategies, crucial for constructing complex chiral molecules with high stereochemical fidelity. Pharmaceutical researchers and fine chemical manufacturers need it for the development of novel APIs, nucleoside analogs, and sophisticated glycoconjugates where precise control over hydroxyl group reactivity is essential.

Application

  • Pharmaceutical Intermediate: A critical protected synthon for the synthesis of nucleoside analogs, antiviral agents, and other chiral active pharmaceutical ingredients (APIs).
  • Carbohydrate Chemistry: Serves as a fully silylated precursor for the controlled, stepwise synthesis of complex oligosaccharides and glycoconjugates.
  • Chiral Building Block: Utilized in asymmetric synthesis to introduce the L-gluconic acid skeleton into target molecules with preserved stereochemistry.
  • Protecting Group Strategy: The tetrakis(trimethylsilyl) groups allow for selective deprotection, enabling sequential functionalization at specific hydroxyl positions.
  • Research & Development: Employed in academic and industrial R&D for exploring new synthetic routes to bioactive compounds and materials.
  • Fine Chemical Synthesis: Used in the multi-step production of specialty chemicals, flavors, and fragrances requiring high-purity chiral intermediates.

Basic Information

Item Details
Product Name 2-O,3-O,5-O,6-o-Tetrakis(Trimethylsilyl)-L-Gluconic Acid 1,4-Lactone
CAS No. 56298-43-2
Molecular Formula C22H52O6Si4
Molecular Weight 525.0 g/mol (approx.)
Synonyms L-Gluconic acid, 2,3,5,6-tetrakis-O-(trimethylsilyl)-, 1,4-lactone; 1,4-Lactone of 2,3,5,6-Tetrakis-O-(trimethylsilyl)-L-gluconic Acid; Tetrakis-O-trimethylsilyl-L-gluconolactone; Fully Protected L-Gluconolactone; TMS-L-Gluconolactone; 2,3,5,6-Tetra-O-trimethylsilyl-L-glucono-1,4-lactone; Per-O-trimethylsilylated L-Gluconolactone
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Quality Control

Our 2-O,3-O,5-O,6-o-Tetrakis(Trimethylsilyl)-L-Gluconic Acid 1,4-Lactone is produced under strict quality management protocols. Each batch undergoes rigorous analytical testing, including HPLC for purity and NMR for structural confirmation, to ensure it meets the high standards required for synthetic applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to support your quality assurance and regulatory needs.

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 product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions, such as in a glovebox or under a dry inert atmosphere (nitrogen/argon), to prevent hydrolysis and maintain stability.

Specification

Item Specification
Appearance White to off-white powder or crystalline solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%

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

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