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(2S,4S,5R,6R)-5-Acetamido-4-Acetyloxy-2-Hydroxy-6-[(1R,2R)-1,2,3-Trihydroxypropyl]Oxane-2-Carboxylic Acid CAS NO 16655-75-7


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CAS No.:16655-75-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,4S,5R,6R)-5-Acetamido-4-Acetyloxy-2-Hydroxy-6-[(1R,2R)-1,2,3-Trihydroxypropyl]Oxane-2-Carboxylic Acid is a high-purity, stereochemically defined carbohydrate derivative that serves as a critical chiral building block and reference standard. Its precise molecular architecture makes it an essential intermediate for advanced pharmaceutical synthesis, particularly in the development of novel glycosidase inhibitors and antiviral agents. This compound is primarily utilized by research institutions and pharmaceutical companies engaged in carbohydrate chemistry, medicinal chemistry, and process development.

Application

  • Pharmaceutical Intermediate: Key chiral synthon for the synthesis of complex glycosidase inhibitors and neuraminidase-targeting antiviral drugs.
  • Biochemical Research: Used as a substrate or inhibitor in enzymatic studies to investigate glycosidase mechanisms and carbohydrate metabolism.
  • Reference Standard: Serves as a high-purity analytical standard for quality control and method development in pharmaceutical analysis (HPLC, LC-MS).
  • Medicinal Chemistry: A valuable building block for structure-activity relationship (SAR) studies in drug discovery programs focused on carbohydrate-based therapeutics.
  • Process Chemistry: Employed in the development and scale-up of synthetic routes for complex oligosaccharides and glycoconjugates.
  • Academic Research: Used in universities and research institutes for studying stereoselective synthesis, glycosylation reactions, and carbohydrate-protein interactions.

Basic Information

Item Details
Product Name (2S,4S,5R,6R)-5-Acetamido-4-Acetyloxy-2-Hydroxy-6-[(1R,2R)-1,2,3-Trihydroxypropyl]Oxane-2-Carboxylic Acid
CAS No. 16655-75-7
Molecular Formula C₁₄H₂₃NO₁₀
Molecular Weight 365.33 g/mol
Synonyms 5-Acetamido-4-acetoxy-2-hydroxy-6-(1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid; N-Acetyl-4-O-acetylneuraminic acid; 4-O-Acetyl-N-acetylneuraminic acid; 4-O-Acetyl-Neu5Ac; 4-O-Acetyl-α-neuraminic acid; Acetylated sialic acid derivative; Neu5Ac4Ac; Contact for additional synonyms.
EINECS Contact for details

Quality Control

Our (2S,4S,5R,6R)-5-Acetamido-4-Acetyloxy-2-Hydroxy-6-[(1R,2R)-1,2,3-Trihydroxypropyl]Oxane-2-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure identity, potency, and the absence of critical impurities. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting compliance with agreed specifications. We support cGMP standards for pharmaceutical applications upon request.

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 protected from humidity. For long-term storage, consider desiccants or inert atmosphere packaging to maintain stability.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Conforms to reference
Assay (HPLC) ≥ 95.0%
Chiral Purity ≥ 98.0% de
Water Content (KF) ≤ 5.0%
Residue on Ignition ≤ 0.5%
Heavy Metals ≤ 20 ppm

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

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