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(4S,5R,6R,7S,8R)-5-(Acetylamino)-2,6-Anhydro-4-Azido-3,4,5-Trideoxy-7-o-Methyl-D-Glycero-D-Galacto-Non-2-Enonic Acid Methyl Ester Cyclic 8,9-Carbonate CAS NO 1442873-91-7


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CAS No.:1442873-91-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(4S,5R,6R,7S,8R)-5-(Acetylamino)-2,6-Anhydro-4-Azido-3,4,5-Trideoxy-7-o-Methyl-D-Glycero-D-Galacto-Non-2-Enonic Acid Methyl Ester Cyclic 8,9-Carbonate is a sophisticated, high-purity carbohydrate derivative and a key chiral building block in advanced organic synthesis. This compound matters for its role as a critical intermediate in the development of novel pharmaceuticals, particularly in the synthesis of complex nucleoside analogs and antiviral agents. Pharmaceutical R&D laboratories and fine chemical manufacturers need this material for constructing intricate molecular scaffolds with precise stereochemistry.

Application

  • Pharmaceutical Intermediate: A crucial chiral synthon for the research and development of antiviral drugs, including neuraminidase inhibitors and other nucleoside-based therapeutics.
  • Antiviral Agent Synthesis: Serves as a key precursor in the synthesis of complex carbohydrate mimetics that target viral enzymes and replication mechanisms.
  • Glycochemistry Research: Used in academic and industrial research to study glycosylation reactions, carbohydrate-protein interactions, and to develop new glycosidase inhibitors.
  • Medicinal Chemistry: Employed in structure-activity relationship (SAR) studies to optimize the potency and selectivity of lead compounds targeting infectious diseases.
  • Process Chemistry Development: Utilized for scaling up synthetic routes to active pharmaceutical ingredients (APIs) requiring this specific stereochemically-defined carbohydrate core.
  • Bioconjugation & Probe Development: The reactive azido group enables click chemistry applications for labeling, imaging, and developing targeted bioconjugates.

Basic Information

Item Detail
Product Name (4S,5R,6R,7S,8R)-5-(Acetylamino)-2,6-Anhydro-4-Azido-3,4,5-Trideoxy-7-o-Methyl-D-Glycero-D-Galacto-Non-2-Enonic Acid Methyl Ester Cyclic 8,9-Carbonate
CAS No. 1442873-91-7
Molecular Formula C13H17N5O8
Molecular Weight 371.31 g/mol
Synonyms Methyl (4S,5R,6R,7S,8R)-5-acetamido-2,6-anhydro-4-azido-3,4,5-trideoxy-7-O-methyl-D-glycero-D-galacto-non-2-enonate 8,9-carbonate; 5-Acetamido-4-azido-2,6-anhydro-3,4,5-trideoxy-7-O-methyl-D-glycero-D-galacto-non-2-enonic acid methyl ester 8,9-carbonate; Zanamivir Intermediate Derivative; Neuraminidase Inhibitor Intermediate; Cyclic Carbonate Protected Sialic Acid Derivative; 4-Azido-5-acetamido Sialic Acid Methyl Ester Carbonate
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Quality Control

Our production of this advanced intermediate adheres to strict quality management systems, ensuring batch-to-batch consistency for critical R&D and scale-up work. Each lot is supported by a comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles. We employ state-of-the-art analytical techniques, including HPLC, NMR, and MS, to verify the compound's identity, chiral purity, and conformity to client specifications. Certificates of Analysis are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere for long-term stability. The compound is moisture-sensitive and should be handled under dry conditions. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Chiral Purity (Chiral HPLC) ≥ 98.0%
Water Content (KF) ≤ 1.0%
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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