Fondaparinux Sodium Impurity 12 (Disaccharide Intermediate) CAS 99541-26-1 NT

Fondaparinux Sodium Impurity 12 (CAS 99541-26-1) is a protected disaccharide intermediate and specified impurity in the synthesis of Fondaparinux Sodium, a synthetic pentasaccharide anticoagulant that selectively inhibits factor Xa . This compound is also known by the systematic name Methyl (2S,3S,4S,5R,6R)-6-(((1R,3R,4R,5S)-3-acetoxy-4-azido-6,8-dioxabicyclo[3.2.1]octan-2-yl)oxy)-4,5-bis(benzyloxy)-3-hydroxytetrahydro-2H-pyran-2-carboxylate .

Chemical Characteristics:

• Features a complex disaccharide structure with a 1,6-anhydro bridge (6,8-dioxabicyclo[3.2.1]octane ring system) 

• Contains an azido group (-N₃) at the 2-position, which serves as a precursor for the amino group in glycosaminoglycan synthesis

• Protected with benzyl ether groups and an acetyl group

• Molecular formula: C₂₉H₃₃N₃O₁₁ 

• Molecular weight: 599.59 g/mol 

• Polar surface area (PSA): 177.96 Ų 

Role in Fondaparinux Synthesis:

Fondaparinux Sodium is a synthetic pentasaccharide anticoagulant that selectively inhibits factor Xa. This compound serves as a disaccharide building block in the multi-step synthesis of the drug and is also identified as a specified impurity (Impurity 12) for quality control purposes . The azide functionality is later reduced to the amine, while the protecting groups are sequentially removed to yield the final active pharmaceutical ingredient.

Applications:

• Pharmaceutical R&D: As a key intermediate in the synthesis of Fondaparinux Sodium API

• Quality Control: Serves as a reference standard for impurity profiling and analytical method development (AMV) in Fondaparinux production 

• Regulatory Submissions: Used in ANDA and DMF filings for Fondaparinux-related drug products 

• Carbohydrate Chemistry: Suitable for studies on glycosaminoglycan synthesis and anticoagulant drug development

Packaging: ___ (e.g.: 10mg, 50mg, 100mg per package, as per customer's request)

Storage: Powder: -20°C for up to 3 years; 4°C for up to 2 years. In solvent: -80°C for 6 months; -20°C for 1 month. Protect from light and moisture

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