Disaccharide (GH2) (CAS 1030834-08-2), also known as Fondaparinux Sodium Impurity 13 or Fondaparinux Impurity 2, is a complex protected disaccharide intermediate in the synthesis of Fondaparinux Sodium, a synthetic pentasaccharide anticoagulant that selectively inhibits factor Xa . The systematic name of this compound is α-D-Glucopyranoside, methyl 4-O-[2-O-acetyl-6-methyl-3-O-(phenylmethyl)-α-L-idopyranuronosyl]-2-deoxy-2-[[(phenylmethoxy)carbonyl]amino]-3-O-(phenylmethyl)-, 6-benzoate .
Chemical Characteristics:
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Features a complex disaccharide structure with a glucopyranoside core and an idopyranuronosyl moiety
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Contains a Cbz-protected amino group (-NH-Cbz) at the 2-position of the glucose ring
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Protected with benzyl (Bn), acetyl (Ac), and methyl ester groups
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Molecular formula: C₄₅H₄₉NO₁₅
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Molecular weight: 843.88 g/mol
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Predicted boiling point: 891.6±65.0 °C
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Predicted density: 1.34±0.1 g/cm³
Role in Fondaparinux Synthesis:
Fondaparinux Sodium is a synthetic pentasaccharide anticoagulant that selectively inhibits factor Xa. This disaccharide serves as a key building block (GH2) in the multi-step synthesis of the drug and is also identified as a specified impurity (Impurity 13) for quality control purposes . The Cbz-protected amino group at the 2-position serves as a precursor for the glucosamine unit, while the benzyl ether, acetyl, and methyl ester protecting groups are sequentially removed to yield the final active pharmaceutical ingredient.
Key Features:
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High Purity: ≥ 98% (HPLC), meeting rigorous quality standards
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Well-characterized with available analytical data
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Suitable for use as an impurity reference standard in pharmaceutical analysis
Applications:
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Pharmaceutical R&D: As a key intermediate in the synthesis of Fondaparinux Sodium API
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Quality Control: Serves as a reference standard for impurity profiling and analytical method development (AMV) in Fondaparinux production
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Regulatory Submissions: Used in ANDA and DMF filings for Fondaparinux-related drug products
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Carbohydrate Chemistry: Suitable for studies on glycosaminoglycan synthesis and anticoagulant drug development
Packaging: ___ (e.g.: 10mg, 50mg, 100mg, 1g per package, as per customer's request)
Storage: Store in a cool, dry, well-ventilated area, away from direct sunlight and moisture. Recommended storage temperature: -20°C (Freezer) for long-term storage. Protect from light and moisture.