Fondaparinux Sodium N-3 Intermediate (Pentasaccharide Intermediate) CAS 114903-05-8 NT

Fondaparinux Sodium N-3 Intermediate (CAS 114903-05-8) is a protected pentasaccharide intermediate in the synthesis of Fondaparinux Sodium, a synthetic anticoagulant that selectively inhibits factor Xa . This compound is also known as Fondaparinux Intermediate N-3, N-3 Intermediate, Fondaparinux Sodium N3 Intermediate, and Pentasaccharide N-3 Intermediate .

This intermediate consists of five protected monosaccharide units that form the core structure of Fondaparinux. The molecule features multiple protecting groups including benzyl (Bn) ethers, an azido group (-N₃), and a benzyloxycarbonyl (Cbz) amino group, which are strategically placed to enable selective deprotection and sulfonation in later synthetic steps .

Role in Fondaparinux Synthesis:

Fondaparinux Sodium is a synthetic pentasaccharide that selectively inhibits factor Xa via antithrombin III (ATIII) binding, with plasma protein binding of 97-98.6% . This N-3 intermediate serves as a key protected pentasaccharide building block in the multi-step synthesis of the API. The azide functionalities and Cbz-protected amino groups serve as precursors for the sulfonamide groups in the final drug substance .

Chemical Characteristics:

• Features a complex pentasaccharide structure with 25 defined stereocenters 

• Contains two azide groups (-N₃) and one Cbz-protected amino group

• Protected with multiple benzyl ether groups

• Molecular formula: C₈₁H₉₁N₇O₂₇ 

• Molecular weight: 1594.62 g/mol 

• LogP: 6.5 

• Topological Polar Surface Area (TPSA): 391 Ų 

Applications:

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

• 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.: 1g, 5g, 10g, 25kg 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

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