Pentasaccharide N-3 Intermediate cas 114903-05-8

Fondaparinux Sodium is a fully synthetic anticoagulant drug, and its chemical structure is a specific pentasaccharide sequence.

1. Core Intermediate Types

• Monosaccharide Intermediates (Building Blocks): The five monosaccharide units that constitute the pentasaccharide (commonly referred to as A, B, C, D, E rings). For example, using β-1,2,3,4,6-pentaacetylglucose as a starting material, monosaccharide building blocks bearing azido groups and specific protecting groups are prepared through reactions such as sulfonation and oxidation.

• Oligosaccharide Intermediates (Fragments): Disaccharide, trisaccharide, or tetrasaccharide fragments formed by connecting monosaccharides.

· Disaccharide Intermediates: Such as the EF fragment, a key synthetic intermediate obtained by coupling a monosaccharide donor (E) with an acceptor (F).
· Fully Protected Pentasaccharide Intermediate: A state where all five monosaccharides are connected but still bear protecting groups. For example, a compound structure like (2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranose)-(1→4)-O-(2,3-di-O-benzyl-β-D-glucopyranose)...

• Specific Code-Named Intermediates: Internal company standards.

· FSC (CAS: 114903-05-8): A Fondaparinux Sodium intermediate explicitly listed by BrightGene Bio-Medical Technology, which has obtained DMF filing.

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Summary

Fondaparinux Sodium intermediates are primarily monosaccharides, disaccharides, and fully protected pentasaccharides constructed through complex protecting group strategies. The core challenge in their preparation lies in addressing the issues of stereoselectivity and protecting group manipulation in oligosaccharide synthesis to achieve pharmaceutical-grade purity.