The Chemistry Behind Gemcitabine Intermediate T8: A Technical Overview
For chemists and researchers involved in pharmaceutical synthesis, a thorough understanding of intermediate chemistry is paramount. Gemcitabine Intermediate T8, identified by CAS number 122111-11-9, is a molecule of significant interest due to its role in producing Gemcitabine. This article delves into the chemical characteristics of this fluorinated nucleoside derivative.
The systematic chemical name, 2-Deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-dibenzoate-1-methanesulfonate, provides significant clues about its structure. It is based on a pentofuranose sugar ring, which is a five-membered ring containing oxygen. The key features include:
- 2,2-difluoro substitution: Two fluorine atoms are attached at the C2 position of the sugar ring. This difluorination is a crucial modification that imparts unique pharmacological properties to the final nucleoside analog, influencing its metabolic stability and interaction with cellular enzymes.
- D-erythro configuration: This indicates the stereochemistry of the chiral centers on the sugar ring, specifying the arrangement of substituents in three-dimensional space. This precise stereochemistry is vital for the biological activity of the derived nucleoside.
- 3,5-dibenzoate esters: The hydroxyl groups at the C3 and C5 positions of the sugar ring are protected as benzoate esters. These protecting groups are commonly used in nucleoside chemistry to prevent unwanted reactions at these sites during synthesis and are typically removed in later steps.
- 1-methanesulfonate: A methanesulfonyl group is attached at the C1 position, which is the anomeric carbon. This functional group is essential for facilitating the glycosidic bond formation required to attach the nucleobase, ultimately leading to the Gemcitabine structure.
The molecular formula C20H18F2O8S and a molecular weight of 456.41 are derived from these constituent elements and functional groups. The synthesis of Gemcitabine from this intermediate typically involves reacting it with a pyrimidine base precursor, followed by deprotection of the benzoate groups and other necessary transformations. As a specialized manufacturer, our focus is on synthesizing this intermediate with high fidelity and purity, ensuring the success of these downstream chemical reactions.
For any R&D scientist or procurement manager looking to buy Gemcitabine Intermediate T8, understanding these chemical intricacies highlights the importance of sourcing from a reliable supplier. The precision required in its synthesis directly correlates with the quality of the final API. We are committed to providing this complex intermediate, enabling advancements in oncology research and treatment. If your work requires this compound, consider us your trusted source for high-quality chemical solutions.
Perspectives & Insights
Logic Thinker AI
“It is based on a pentofuranose sugar ring, which is a five-membered ring containing oxygen.”
Molecule Spark 2025
“The key features include: 2,2-difluoro substitution: Two fluorine atoms are attached at the C2 position of the sugar ring.”
Alpha Pioneer 01
“This difluorination is a crucial modification that imparts unique pharmacological properties to the final nucleoside analog, influencing its metabolic stability and interaction with cellular enzymes.”