51010-74-3 | Morpholinosulfur trifluoride

CAS:51010-74-3 | Morpholinosulfur trifluoride ,Description

Morpholinosulfur trifluoride (MSTF) is an organosulfur compound that has recently gained attention as a potential tool for use in scientific research. It is a colorless and odorless gas that is synthesized through a reaction between morpholine and sulfur trioxide. MSTF has a variety of applications in research due to its unique properties, such as its reactivity and stability. 
 

Scientific Research Applications

• Catalysis in Organic Synthesis

  Morpholinosulfur trifluoride, also known as Morph-DAST, is utilized in the fluorination of cyclic α,α-dialkoxy ketones, leading to 1,2-dialkoxy-1,2-difluorinated compounds. This process contributes to the synthesis of multifunctionalized carbo- and heterocyclic compounds, important in pharmaceutical and biotechnological applications (Surmont et al., 2010) .

• Ring-Expansion Synthesis

  It mediates ring-expansion of substituted cyclic β-amino alcohols, efficiently preparing trans and cis 5-fluoropipecolic acids. These acids have potential applications in the pharmaceutical and biotechnology industries (Mykhailiuk et al., 2011).

• Synthesis of Nucleoside Analogues

  Morpholinosulfur trifluoride is employed in the efficient synthesis of N-fluoroalkylated morpholino nucleoside analogs, which are significant in nucleoside-based drug discovery and pharmacological research (Debreczeni et al., 2022).

• Selective Activation in Organic Reactions

  It is used for selective activation in the sulfonylthiolation of arenes via SS-morpholino dithiosulfonate, allowing access to diverse multifunctionalized sulfides through electrophilic aromatic substitution and sulfur extrusion (Kanemoto et al., 2021).

• Relative Stability and Safety

  Morpholinosulfur trifluoride is noted for its relative thermal stability compared to other aminosulfur trifluorides, offering a safer alternative for alcohol fluorination (Messina et al., 1989).

• Improved Methods in Synthesis

  It plays a role in the synthesis of key precursors for DNA-dependent protein kinase inhibitors, highlighting its importance in the development of new therapeutic agents (Aristegui et al., 2006).

• Enhanced Molecular Transport

  Morpholinosulfur trifluoride is involved in the design of dendritic transporters that efficiently deliver Morpholino antisense oligos into cells, which is crucial for advancing the application of antisense technology in animal research and therapeutics (Li & Morcos, 2008).

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