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CAS 161109-76-8

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3',5'-di-O-acetyl-2-fluoro-2'-O-[(trifluoromethyl)sulfonyl]adenosine

Description:
3',5'-di-O-acetyl-2-fluoro-2'-O-[(trifluoromethyl)sulfonyl]adenosine is a modified nucleoside that features several distinctive chemical characteristics. This compound is derived from adenosine, a key building block of nucleic acids, and is characterized by the presence of acetyl groups at the 3' and 5' positions, which enhance its lipophilicity and stability. The incorporation of a fluorine atom at the 2' position and a trifluoromethylsulfonyl group at the 2'-O position introduces significant electronic and steric effects, potentially influencing its biological activity and interactions with nucleic acid targets. The trifluoromethylsulfonyl moiety is known for its ability to enhance the compound's reactivity and solubility in organic solvents. Overall, this compound is of interest in medicinal chemistry and biochemistry, particularly for its potential applications in the development of antiviral agents or as a tool in nucleic acid research. Its unique structural features may also contribute to its selectivity and efficacy in biological systems.
Formula:C15H15F4N5O8S
InChI:InChI=1/C15H15F4N5O8S/c1-5(25)29-3-7-9(30-6(2)26)10(32-33(27,28)15(17,18)19)13(31-7)24-4-21-8-11(20)22-14(16)23-12(8)24/h4,7,9-10,13H,3H2,1-2H3,(H2,20,22,23)/t7-,9-,10-,13-/m1/s1
SMILES:CC(=O)OC[C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)nc(F)nc23)O1)OS(=O)(=O)C(F)(F)F)OC(=O)C
Synonyms:
  • 3',5'-Di-O-acetyl-2-fluoro-2'-O-trifluoro-methanesulfonyladenosine
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