Thionyl tetrafluoride modified compounds and uses
AssigneeThe Scripps Research Institute
InventorsK. Barry Sharpless, Peng Wu, Suhua Li, Zilei Liu, Bing Gao
Life of this patent
Estimating the term…
Abstract
Thionyl tetrafluoride gas reacts efficiently with primary amines to form reactive iminosulfur oxydifluoride compounds. These dual SVI—F loaded iminosulfur oxydifluoride compounds, in turn, readily react with secondary amines or aryloxy silyl ethers (ArO—SiR3), yielding the corresponding fused heteroatom-linked substrates. Iminosulfur oxyfluoride polymers also are provided by disclosed methods.
Claims22
A compound of formula R1—N═S(O)(XA)2, wherein R1 comprises at least one first organic moiety selected from the group consisting of:
- (a) a carbohydrate,
- (b) a polymer,
- (c) a polypeptide,
- (d) a nucleotide,
- (e) a nucleic acid,
- (f) an enzyme, and
- (g) a nucleoside moiety;
- wherein each XA independently is F, ORX, N(RX)2, or NHet, each Rx independently is a second organic moiety selected from the group consisting of alkyl, aryl, or heteroaryl;
- and NHet comprises a heterocyclic moiety bonded to S by a nitrogen-sulfur covalent bond.
A method of preparing an iminosulfur oxyfluoride polymer comprising contacting a bis-(iminosulfur oxydifluoride) monomer with a bis-(silyl ether) monomer in the presence of a catalyst for the iminosulfur oxyfluoride polymer;
- wherein the catalyst is selected from at least one member of the group consisting of an amidine base, a guanidine base, a phosphorine base, and a fluorine-containing anion.
A compound of formula R1—N═S(O)(XA)2
- wherein:
- each XA is F;
- and
- R1 is selected from the group consisting of a nucleoside, a nucleotide, and a nucleic acid.
Dependencies are inferred from the claim text.