Back to results
US 8,912,322 B2Granted
Aza-dibenzocyclooctynes and methods of making and using same
AssigneeUniversity of Georgia Research Foundation, Inc.
InventorsVladimir V. Popik, Alexander Kuzmin, Andrei Polukhtine
Life of this patent
Estimating the term…
Abstract
Convenient methods of preparing aza-dibenzocyclooctynes are disclosed herein. Aza-dibenzocyclooctynes attached to a surface are also disclosed herein. Aza-dibenzocyclooctynes can be reacted with azides to form heterocyclic compounds. Such reactions can be useful in a wide variety of applications including, for example, labeling surfaces.
Claims17
An alkyne of the formula:
- wherein:
- each R1 independently represents H or an organic group;
- and
- R2 represents a —C(O)—R4 group, wherein R4 represents an organic group attached to a glass slide or a particle surface.
1 more element
A method of preparing a heterocyclic alkyne, the method comprising:
- subjecting a compound of the formula:
- to conditions effective for a Beckman rearrangement to provide a lactam of the formula:
- wherein each R1 independently represents H or an organic group, and R2 is H;
- subjecting the lactam of Formula VI to conditions effective to reduce the lactam and provide a heterocyclic alkene of the formula:
- wherein each R1 independently represents H or an organic group, and R2 is H;
- converting R2 from H to a —C(O)—R4 group, wherein R4 represents an organic group;
- and
- subjecting the converted heterocyclic alkene to conditions effective to convert the alkene to an alkyne of the formula:
- wherein each R1 independently represents H or an organic group;
- R2 represents a —C(O)—R4 group;
- and R4 represents an organic group.
8 more elements
An alkyne of the formula:
- wherein:
- each R1 independently represents H or a C1-C12 hydrocarbon moiety;
- and
- R2 represents a —C(O)—R4 group, wherein R4 represents a linking group attached to a glass slide or a particle surface.
1 more element
Dependencies are inferred from the claim text.