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US 2026/0217752 A1Published application
2-hydroxy and 4-hydroxy glycolipids and their derivatives
AssigneeGlycoSurf, Inc.
InventorsChett Boxley, Ryan Stolley, Robert Bruggeman
Life of this patent
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Abstract
Described are glycolipids having a saccharide moiety attached at the 2-position of the lipid chain (i.e., “2-hydroxy glycolipids”), glycolipids having a saccharide moiety attached at the 4-position of the lipid chain (i.e., “4-hydroxy glycolipids”), and derivatives thereof. Further described are synthetic methods for preparing 2-hydroxy glycolipids, 4-hydroxy glycolipids, and derivatives thereof.
Claims20
A glycolipid of formula (I), or a salt thereof,
- wherein:
- A is a monosaccharide, a disaccharide, a trisaccharide, or an amine or thiol derivative thereof;
- B is
- L1 is C2-18alkylene or C2-18alkenylene;
- n is 0 or 2;
- RZ is hydrogen, C1-6alkyl, C1-6haloalkyl, G1a, —C1-6alkylene-G1a, —C1-6alkylene-RY, or
- L2, at each occurrence, is C2-18alkylene or C2-18alkenylene;
- n″, at each occurrence, is 0 or 2;
- RZ″, at each occurrence, is hydrogen, C1-6alkyl, C1-6haloalkyl, G1a″, —C1-6alkylene-G1a″, or —C1-6alkylene-RY″;
- RY, at each occurrence, is —OC1-4alkyl, —OC1-4haloalkyl, —OH, cyano, —SH, —SC1-4alkyl, —SC1-4haloalkyl, —SG1a, —NH2, —NHC1-4alkyl, —NHG1a, —N(C1-4alkyl)2, —N(G1a)2, —C(O)OG1a, —C(O)OC1-4alkyl, —C(O)NH2, —C(O)NHC1-4alkyl, —C(O)N(C1-4alkyl)2, —C(O)NHG1a, —C(O)N(G1a)2, —SO2C1-4alkyl, —SO2G1a, —SO2NH2, —SO2NHC1-4alkyl, or —SO2N(C1-4alkyl)2;
- RY″, at each occurrence, is —OC1-4alkyl, —OC1-4haloalkyl, —OH, cyano, —SH, —SC1-4alkyl, —SC1-4haloalkyl, —SG1a″, —NH2, —NHC1-4alkyl, —NHG1a″, —N(C1-4alkyl)2, —N(G1a″)2, —C(O)OG1a″, —C(O)OC1-4alkyl, —C(O)NH2, —C(O)NHC1-4alkyl, —C(O)N(C1-4alkyl)2, —C(O)NHG1a″, —C(O)N(G1a″)2, —SO2C1-4alkyl, —SO2G1a″, —SO2NH2, —SO2NHC1-4alkyl, or —SO2N(C1-4alkyl)2;
- and
- G1a and G1a″, at each occurrence, are independently a C3-8cycloalkyl, a 4- to 12-membered heterocyclyl, a 6- to 12-membered aryl, or a 5- to 12-membered heteroaryl, wherein G1a and G1a″ are independently optionally substituted with 1-5 substituents independently selected from the group consisting of halogen, oxo, C1-4alkyl, —OC1-4alkyl, —OC1-4haloalkyl, —OH, —SC1-4alkyl, —SC1-4haloalkyl, —SH, —NO2, —NH2, —NHC1-4alkyl, —N(C1-4alkyl)2, cyano, —C(O)OC1-4alkyl, —C(O)NH2, —C(O)NHC1-4alkyl, —C(O)N(C1-4alkyl)2, —SO2C1-4alkyl, —SO2NH2, —SO2NHC1-4alkyl, and —SO2N(C1-4alkyl)2.
10 more elements
Dependencies are inferred from the claim text.