Triazole linked carbohydrates

• US 20040059105A1
• Filed: 08/15/2003
• Published: 03/25/2004
• Est. Priority Date: 09/02/1999
• Status: Active Grant

• Current Assignee: Subramaniam Sabesan
• Original Assignee: Subramaniam Sabesan
• Inventors: Sabesan, Subramaniam
• Granted Patent: US 6,852,866 B2
• Time in Patent Office: Days
• US Class Current: 536/28.7
• CPC Class Codes: C07H 13/10 having the esterifying carboxyl radicals directly attached to heterocyclic rings
• CPC Class Codes: C07H 15/26 Acyclic or carbocyclic radicals, substituted by hetero rings
• CPC Class Codes: C07H 19/056 Triazole or tetrazole radicals

Abstract

Disclosed is an invention concerning triazolyloligosaccharides, oligosaccharides wherein the bonding between the saccharide groups is via a triazole group and methods for their preparation.

Claims

1. A compound having the structure I,

4. A compound of claim 1 according to structure IV

2. A compound of the structure II, wherein R¹ is selected from the group consisting of H, Na, C₁-C₂₀ alkyl, wherein R² is selected from the group consisting of hydroxy, alkoxy having from 1 to 8 carbon atoms, acyloxy having from 1 to 8 carbon atoms, acylamino having

5. A compound of claim 2 according to structure V,

3. A compound of the structure III, wherein R³ is selected from the group consisting of H, C₁ to C₂₀ hydrocarbyl, and C₁ to C₂₀ substituted hydrocarbyl;

R⁸ is selected from the group consisting of H, alkyl having from 1 to 20 carbon atoms, and acyl having from 1 to 8 carbon atoms;

6. The compound according to claim 3 of the structure VI,

7. A process for the preparation of a compound having the structure I, comprising:

contacting azides of the structure IA;

8. A process according to claim 7 for the preparation of triazolyl-disaccharides of the structure II, comprising contacting compounds of the structure IIA:

9. A process according to claim 7 for the preparation of a compound of the structure III, comprising:

contacting a compound of the structure IIIA;

10. A process for the preparation of a combinatorial library of compounds of the structure I, comprising contacting one or more azides of the structure IA:

11. A process according to claim 10 for the preparation of a combinatorial library of compounds of the structure II, comprising contacting one or more compounds of the structure IIA:

12. A process according to claim 10 for the preparation of a combinatorial library of compounds of the structure III, comprising contacting one or more compounds of the structure IIIA:

13. Acetylenic compounds of the structure IB

14. Acetylenic compounds according to claim 13 of the structure IIB