154125-72-1

Upstream product

• 13265-84-4 D-glucal 
• 154125-67-4 (E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate 
• 154125-66-3 (E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone 
• 154125-70-9 1,5-anhydro-2,3-di-O-benzyl-1-hydrazi-4,6-O-(4-methoxybenzylidene)-D-glucitol 
• 2873-29-2 D-glucal triacetate 
• 100-39-0 benzyl bromide 
• 187880-20-2 2,6-anhydro-5-deoxy-1,3-O-(4-methoxybenzylidene)-D-arabino-hex-5-enitol 
• 100-52-7 benzaldehyde 

Downstream Products

• 356067-96-4 1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol 
• 356068-07-0 methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-4-O-para-methoxybenzyl-β-D-glucopyranosid)-uronate 
• 356068-02-5 (2S,3S,4R,5R,6R)-4-Benzyloxy-5-hydroxy-3-(4-methoxy-benzyloxy)-6-pent-4-enyloxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 356068-08-1 methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosid)-uronate 
• 356067-97-5 (2S,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

CARBOCYCLIC DERIVATIVES AND CONJUGATED DERIVATIVES THEREOF, AND THEIR USE IN VACCINES

The invention is in the field of vaccines and relates to oligomers having a selected degree of polymerization, obtained by connecting together a number of carbocyclic repeating units, and to conjugated derivatives thereof. The oligomers and conjugated derivatives thereof of the invention also have a selected degree of acetylation. The derivatives of the invention are useful for the preparation of immunogenic compositions, e.g. in the form of a vaccine.

Synthesis and transformations of D-glucuronic and L-iduronic acid glycals

D-Glucuronic acid glycals can be efficiently synthesized from diacetone glucose or tri-O-acetyl glycal and can be transformed into D-glucuronic acid donors and acceptors in high yields. Base catalyzed epimerization of D-glucuronic acid glycals provides access to the corresponding L-iduronic acid glycals. Both D-glucuronic and L-iduronic acid glycals were transformed into glycosylating agents for use in the synthesis of glycosaminoglycan oligosaccharides.