356068-07-0

Upstream product

• 2873-29-2 D-glucal triacetate 
• 154125-72-1 (2R,4aR,8R,8aS)-8-(benzyloxy)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano [3,2-d][1,3]dioxine 
• 137915-37-8 1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose 
• 100-39-0 benzyl bromide 
• 356067-97-5 (2S,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-carboxylic acid methyl ester 
• 98-88-4 benzoyl chloride 
• 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 
• 356067-95-3 [(2R,3S,4R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran-2-ylmethoxy]-triisopropyl-silane 
• 356067-96-4 1,5-anhydro-3-O-benzyl-2-deoxy-4-O-(4-methoxybenzyl)-D-arabinohex-1-enitol 
• 13265-84-4 D-glucal 
• 356067-93-1 3-O-benzyl-6-O-triisopropylsilyl-D-glucal 
• 187880-20-2 2,6-anhydro-5-deoxy-1,3-O-(4-methoxybenzylidene)-D-arabino-hex-5-enitol 

Downstream Products

• 356068-08-1 methyl (n-pentenyl 2-O-benzoyl-3-O-benzyl-β-D-glucopyranosid)-uronate 

Relevant academic research and scientific papers

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.

Oligosaccharide synthesis with glycosyl phosphate and dithiophosphate triesters as glycosylating agents

Described is an efficient one-pot synthesis of α- and β-glycosyl phosphate and dithiophosphate triesters from glycals via 1,2-anhydrosugars. Glycosyl phosphates function as versatile glycosylating agents for the synthesis of β-glucosidic, β-galactosidic,