164665-83-2

Upstream product

• 824-94-2 p-methoxybenzyl chloride 
• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 
• 7757-38-2 2,3,5,6-di-O-isopropylidene-D-mannofuranose 
• 164665-76-3 4-methoxybenzyl 2,3,5,6-di-O-isopropylidene-α-D-mannofuranoside 

Downstream Products

• 1382059-94-0 4-methoxybenzyl 5-deoxy-2,3-O-isopropylidene-5-(1H-tetrazol-5-yl)-α-D-lyxofuranoside 
• 1382059-93-9 4-methoxybenzyl 5-cyano-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside 
• 1382059-92-8 4-methoxybenzyl 2,3-O-isopropylidene-α-D-lyxofuranoside 
• 1382060-23-2 (5S,6S,7R,8S)-8-O-benzyl-7-O-formyl-6,7,8,9-tetrahydro-5H-tetrazolo[1,5-a]azepine-5,6,7,8-tetrol 
• 1382060-22-1 (5S,6S,7R,8S)-7-O-formyl-8-O-methyl-6,7,8,9-tetrahydro-5H-tetrazolo[1,5-a]azepine-5,6,7,8-tetrol 
• 1382060-21-0 (5S,6S,7R)-7-O-formyl-5,6-O-isopropylidene-5,6,7,8-tetrahydrotetrazolo[1,5-a]pyridine-5,6,7-triol 
• 1382060-04-9 (4R)-4-methoxybenzyl 2,3-O-isopropylidene-4C-(1H-tetrazol-5-yl)-β-L-erythrofuranoside 
• 1382060-03-8 4-methoxybenzyl 2,3-O-isopropylidene-α-D-lyxofuranosidurononitrile 
• 1382060-00-5 4-methoxybenzyl 5-O-benzyl-6-deoxy-2,3-O-isopropylidene-6-(1H-tetrazol-5-yl)-α-D-mannofuranoside 
• 1382059-99-5 4-methoxybenzyl 6-deoxy-2,3-O-isopropylidene-5-O-methyl-6-(1H-tetrazol-5-yl)-α-D-mannofuranoside 
• 1382059-98-4 4-methoxybenzyl 5-O-benzyl-6-cyano-6-deoxy-2,3-O-isopropylidene-α-D-mannofuranoside 
• 1382059-97-3 4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranoside 
• 1382059-96-2 4-methoxybenzyl 6-cyano-6-deoxy-2,3-O-isopropylidene-α-D-mannofuranoside 
• 201678-24-2 4-methoxybenzyl 5,6-anhydro-2,3-O-isopropylidene-α-D-mannofuranoside 

Relevant academic research and scientific papers

PHOSPHORYLATED HEPTOSE COMPOUNDS : PROCESS FOR THEIR PREPARATION AND USE

Processes for the preparation of phosphorylated heptose compounds are provided. Embodiments of the invention relate to the chemical synthesis of heptopyranose phosphate compounds. Also, embodiments of the invention relate to the use of compounds according

Alternate synthesis to D-glycero-β-D-manno-heptose 1,7-biphosphate

D-glycero-β-D-manno-heptose 1,7-biphosphate (HBP) is an enzymatic intermediate in the biosynthesis of the heptose component of lipopolysaccharide (LPS), and was recently revealed to be a pathogen-associated molecular pattern (PAMP) that allows detection o

Chemoselective hydrolysis of terminal isopropylidene acetals in acetonitrile using molecular iodine as a mild and efficient catalyst

A simple, mild and efficient method for deprotection of acetonides in the presence of molecular iodine is described. Acid labile protecting groups such as PMB, OMe, OBn, allyl and propargyl are compatible with the reaction conditions, while TBS, TBDPS, TMS and THP ethers were unstable under the same conditions.

Fragmentation of Carbohydrate Anomeric Alkoxy Radicals. A New General Method for the Synthesis of Alduronic Acid Lactones

Alduronic acid 4,1-, 5,1-, and 5,2-lactones can be specifically obtained when hexuronic and penturonic acids belonging to the erythrose and threose carbohydrate series undergo a tandem β-fragmentation-intramolecular cyclization reaction. In this way, γ-lactones such as 3-O-formyl-1,2-O-isopropylidene-D-threurono-4,1-lactone (38), 3-O-formyl-1,2-di-O-methyl-D-threurono-4,1-lactones (39), or 3-O-formyl-1,2-O-isopropylidene-D-erythrurono-4,1-lactone (41), and δ-lactones such as 1-O-(tert-butyldimethylsilyl)-4-O-formyl-2,3-O-isopropylidene-D-lyxurono-5,1- lactones(40), or 4-O-formyl-1,2,3-tri-O-methyl-D-arabinurono-5,1-lactones(42), or 3-O-benzyl-4-O-formyl-1,2-O-isopropylidene-D-arabinurono-5,1-lactone (43), were obtained. Alternatively, an intermolecular reaction took place when the carboxyl group was lactonized. Thus, 1,4-di-O-acetyl-3-formyl-1-iodo-D-arabinurono-5,2-lactone (45) was prepared from 2,5-di-O-acetyl-D-glucurono-6,3-lactone (37). The reaction is promoted by two different systems: (diacetoxyiodo)benzene (DIB)-iodine, under mild conditions, or diphenylhydroxyselenium acetate (DHSA)-iodine under visible light irradiation. With this new strategy, nor-aldopyranosuronic and aldofuranosuronic acid lactones are formed via 1,5 and 1,6 intramolecular cyclization.