53929-48-9

Upstream product

• 75-08-1 ethanethiol 
• 4291-69-4 2,3,4,6-Tetra-O-benzyl-D-glucopyranose 

Downstream Products

• 175470-19-6 tert-Butyl-dimethyl-((1R,2S,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyloxy)-silane 
• 230636-19-8 (3S,4S,5R)-1,3,4,5-tetrakis(benzyloxy)-6,6-bis(ethylthio)hexan-2-one 
• 119529-67-8 4-<(1R,2R,3S,4R,5R)-2,3,4,6-Tetrabenzyloxy-1-hydroxy-5-(methoxymethoxy)hexyl>anisol 
• 119529-66-7 2,3,4,6-Tetra-O-benzyl-5-O-(methoxymethyl)-D-glucose 
• 93414-73-4 2,3,4,6-tetra-O-benzyl-1-deoxy-1-(4-methoxyphenyl)-β-D-glucopyranose 
• 78136-21-7 (2R,3S,4S,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hexanal 
• 119529-65-6 2,3,4,6-Tetra-O-benzyl-5-O-(methoxymethyl)-D-glucose-diethyldithioacetal 
• 230636-24-5 2,3,4,6-Tetra-O-benzyl-5-[N-(tert-butoxycarbonyl)amino]-5-deoxy-D-glucose dimethyl acetal 
• 230636-22-3 2,3,4,6-Tetra-O-benzyl-5-deoxy-5-hydroxyimino-D-xylo-hexose dimethyl acetal 
• 230636-30-3 (2R,3S,4R)-2,3,4-Tris-benzyloxy-1-benzyloxymethyl-5,5-dimethoxy-pentylamine 
• 230636-21-2 (3S,4R,5R)-1,3,4,5-tetrakis(benzyloxy)-6,6-dimethoxyhexan-2-one 

Relevant academic research and scientific papers

An efficient synthesis of aldohexose-derived piperidine nitrones: Precursors of piperidine iminosugars

D-Glucopyranose-derived and L-idopyranose-derived piperidine nitrones were synthesized in good overall yields through six-step reaction sequence starting from readily available 2,3,4,6-tetra-O-benzyl-D-glucopyranose. The method is efficient and could be general for the synthesis of aldohexose-derived piperidine nitrones which are precursors of piperidine iminosugars.

Bromodimethylsulfonium bromide (BDMS) mediated dithioacetalization of carbohydrates under solvent-free conditions

A variety of diethyl dithioacetals of sugars can be prepared in very good yields by the reaction of various monosaccharides with ethanethiol in the presence of 3 mol % bromodimethylsulfonium bromide (BDMS) at 0-5 °C. Similarly, dipropyl dithioacetal derivatives can also be obtained in good yields using propanethiol under identical reaction conditions. These dithioacetal derivatives were characterized by per-O-acetylation using silica gel-supported perchloric acid. The significant features of the present protocol are good-to-excellent yields, mild, clean, and solvent-free reaction conditions. This method is extremely suitable for the large-scale preparation of dithioacetal derivatives of various sugars.