10293-60-4

Upstream product

• 275370-61-1 phenyl 2-(N-acetylamino)-3,4,6-tri-O-acetyl-2-deoxy-1-seleno-β-D-glucopyranoside 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 63064-64-2 7-(methyl 2-acetamido-6-O-acetyl-2,3,4-trideoxy-α-D-erythro-hex-2-enopyranosid-4-yl)theophylline 
• 70800-68-9 7-(methyl 2-acetamido-6-O-acetyl-2,3,4-trideoxy-α-D-threo-hex-2-enopyranosid-4-yl)theophylline 
• 70675-25-1 7-(methyl 2-acetamido-6-O-acetyl-2,3,4-trideoxy-β-D-erythro-hex-2-enopyranosid-4-yl)theophylline 
• 80035-38-7 7-(2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)theophylline 
• 80035-41-2 7-(2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranosyl)theophilline 
• 80035-40-1 7-(2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranosyl)theophylline 
• 43178-57-0 1,4,6-tri-O-acetyl-2-(N-acetylacetamido)-2,3-dideoxy-α-D-erythro-hex-2-enopyranose 
• 80035-38-7 7-(2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-D-threo-hex-2-enopyranosyl)theophylline 
• 80035-43-4 7-(2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-β-D-threo-hex-2-enopyranosyl)theophilline 
• 80035-42-3 7-(2-acetamido-4,6-di-O-acetyl-2,3-dideoxy-β-D-threo-hex-2-enopyranosyl)theophylline 
• 343925-61-1 (2R,3S,4R,5R,6R)-5-acetamido-2-(acetoxymethyl)-6-mercaptotetrahydro-2H-pyran-3,4-diyl diacetate 

Relevant academic research and scientific papers

Glycosylation in flow: effect of the flow rate and type of the mixer

The influence of the flow rate and the mode of mixing of reagent solutions on the result of glycosylation of isopropyl alcohol with glycooxazoline in 1,2-dichloroethane in the presence of (±)-camphor-10-sulfonic acid was studied. No reaction products were observed at low flow rates (?0.043 mL h?1) when using two Comet X-01 micromixers. Under these conditions, the disaggregation of supramers of the reagents is apparently inefficient for the reaction between them to occur. However, when one of the Comet X-01 micromixers was replaced with a T-shaped adapter (at the same flow rate), the expected reaction products, glycoside and glycal, appeared in the reaction mixture. This apparently suggests a higher disaggregation of the supramers reagents under these conditions, which allows the chemical reaction between them to occur.

Synthesis of heteroaromatic N-β-glycosides of N-acetylglucosamine under phase transfer conditions: II. Indolin-2-one glycosaminides

Regioselective N-β-glucosamination of various unsubstituted or C4-, C5-, or C6-monosubstituted indolin-2-ones under phase transfer conditions was studied. The regioselectivity was unambiguously proved by 1H NMR spectroscopy and X-ray analysis. The presence of substituent at C7 of the aromatic ring leads to the formation of either a mixture of isomeric N-β-and O-β-D-glucosaminides, or only oxazoline and/or 2-acetamidoglycal irrespective of the reaction conditions.

Elimination reactions of glycosyl selenoxides

Glycosyl selenoxides, generated in situ from selenoglycosides by a Sharpless-type oxidation, undergo facile syn elimination leading to 2-hydroxy and 2-amino glycals in high yield. Graphical abstract.