150271-29-7

Upstream product

• 150271-28-6 8β-Azidohexahydro-N-benzyloxycarbonyl-7-oxo-2R-2α-phenyl-5H-4,4aα,8aβ-1,3-dioxino<5,4-b>pyridine-5-carboxylate 
• 150338-26-4 2,3-Anhydro-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-mannitol 
• 175519-62-7 (2R,4aR,7S,8S,8aR)-8-(2-Chloro-acetoxy)-7-methanesulfonyloxy-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester 
• 168039-41-6 4,6-O-benzylidene-N-benzyloxycarbonyl-3-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 

Downstream Products

• 150271-30-0 3-Azido-4,6-O-(R-benzylidene)-1,3,5-trideoxy-1,5-imino-D-glucitol 

Relevant academic research and scientific papers

Studies on selectin binding inhibitors: Synthesis of sialyl-Lewis X and sialyl-Lewis a epitope analogs containing 2-acetamido derivative of N-methyl-1-deoxynojirimycin

Synthesis of sialyl-Lewis x (15) and sialyl-Lewis a (17) epitope analogs containing the 2-acetamido derivative of N-methyl-1-deoxynojirimycin has been achieved. A suitably protected 2-acetamido-1-deoxynojirimycin derivative 5, prepared from 1-deoxynojirim

NUCLEOPHILIC OPENING OF N-CARBOALKOXY-2,3-ANHYDRO-1-DEOXYMANNOJIRIMYCIN. A USEFUL METHOD FOR THE SYNTHESES OF 2-, 3- AND 2,3-DISUBSTITUTED 1-DEOXYNOJIRIMYCIN ANALOGS

A useful methodology for the synthesis of a number of 2-, 3- and 2,3-disubstituted deoxynojirimycin analogs is reported.It has been found that the epoxides in stereoselectively synthesized N-carboalkoxy-2,3-anhydro-1-deoxymannojirimycins (4 and 5) react with N-, S- and F-nucleophiles to give a mixture of gluco and altro products.The 3-azido altro compound (12b) yields the desired gluco derivative (40) by oxidation, in situ epimerization at C-3, followed by stereoselective reduction of the carbonyl group.The azido intermediate (12a) affords the 2,3-diazido gluco compound (51) by double inversion at C-3.Attempts have been made to understand the factors contributing to the opening of epoxides (4, 5 and 9) by different nucleophiles.