98391-41-4

Basic information

• Product Name: benzyl 5-azido-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside
• Synonyms: benzyl 5-azido-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside
• CAS NO: 98391-41-4
• Molecular Weight: 305.334
• Mol File: 98391-41-4.mol

Chemical Properties

• CAS DataBase Reference: benzyl 5-azido-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 5-azido-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside(98391-41-4)
• EPA Substance Registry System: benzyl 5-azido-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside(98391-41-4)

Safety Data

• Hazardous Substances Data: 98391-41-4(Hazardous Substances Data)

Upstream product

• 54946-49-5 1-O-benzyl-2,3-O-isopropylidene-5-O-(p-tolylsulfonyl)-β-D-ribofuranose 
• 23276-32-6 benzyl 2,3-O-isopropylidene-D-ribofuranoside 

Downstream Products

• 1294499-30-1 (3R,4S,5S)-1-(tert-butoxycarbonyl)-4,5-O-isopropylidene-3-O-(p-tolylsulfonyl)-3,4,5-trihydroxypiperidine 
• 1294499-35-6 (3S,4R,5R)-5-(benzylamino)-1-(tert-butoxycarbonyl)-3,4-O-isopropylidene-3,4-dihydroxypiperidine 
• 1294499-39-0 (3S,4R,5R)-5-O-benzyl-1-(tert-butoxycarbonyl)-3,4-O-isopropylidene-3,4,5-trihydroxypiperidine 
• 1294499-40-3 (3R,4S,5S)-3-O-benzyl-1-(tert-butoxycarbonyl)-3,4,5-trihydroxypiperidine 
• 1294499-41-4 (3R,4R,5S)-3-O-benzyl-1-(tert-butoxycarbonyl)-3,4,5-trihydroxypiperidin-3,4-yl sulfite 
• 328533-47-7 benzyl 5-deoxy-5-(N-diphenylphosphinoyl)amino-2,3-O-isopropylidene-β-D-ribofuranoside 
• 328533-72-8 C-((3aR,4R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methylamine 

Relevant articles and documents

The synthesis and conformation of dihydroxypiperidinyl derivates of nucleobases as novel iminosugar nucleoside analogs

An optimized method for the synthesis of an important chiral scaffold, (3S,4R,5R)-1-N-Boc-3,4-isopropylidene-3,4,5-trihydroxypiperidine, was developed. Using this intermediate, the preparation of various chiral aminodihydroxypiperidines and their transfor

Fragmentation of carbohydrate anomeric alkoxy radicals. Synthesis of polyhydroxy piperidines and pyrrolidines related to carbohydrates

Imino sugars of the piperidine and pyrrolidine types can be specifically obtained when protected 5-amino-5-deoxyfuranopentoses, 5-amino-5-deoxyfuranohexoses, 6-amino-6-deoxyfuranohexoses, and 6-amino-6-deoxypyranohexoses undergo a tandem alkoxy radical β-fragmentation-intramolecular cyclization reaction. The reaction is promoted by the system: iodosylbenzene - iodine under mild conditions. The tert-butoxycarbonyl, benzyloxycarbonyl, and diphenylphosphinoyl radicals have been studied as amino-protecting groups. Using this methodology, polyhydroxylated pyrrolidines of the D-erythrofuranoses 34 and 35, D-threofuranose 36, L-xylofuranose 42, and D-arabinofuranose 43 series and polyhydroxylated piperidines of the D-arabinopyranose type 37 and 38 were obtained.