63535-44-4

Upstream product

• 532-20-7 D-Ribose 
• 76-83-5 trityl chloride 
• 77-76-9 2,2-dimethoxy-propane 
• 54503-64-9 2,3-O-isopropylidene-5-O-trityl-D-ribofuranose 

Downstream Products

• 73111-23-6 O²,O³-isopropylidene-1-((3aR)-4c,5t,6c-tris-benzyloxy-(3ar,6ac)-hexahydro-cyclopenta[c]isoxazol-1-yl)-O⁵-trityl-β-D-1-deoxy-ribofuranose 
• 63535-47-7 5ξ-Methoxycarbonyl-5ξ-methyl-2-<2',3'-O-isopropyliden-5-O'-trityl-β-D-ribofuranosyl>-isoxazolidin 
• 63535-46-6 5ξ-Methoxycarbonyl-5ξ-methyl-2-<2',3'-O-isopropyliden-5-O'-trityl-β-D-ribofuranosyl>-isoxazolidin 
• 63535-53-5 5ξ-Methoxycarbonyl-3,3,5-trimethyl-2-<2',3'-O-isopropyliden-5'-O-trityl-β-D-ribofuranosyl>-isoxazolidin 
• 64018-62-8 1-(hexahydro-benzo[d]isoxazol-2-yl)-O²,O³-isopropylidene-β-D-1-deoxy-ribofuranose 
• 64018-62-8 1-(hexahydro-benzo[d]isoxazol-2-yl)-O²,O³-isopropylidene-β-D-1-deoxy-ribofuranose 
• 125219-30-9 (1'S,2'R,3'R)-3-(3'-Hydroxy-1',2'-isopropylidenedioxy-4'-trityloxybutyl)-4,5-bis(methoxycarbonyl)isoxazole 
• 125219-31-0 C₃₃H₃₃NO₉ 
• 125219-32-1 (3R,3aR,5R,5aS,8aS)-7,7-Dimethyl-5-trityloxymethyl-5a,8a-dihydro-5H-[1,3]dioxolo[4,5]pyrano[3,2-c]isoxazole-3,3a-dicarboxylic acid dimethyl ester 
• 125219-32-1 (3S,3aS,5R,5aS,8aS)-7,7-Dimethyl-5-trityloxymethyl-5a,8a-dihydro-5H-[1,3]dioxolo[4,5]pyrano[3,2-c]isoxazole-3,3a-dicarboxylic acid dimethyl ester 
• 1021182-26-2 2,3-O-isopropylidene-4-O-methanesulfonyl-5-O-(triphenylmethyl)-D-lyxononitrile 
• 63535-50-2 (S)-2-(O²,O³-isopropylidene-β-D-ribofuranosyl)-5-methyl-isoxazolidine-5-carboxylic acid cyclohexyl ester 
• 63535-49-9 (R)-2-(O²,O³-isopropylidene-β-D-ribofuranosyl)-5-methyl-isoxazolidine-5-carboxylic acid cyclohexyl ester 
• 138493-24-0 (3R,5R)-3-<(1'R,2'R,3'R)-3'-Hydroxy-1',2'-isopropylidenedioxy-4'-trityloxybutyl>-5-methoxycarbonyl-2-<β-(methoxycarbonyl)ethyl>isoxazolidine 

Relevant academic research and scientific papers

Tandem nucleophilic addition/cyclization reaction in the synthesis of ketimine-type iminosugars

(Chemical Equation Presented) The biological activity of unsaturated iminosugars has not yet been extensively studied because of a lack of general synthetic methods. A practical synthesis of these cyclic ketimine sugars was developed, which was based on a tandem addition-cyclization reaction of a Grignard reagent to a ω-methanesulfonylglycononitrile.

Synthesis and reactions of chiral cyclic nitrones derived from D-ribose

A facile route to chiral cyclic nitrones derived from D-ribose is described. Their versatility as substrates for 1,3-dipolar cycloadditions and nucleophilic additions is demonstrated.

Additional Reactions of Sugar Oximes, Nitrile Oxides and Hydroximolactones

Reaction of sugar oximes with dimethyl acetylenedicarboxylate gave chiral isoxazolines bearing a sugar moiety.Sugar nitrile oxides reacted with 1,3-dipolarophiles to afford the corresponding isoxazoles bearing a sugar moiety.Sugar hydroximolactones underwent a tandem Michael addition-1,3-dipolar cycloaddition by reaction with Michael acceptors to give the corresponding spiro sugar isoxazolidines.An X-ray crystallographic structure determination of (3S,5R,7R,8R,9R)-3-acetyl-8,9-isopropylidenedioxy-1-(3-oxobutyl)-7-trityloxymethyl-2,6-dioxa-1-azaspirononane has been performed.