84218-91-7

Upstream product

• 84218-90-6 1,2-O-isopropylidene-3-O<(methylthio)thiocarbonyl>-5-O-trityl-α-D-xylofuranose 
• 20590-53-8 1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose 
• 532-20-7 α-D-xylofuranose 
• 76-83-5 trityl chloride 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 
• 532-20-7 D-xylofuranose 

Downstream Products

• 4105-29-7 [(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate 
• 133765-68-1 (4R,6S)-6-benzyloxymethyl-4-t-butyldimethylsilyloxytetrahydro-2-pyrone 
• 133765-69-2 (3R,5S)-5-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one 
• 92757-18-1 (4R,6S)-6-(benzyloxy)methyl-4-hydroxy-tetrahydro-2-pyrone 
• 116306-89-9 (3αR,5S,6αR)-5-(benzyloxymethyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole 
• 132454-68-3 (3R,5S)-5-(benzyloxymethyl)-3-hydroxy-dihydrofuran-2(3H)-one 
• 114861-25-5 (3R,5S)-5-(benzyloxymethyl)tetrahydrofuran-2,3-diol 

Relevant academic research and scientific papers

Computer Modelling and Synthesis of Deoxy and Monohydroxy Analogues of a Ribitylaminouracil Bacterial Metabolite that Potently Activates Human T Cells

5-(2-Oxopropylideneamino)-6-d-ribitylaminouracil (5-OP-RU) is a natural product formed during bacterial synthesis of vitamin B2. It potently activates mucosal associated invariant T (MAIT) cells and has immunomodulatory, inflammatory, and anticancer properties. This highly polar and unstable compound forms a remarkably stable Schiff base with a lysine residue in major histocompatibility complex class I–related protein (MR1) expressed in antigen-presenting cells. Inspired by the importance of the ribityl moiety of 5-OP-RU for binding to both MR1 and the T cell receptor (TCR) on MAIT cells, each OH was removed in silico. DFT calculations and MD simulations revealed a very stable hydrogen bond between the C3′?OH and uracil N1H, which profoundly restricts flexibility and positioning of each ribityl-OH, potentially impacting their interactions with MR1 and TCR. By using deoxygenation strategies and kinetically controlled imine formation, four monodeoxyribityl and four monohydroxyalkyl analogues of 5-OP-RU were synthesised as new tools for probing T cell activation mechanisms.

Synthesis and antifungal activity of 3'-deoxyribonucleosides

Synthesis and antifungal activity of 3'-deoxyribonucleosides containing naturally occurring pyrimidine and purine bases are reported.

Enantioselective Synthesis of the Lactone Moiety of the Mevinic Acids using D-Xylose as a Chiral Precursor

Homologation of the lactone 14 easily obtained from D-xylose afforded the pyranone 15, a key chiral synthon for the lactone portion of mevinic acids.