174955-14-7

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 103763-15-1 5-O-tert-butyldiphenylsilyl-1,2-O-(1-methylethylidene)-β-L-threo-pentofuranose-3-ulose 
• 103763-14-0 (3aR,5S,6S,6aR)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol 
• 174837-64-0 (3aR,5S,6R,6aR)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-6-trimethylsilanylmethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 

Downstream Products

• 1040214-03-6 C₂₅H₃₂O₄Si 
• 1040214-05-8 5-O-tert-butyldiphenylsilyl-3-deoxy-1,2-O-isopropylidene-3-C-methyl-L-lyxo-furanose 
• 174837-66-2 5-t-butyldiphenylsilyl-3-deoxy-3-C-hydroxymethyl-1,2-isopropylidene-L-lyxo-(1,4)-furanose 

Relevant academic research and scientific papers

Carbohydrate-based approach to four enantiomerically pure 2-naphthylmethyl 3-hydroxy-2-methylbutanoates

Chiral pool approach using d-glucose, l-xylose, and d- and l-arabinoses was used to obtain four stereoisomeric 3-hydroxy-2-methylbutanoic acids with well defined configurations. The acids were isolated as fluorescent 2-naphthylmethyl esters after reaction with 2-naphthyldiazomethane.

Carbohydrate chiral-pool approach to four enantiomerically pure 2-naphthylmethyl 3-hydroxy-2-methylbutanoates

d-Glucose, l-xylose, and d- and l-arabinose were sources of chirality to obtain four enantiomerically pure 3-hydroxy-2-methylbutanoic acids, which were reacted with 2-naphthyldiazomethane to furnish their fluorescent 2-naphthylmethyl esters.

Branched-chain nucleosides: Synthesis of 3'-deoxy-3'-C-hydroxymethyl-α-L-lyxopyranosyl thymine and 3'-deoxy-3'-C-hydroxymethyl-α-L-threofuranosyl thymine

The synthesis of 3'-deoxy-3'-C-hydroxymethyl branched nucleosides with α-L-lyxopyranosyl and α-L-threofuranosyl sugar moieties is described. The synthetic scheme makes use of a furanose → pyranose conversion and of the formation of both furanose and pyranose nucleosides during Vorbruggen sugar-base condensation reaction starting from tetra-O-acetyl-3-deoxy-3-C-hydroxymethyl-L-lyxo-(1,6)-furanose. The conformation of the target molecules is discussed.