18402-79-4

Upstream product

• 18403-23-1 1-O-benzyl-2-O-benzoyl-3,4-O-isopropylidene-β-L-arabinopyranose 
• 93-97-0 benzoic acid anhydride 
• 7473-38-3 benzyl β-L-arabinopyranoside 
• 87-72-9 L-(+)-arabinose 
• 100-51-6 benzyl alcohol 
• 18403-22-0 (3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 

Downstream Products

• 108586-45-4 benzyl 4-O-acetyl-2-O-benzoyl-β-L-arabinopyranoside 
• 129903-71-5 Benzyl 2-O-benzoyl-4-O-nitro-β-L-arabinopyranoside 
• 129903-70-4 Benzyl 2-O-benzoyl-3,4-di-O-nitro-β-L-arabinopyranoside 
• 550346-08-2 benzyl 2-O-benzoyl-3,4-O-benzylidene-β-L-arabinopyranoside 
• 550346-09-3 C₂₆H₂₄O₇ 
• 108586-46-5 benzyl 4-O-acetyl-2-O-benzoyl-3-O-methyl-β-L-arabinopyranoside 
• 108586-50-1 benzyl 4-O-acetyl-2-O-benzoyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-L-arabinopyranoside 
• 18403-13-9 Benzyl 2,3-di-O-benzoyl-β-L-arabinopyranoside 
• 129903-72-6 Benzyl 2,3-di-O-benzoyl-4-O-nitro-β-L-arabinopyranoside 

Relevant academic research and scientific papers

Regioselective benzoylation of glycopyranosides by benzoic anhydride in the presence of Cu(CF3COO)2

Benzoylation of methyl and benzyl glycopyranosides by benzoic anhydride in acetonitrile in the presence of copper(II) trifluoroacetate as a promoter has given monobenzoates with a good yield and high regioselectivity. The composition of monobenzoates depended both on a configuration of hydroxyl groups and on a configuration of aglycone. The simple syntheses of the monobenzoates of some glycosides are offered.

Catalytic asymmetric epoxidation of alkenes with arabinose-derived uloses

Four L-erythro-2-uloses were readily prepared from L-arabinose via a reaction sequence involving Fischer glycosidation, acetalization and oxidation. Bulky steric sensors at the anomeric center could enhance the stereoselectivity of the dioxirane epoxidation and one of the uloses performed with good enantioselectivity towards trans-stilbene (up to 90% ee). However, the catalysts decomposed during the epoxidation and the maximum chemical yield was only 13% under the basic conditions. Three L-threo-3-uloses could overcome the decomposition problem based on the electron withdrawing effect of the ester group(s) α to the ketone functionality. The best chemical yield was up to 93% using a ketone with two flanking ester groups. One of the improved uloses displayed moderate enantioselectivity towards trans-disubstituted and trisubstituted alkenes (40-68% ee).