6059-86-5

Usage

Uses

Used in Organic Synthesis:
Methyl 2-O-benzoylpentopyranoside is used as a starting material for the preparation of various glycosides and other biochemical compounds. Its benzoyl group allows it to react with other compounds to form esters, making it a versatile building block in organic chemistry.
Used in Pharmaceutical Applications:
Methyl 2-O-benzoylpentopyranoside is used as a potential candidate in the development of new drugs and therapeutic agents. Its unique structure and reactivity make it a valuable compound for exploring novel pharmaceutical applications.

Upstream product

• 98-88-4 benzoyl chloride 
• 91-09-8 methyl β-L-arabinopyranoside 
• 93-97-0 benzoic acid anhydride 
• 6960-39-0 methyl 3,4-O-isopropylidene-β-L-arabinopyranoside 
• 6953-36-2 methyl-(O²-benzoyl-O³,O⁴-isopropyliden-β-L-arabinopyranoside) 

Downstream Products

• 78341-14-7 Methyl-2-O-benzoyl-3,4-didesoxy-α-D-glycero-pent-3-enopyranosid 
• 100082-85-7 Methyl-2,3,4-tridesoxy-4-deuterio-4-phenylsulfinyl-β-L-glycero-pent-2-enopyranosid 
• 100046-36-4 Methyl-2,3,4-tridesoxy-4-phenylsulfinyl-α-D-glycero-pent-3-enopyranosid 
• 100046-37-5 Methyl-2,3,4-tridesoxy-4-phenylsulfinyl-α-D-glycero-pent-3-enopyranosid 
• 100046-35-3 Methyl-2-O-benzoyl-3,4-O-thiocarbonyl-β-L-arabinopyranosid 
• 3877-39-2 methyl 2-O-benzoyl-3,4-di-O-p-tolylsulfonyl-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.

Regioselective Monoacylation of Some Glycopyranosides via Cyclic Tin Intermediates

Selective mono-benzoylation of some pento- and hexo-pyranosides (Me β-L-Ara, Ph α-L-Ara, Me α-D-Xyl, Me β-D-Xyl, Me α-D-Glc, Me-β-D-Glc, Me α-D-Gal, Me β-D-Gal, and Me α-D-Man) by using Bu2SnO was examined in comparaison with the results of the (Bu3Sn)2O method and direct benzoylation.The Bu2SnO method is particularly useful in that it selectively activates an equatorial hydroxyl group wich bears an oxygenated function (OH or OMe) in a cis relationship at an adjacent position, even in the presence of a more reactive primary OH group.The various mono- and di-O-benzoyl derivatives prepared in this work were unambiguously identified by analysis of their 13C-nuclear magnetic resonance spectra.