34698-17-4

Upstream product

• 6779-91-5 6-O-methyl-D-galactose 
• 67-64-1 acetone 
• 77-78-1 dimethyl sulfate 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 74-88-4 methyl iodide 

Downstream Products

• 6779-91-5 6-O-methyl-D-galactose 
• 10287-49-7 6-O-methyl-α/β-D-galactopyranose 
• 114843-32-2 O⁶-methyl-D-lyxo-[2]hexosulose-bis-phenylhydrazone 

Relevant academic research and scientific papers

ANALYSIS OF MIXTURES OF SOME MONO-O-METHYLALDOSES WITH THE COMMON ALDOSES BY G.L.C.-M.S. AFTER ISOPROPYLIDENATION

The O-isopropylidene derivatives of seven naturally occurring mono-O-methylaldoses have been characterised by g.l.c-m.s.G.l.c conditions have been found under which almost complete separation of the O-methyl sugars and the common aldoses as their O-isopropylidene derivatives can be achieved.This analysis procedure has been applied to the hydrolysates of three polysaccharides that contain O-methyl sugars.

STEREOSELECTIVE FORMATION OF GLYCOCONJUGATED LACTAMIDES FROM CHIRAL 2-BROMOPROPANAMIDES

The silver oxide promoted reaction of chiral 2-bromopropanamides with 1,2:3,4-di-O-isopropylidene-D-galactopyranose or with 1,2:5,6-di-O-isopropylidene-D-glucofuranose takes place with complete stereoselectivity and moderate chemical yield, giving diastereochemically pure glycoconjugate lactamides characterized through NMR spectroscopy.

SYNTHESIS AND N.M.R.-SPECTRAL ANALYSIS OF UNENRICHED AND -ENRICHED 5-DEOXYPENTOSES AND 5-O-METHYLPENTOSES

Chemical methods are described for preparing unenriched and -enriched 5-deoxy- and 5-O-methyl-pentoses in the D or L configuration.The 1H-n.m.r.-spectra of these compounds have been interpreted, and the 13C n.m.r. spectra assigned with the aid of 2-D 13C-1H chemical-shift correlation spectroscopy.Tautomeric forms (furanoses, hydrate, and aldehyde) in solution in 2H2O have been quantified with the aid of -enriched derivatives.Spectra of 5-deoxypentoses, and methyl pentofuranosides have been compared, in order to assess the effect of 5-C-deoxygenation and 5-O-methylation on chemical shifts and coupling constants (1H-1H, 13C-1H, and 13C-13C) and on the pentofuranose conformations.

ALKYLATION OF CARBOHYDRATES IN A CATALYTIC TWO-PHASE SYSTEM

Alkylation of hydroxyl groups of sugars has been performed by means of primary alkyl halides or sulfates in a catalytic two-phase (CTP) system containing a concentrated, aqueous sodium hydroxide solution and a catalyst, i.e. tetra-n-butylammonium chloride.The corresponding ethers were formed with a very high yield.