374905-97-2

Upstream product

• 374905-68-7 5-O-benzyl-1,2-O-isopropylidene-4-O-(p-toluenesulfonyl)-α-D-glucoseptanose 
• 374905-65-4 5-O-benzyl-1,2:3,4-di-O-isopropylidene-α-D-glucoseptanose 
• 374905-67-6 5-O-benzyl-1,2-O-isopropylidene-α-D-glucoseptanose 
• 100-44-7 benzyl chloride 
• 26775-21-3 1,2:3,4-di-O-isopropylidene-α-D-glucoseptanose 
• 124-41-4 sodium methylate 
• 374905-66-5 3,4-anhydro-5-O-benzyl-1,2-O-isopropylidene-α-D-galactoseptanose 

Relevant academic research and scientific papers

Preparation of 1,2-O-isopropylidene derivatives of α-D-galactoseptanose, β-L-altroseptanose, and 3-O-methyl-α-D-guloseptanose

Displacement of the tosyloxy group in 5-O-benzyl-1,2-O-isopropylidene-4-O-(p-toluenesulfonyl)-α-D- glucoseptanose has yielded derivatives of 1,2-O-isopropylidene-α-D-galactoseptanose. Acid catalysed acetonation then gave 1,2:3,4-di-O-isopropylidene-α-D-galactoseptanose or 1,2;4,5-di-O-isopropylidene-α-D-galactoseptanose using lower acid concentrations. Reduction of the ketone derived from 1,2:3,4-O-isopropylidene-α-D-septanose gave 1,2;3,4-di-O-isopropylidene-β-L-altroseptanose. Reaction of 3,4-anhydro-5-O-benzyl-1,2-O-isopropylidene-α-D-galactoseptanose with sodium methoxide gave 5-O-benzyl-1,2-O-isopropylidene-4-O-methyl-α-D-glucoseptanose and 5-O-benzyl-1,2-O-isopropylidene-3-O-methyl-α-D-guloseptanose. Solution-state conformations of these compounds have been deduced from their 1H NMR spectra.