86883-39-8

Upstream product

• 6935-51-9 C₂₃H₂₈O₁₀S₂ 
• 87595-96-8 Methyl-3,6-anhydro-2,5-di-O-tosyl-α-D-glucofuranosid 
• 98-59-9 p-toluenesulfonyl chloride 
• 17184-28-0 Methyl-3,6-anhydro-α-D-glucofuranosid 

Relevant academic research and scientific papers

Selective Tosylations of 3,6-Anhydrohexofuranosides with gluco, manno, and gulo Configuration

Selective monotosylation of methyl 3,6-anhydro-α-D-mannofuranoside (1a) preferentially yields the 5-O-tosylate 1e which opens via nucleophilic substitution access to β-L-gulo derivatives 2 by inversion of configuration at C-5.Analogously reaction of the d

Methyl 2,5:3,6-Dianhydro-D-mannofuranosides

Monotosylation of methyl 3,6-anhydro-β-D-glucofuranoside gives as minor reaction product 1 which yields by treatment with sodium ethanolate methyl 2,5:3,6-dianhydro-β-D-mannofuranoside (2).The α-anomer 6 is equally prepared from 3 which is obtained by selective monotosylation of methyl 3,6-anhydro-β-L-gulofuranoside.Reaction of methyl 3,6-anhydro-2,5-di-O-tosyl-α-D-glucofuranoside (5) gives only small amounts of 6 accompanied by the monotosylate 4.Mass and NMR spectra (2D-1H and 13C) of the new dianhydrides 2 and 6 are described.

1,3:2,5:4,6-TRIANHYDRO-L-IDITOL, EIN CHIRALES 2,5,8-TRIOXATRICYCLO3,6>NONAN

The title compound 8 which represents the second known example of a trianhydride in the hexitol series is prepared in five steps from D-glucitol(=D-sorbitol).