359772-60-4

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 359772-59-1 1,6-Anhydro-4-O-benzyl-2,3-dideoxy-2,3-epimino-β-D-talopyranose 
• 34147-05-2 1,6:2,3-dianhydro-β-D-gulopyranose 
• 359772-53-5 1,6-Anhydro-3-azido-4-O-benzyl-3-deoxy-2-O-tosyl-β-D-galactopyranose 
• 100-39-0 benzyl bromide 
• 359772-51-3 1,6-Anhydro-3-azido-4-O-benzyl-3-deoxy-β-D-galactopyranose 
• 82742-16-3 1,6:2,3-Dianhydro-4-O-benzyl-β-D-glucopyranose 

Relevant academic research and scientific papers

Preparation of O-, S- and N-benzyl derivatives of 1,6-anhydro-β-D-hexopyranoses via aziridine ring opening

The aziridine ring opening of N-tosylepimino carbohydrates 1-6 having D-allo, D-manno, D-galacto and D-talo configurations with benzyl alcohol, benzylamine and phenylmethanethiol afforded 2-, 3- and 4-O-benzyl-, benzylsulfanyl and benzylamino derivatives of 1,6-anhydro-β-D-hexopyranoses of D-gluco, D-galacto and D-manno configurations 7-23 in 44-99% yields. Hexenopyranoses 24-26 were prepared from tosylepimino carbohydrates 1, 4 and 5 by intramolecular rearrangement of the aziridine ring.

Synthesis and NMR spectra of 1,6-anhydro-2,3-dideoxy-2,3-epimino- and 1,6-anhydro-3,4-dideoxy-3,4-epimino-β-D-hexopyranoses

A complete series of 2,3-dideoxy-2,3-epimino-and 3,4-dideoxy-3,4-epimino-1,6-anhydro-β-D-hexopyranoses were prepared by lithium aluminum hydride reduction of the corresponding trans-azido tosylates or trans-azido epoxides of 1,6-anhydro-β-D-hexopyranoses. The structure of the epimino derivatives was confirmed by 1H and 13C NMR spectra.