101024-16-2

Upstream product

• 101024-10-6 C₁₄H₁₆NO₄S₂^(1-)*Na⁽¹⁺⁾ 
• 101024-11-7 1,6-anhydro-4-O-benzyl-2-deoxy-2-isothiocyanato-β-D-glucopyranose 
• 50447-92-2 2-amino-1,6-anhydro-4-O-benzyl-2-deoxy-β-D-glucopyranose 
• 55682-47-8 1,6-anhydro-2-azido-4-O-benzyl-2-deoxy-β-D-glucopyranose 
• 33208-47-8 4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose 
• 101024-14-0 1,6-anhydro-4-O-benzyl-2-deoxy-2-isothiocyanato-3-O-p-toluenesulfonyl-β-D-glucopyranose 

Downstream Products

• 914801-53-9 1,6-anhydro-4-O-benzyl-3,4-dideoxy-3-fluoro-2-(N-2-nitrobenzene-1-sulfonamido)-β-D-glucopyranose 
• 648858-48-4 1,6-anhydro-4-O-benzyl-2,3-dideoxy-2,3-(N-o-nitrobenzenesulfonylepimino)-β-D-allopyranose 
• 359772-55-7 1,6-Anhydro-4-O-benzyl-2,3-dideoxy-2,3-(tosylepimino)-β-D-allopyranose 
• 101024-17-3 ((1R,2R,4S,5S,6R)-5-Benzyloxy-8,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]non-3-yl)-(4-nitro-phenyl)-methanone 

Relevant academic research and scientific papers

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.

REACTION OF 1,6-ANHYDRO-4-O-BENZYL-2-DEOXY-2-ISOTHIOCYANATO-β-D-GLUCOYRANOSE; PREPARATION OF 2-AMINO-1,6-ANHYDRO-2,3-DIDEOXY-β-D-ribo-HEXOPYRANOSE

1,6-Anhydro-4-O-benzyl-2-deoxy-2-isothiocyanato-β-D-glucopyranose (IV), prepared from 2-amino-1,6-anhydro-4-O-benzyl-2-deoxy-β-D-glucopyranose (I) by reaction with carbon disulfide followed by oxidation with iodine, was converted into the 3-O-p-toluenesulfonate VII.This was cyclized to give either the 2,3-epimino derivative X or the thiazoline XII. 2-Acetamido-3-S-acetyl-1,6-anhydro-4-O-benzyl-2-deoxy-3-thio-β-D-glucopyranose (XVI), obtained from compound XII, was desulfurized with Raney nickel to afford 2-acetamido-1,6-anhydro-2,3-dideoxy-β-D-ribo-hexopyranose (XVII).The isothiocyanato group was not affected upon acetylation of compound IV and acetolysis of the 1,6-anhydride bond with acetic anhydride and trifluoroacetic acid.