13407-60-8

Upstream product

• 97-30-3 methyl-alpha-D-glucopyranoside 
• 6619-09-6 methyl 6-O-tosyl-α-D-glucopyranoside 
• 26922-78-1 methyl 2,3-anhydro-4,6-di-O-methylsulphonyl-α-D-allopyranoside 
• 98-88-4 benzoyl chloride 
• 7732-18-5 water 
• 345892-40-2 methyl-(O⁶-sulfo-α-D-mannopyranoside) 

Downstream Products

• 17184-28-0 Methyl-3,6-anhydro-α-D-glucofuranosid 
• 7625-23-2 3,6-anhydro-D-glucose 
• 87638-78-6 3,6-anhydro-D-glucofuranose 
• 137013-08-2 methyl 3,6-anhydro-2,4-di-O-phenoxythiocarbonyl-α-D-glucopyranoside 
• 87595-96-8 Methyl-3,6-anhydro-2,5-di-O-tosyl-α-D-glucofuranosid 
• 13059-08-0 Acetic acid (1S,3S,4R,5R,8R)-4-acetoxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-8-yl ester 
• 17184-28-0 (2S,3R,3aR,6aR)-2-Methoxy-hexahydro-furo[3,2-b]furan-3,6-diol 
• 13059-08-0 Acetic acid (1S,3S,4R,5R,8S)-4-acetoxy-3-methoxy-2,6-dioxa-bicyclo[3.2.1]oct-8-yl ester 

Relevant academic research and scientific papers

Reversed imidazole nucleosides. Alternative pathways of synthesis

The reversed imidazole nucleosides were obtained on three independent routes: a) by the nucleophilic substitution of terminal tosylate group in sugar derivatives with imidazole-1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) salts, b) from monosugar derivatives with unprotected terminal hydroxy group and substituted imidazoles, under the Mitsunobu reactions conditions, c) by the reaction of monosugars possessing terminal primary amino group with 1,4-dinitroimidazoles. Limitations of these routes are discussed.

Products from the Base Treatment of the Tri-O- and Tetra-O-methanesulfonyl Esters of Methyl α-D-Glucopyranoside

Treatment of the four tri-O-methanesulfonyl and tetra-O-methanesulfonyl esters of methyl α-D-glucopyranoside gave as initial products methyl anhydro-O-methanesulfonyl- and anhydro-di-O-methanesulfonyl-α-D-hexosides.Further base treatment transformed these