325474-97-3

Upstream product

• 72062-68-1 methyl 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranoside 
• 72062-67-0 Benzoic acid (2S,3R,4S,6S)-2-bromomethyl-4-methanesulfonyloxy-6-methoxy-tetrahydro-pyran-3-yl ester 
• 108-24-7 acetic anhydride 
• 325474-95-1 4-O-benzoyl-3-O-methanesulfonyl-2,6-dideoxy-α-D-ribo-hexopyranose 

Downstream Products

• 325475-11-4 Benzoic acid (2R,3R,4S,6R)-6-(1-hydroxy-6,8-dimethoxy-3-methyl-7,12-dioxo-7,12-dihydro-benzo[a]anthracen-2-yl)-4-methanesulfonyloxy-2-methyl-tetrahydro-pyran-3-yl ester 
• 325475-00-1 Benzoic acid (2R,3S,4R,6R)-6-acetoxy-4-azido-2-methyl-tetrahydro-pyran-3-yl ester 
• 325475-13-6 Benzoic acid (2R,3S,4R,6R)-4-azido-6-(1-hydroxy-6,8-dimethoxy-3-methyl-7,12-dioxo-7,12-dihydro-benzo[a]anthracen-2-yl)-2-methyl-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Relative reactivities of aminoglycosides and their synthetic equivalents in the C-glycosylation of aromatics. Synthesis of the pseudoaglycone (D-C-glycoside) of the benzanthrins

The pseudoaglycone of the benzanthrin antibiotics was prepared by a short sequence in which C-glycosylation of dehydrorabelomycin dimethyl ether served as the key step. The use of a 3-azido 2,3,6-trideoxy pyranose as an activated equivalent of a 3-dimethyl-amino 2,3,6-trideoxy sugar was demonstrated in this reaction. (C) 2000 Elsevier Science Ltd.