157068-64-9

Upstream product

• 35780-85-9 methyl 2-O-methyl-4,6-O-(phenylmethylene)-β-D-galactopyranoside 
• 34698-05-0 methyl 2-O-methyl-β-D-galactopyranoside 
• 157068-70-7 methyl 2-O-methyl-3,4-O-(methylethylidene)-β-D-galactopyranoside 
• 100-39-0 benzyl bromide 
• 157068-63-8 methyl 3-azido-3-deoxy-2-O-methyl-6-O-(phenylmethyl)-β-D-gulopyranoside 
• 157068-61-6 phenyl 3,4-dideoxy-2-O-(2,2-dimethylpropionyl)-6-O-(phenylmethyl)-1-thio-3-trifluoroacetamido-β-D-glucopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 157068-60-5 phenyl 3-azido-3,4-dideoxy-2-O-(2,2-dimethylpropionyl)-6-O-(phenylmethyl)-1-thio-β-D-glucopyranoside 
• 157068-62-7 (2R,3R,4R,5R,6R)-4-Azido-2-hydroxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-ol 
• 143520-33-6 methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-2-O-methyl-β-D-galactopyranoside 
• 104530-15-6 methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside 

Downstream Products

• 157068-65-0 methyl 3-amino-3-deoxy-4-<3',4'-dideoxy-2'-O-(2,2-dimethylpropionyl)-6'-O-(phenylmethyl)-3'-(trifluoroacetamido)-β-D-glucopyranosyl>-2-O-methyl-6-O-(phenylmethyl)-3-N-<(trichloroacetamido)carbonyl>-β-D-gulopyranoside 
• 1053621-92-3 2,2-Dimethyl-propionic acid (2S,3R,4S,6S)-2-((2R,3R,4R,5R,6R)-4-amino-2-benzyloxymethyl-5,6-dimethoxy-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

An Ezomycin Model Glycosylation

A model glycosylation reaction for application to the synthesis of the ezomycin class of antibiotics is described.The ezoaminuroic thioglycoside donor 13, with a reduced and protected C-6 position and trifluoroacetamide at C-3, was prepared from the Cerny epoxide 7 by a nine-step procedure.The model D-gulo-pyranoside acceptor 20, which closely resembles an actual acceptor in the vicinity of the reacting axial hydroxyl, was synthesized from methyl β-D-galactopyranoside 14.Glycosylation with N-iodosuccinimide/triflic acid as promoter gave the disaccharide 21 in 90percent yield.