16848-75-2

Upstream product

• 110043-59-9 methyl 4,6-O-benzylidene-2,3-dideoxy-3-trifluoroacetamido-α-D-arabino-hexopyranoside 
• 102916-74-5 Methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside 
• 63598-31-2 methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose 
• 63598-32-3 4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hexopyranosid-3-ulose oxime 

Downstream Products

• 92175-35-4 Methyl 3-benzamido-4,6-O-benzylidene-2,3-dideoxy-α-D-hexopyranoside 
• 92206-23-0 Methyl 3-N-benzoyl-4-O-benzoyl-β-L-daunosaminide 
• 92175-37-6 methyl 3-benzamido-4-O-benzoyl-2,3,6-trideoxy-α-D-erythro-hex-5-enopyranoside 
• 92175-36-5 Methyl 3-benzamido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-α-D-ribo-hexopyranoside 
• 109986-55-2 methyl 4,6-O-benzylidene-3-(benzyloxycarbonyl)amino-2,3-dideoxy-α-D-arabino-hexopyranoside 
• 109986-57-4 methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-6-bromo-2,3,6-trideoxy-3-methylamino-α-D-arabino-hexopyranoside 
• 109986-56-3 methyl 4,6-O-benzylidene-3-N-benzyloxycarbonyl-2,3-dideoxy-3-methylamino-α-D-arabino-hexopyranoside 
• 109986-58-5 methyl 4-O-benzoyl-3-N-benzyloxycarbonyl-2,3,6-trideoxy-3-methylamino-α-D-threo-hex-5-enopyranoside 
• 63554-16-5 Methyl 3-acetamido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-α-D-arabino-hexopyranoside 
• 67693-28-1 Methyl 3-acetamido-3,6-anhydro-4-O-benzoyl-2,3,6-trideoxy-α-D-arabino-hexopyranoside 

Relevant academic research and scientific papers

Synthesis of spacer-linked tail to tail dimers derived from a conformationally rigid aminodeoxysugar by olefin metathesis

The preparation of new tail to tail dimers of bridged aminodeoxysugars 2 and 11 is described. The first key step in the synthesis is the formation of the aminomethyl bridge in the carbohydrate-derived monomer 7 which is achieved by silver promoted ring closure of methyl 3-acetamido-6-bromo-2,3,6- trideoxy α-D-glucoside 6. Secondly, olefin metathesis of the corresponding 4-O-allyl glycoside 9 constitutes a powerful tool for dimerization, which allows synthesis of 1,4-butanediol-linked tail to tail neooligosaccharides 2 and 11.

SYNTHESIS OF METHYL 2,3,6-TRIDEOXY-3-(DIMETHYLAMINO)-β-L-XYLO-HEXOPYRANOSIDE

The title amino sugar was synthesized in six steps from methyl 4,6-O-benzylidene-2,3-dideoxy-3-trifluoroacetamido-α-D-arabino-hexopyranoside in a route based on Horton's synthesis of 3-amino-2,3,6-trideoxy sugars, but modified to avoid the problem of anhy

A PRACTICABLE SYNTHESIS OF N-TRIFLUOROACETYL-L-DAUNOSAMINE FROM D-GlUCOSE

A synthesis of the N-trifluoroacetyl derivative of L-daunosamine, the glucidic component of adriamycin and daunomycin, two antibiotics with proved antineoplastic activity, is described starting from D-glucose, an inexpensive carbohydrate source.The synthetic sequence involves the stereoselective introduction of the C(3) amino group and the inversion at C(5), obtained by the stereospecific hydrogenation of a 5-methylenepyranose derivative, to flip from the D over the L series.