103559-54-2

Upstream product

• 103559-53-1 Acetic acid (2S,3R,4R,5R,6S)-3-acetoxy-6-{(2S,3R,4S,6S)-4-benzyloxy-6-[(2S,3S,4S,6R)-6-benzyloxy-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-5-iodo-2-methyl-tetrahydro-pyran-4-yl ester 
• 86964-40-1 benzyl 4-O-(4-O-acetyl-3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside 
• 106988-71-0 4-O-acetyl-1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enitol 
• 81703-97-1 benzyl 2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside 
• 86964-41-2 benzyl 4-O-(3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside 
• 54621-94-2 3,4-di-O-acetyl-L-fucal 

Downstream Products

• 103559-55-3 (2S,3S,4S,6S)-6-[(2S,3R,4S,6S)-6-((2S,3S,4S,6R)-4-Amino-6-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy)-4-benzyloxy-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3,4-diol 

Relevant academic research and scientific papers

Anthracycline oligosaccharides: facile stereoselective synthesis of 2,6-dideoxy-alpha-L-lyxo-hexopyranosides.

Glycosylation of benzyl-2,3,6-trideoxy-3-trifluoroacetamido-alpha-L-lyxo-h exopyranoside (6) with 3,4-di-O-acetyl-1,5-anhydro-2,6-dideoxy-L-lyxo-hex-1-enitol (1) or 4-O-acetyl-1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enit ol (2) in the presence of trimethylsilyl triflate/triethylamine gave alpha-(1----4)-linked disaccharide derivatives 7 and 8, respectively. In the presence of trimethylsilyl triflate only, 3,4-di-O-acetyl-1-O-tert-butyldimethylsilyl-2,6-dideoxy-beta-L-lyxo++ +-hexopyranose (3) and 6 gave mainly 7. Condensation of 1 or 2 with 9, obtained by O-deacylation of 8, afforded benzyl [O-(3,4-di-O-acetyl-2,6-dideoxy-alpha-L-lyso-hexopyranosyl)-(1----4)-O-( 3-O-benzyl-2,6-dideoxy-2,6-alpha-L-hexopyranosyl)-(1----4)-(2,3,6-tri deo xy-3-trifluoroacetamido-alpha-L-lyxo-hexopyranoside)] (11) and its 3''-benzyl analogue 12, respectively.

SYNTHESIS OF THE OLIGOSACCHARIDE MOIETIES OF MUSETTAMYCIN AND MARCELLOMYCIN, NEW ANTITUMOUR ANTIBIOTICS

The total syntheses of the di and trisaccharide respective sugar-moieties of musettamycin and marcellomycin are reported.