263358-64-1

Upstream product

• 130539-43-4 ethyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 99409-33-3 ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside 
• 99409-32-2 ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose 
• 125520-04-9 ethyl 3-O-acetyl-4,6-O-benzylidene-1,2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside 

Downstream Products

• 369386-70-9 ethyl 3-O-acetyl-6-O-benzyl-4-O-(tert-butyldimethylsilyl)-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 1340473-48-4 ethyl (2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimidoyl-1-deoxy-1-thio-β-D-glucopyranoside 
• 919078-09-4 ethyl 3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-4-O-(trifluoromethylsulfonyl)-1-thio-β-D-glucopyranoside 
• 263358-70-9 4-Methyl-benzoic acid (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6S)-4-acetoxy-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Synthesis of deoxygenated disaccharide precursors for modified lipid II synthesis

The synthesis of novel deoxygenated disaccharide precursors for modified lipid II synthesis is described. The 3- and 4-deoxy-GlcNAc donors were obtained, respectively, by radical reduction of the iodo derivative by TBTH/AIBN and hydrogen reduction of the

Synthesis of oligosaccharides designed to form micelles, corresponding to structures found in ovarian cyst fluid

The syntheses of α-D-GlcpNAc-(1 →4)-β-D-Galp-(1→4)-β-D-GlcNAc-(1→O)-(CH2)15CH3 (1) and fragments thereof, corresponding to structures found in human ovarian cyst fluid, are described. Silver triflate promoted coupling of 3.4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl bromide (12) and galactose acceptor (11) gave a disaccharide donor (13), which was readily transformed into the corresponding bromoderivative 18. For the synthesis of disaccharide β-D-Galp-(1 →4)-D-GlcNAc, several differently protected glucosamine acceptors were prepared. It was found that cetyl alcohol needed to be introduced after the formation of the β-galactoside bond. Glycosylation of pent-4-enyl 3,6-di-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside (30) with (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1 →4)-2,3,6-tri-O-benzoyl-α-D-galactopyranosyl bromide (18) by use of silver triflate as promoter gave the desired trisaccharide 31. Finally 31 was transformed via coupling to the long alkyl chain aglycon and deprotection into the title compound 1.