106295-31-2

Upstream product

• 106265-20-7 1D-(1,2,4/3)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-methylene-1,3,4-cyclohexanetriol 
• 121843-64-9 1D-(1,2,4/3) 3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-methoxymethylene-1,3,4-cyclohexanetriol 
• 106265-18-3 2L-(2,4,5/3) 2,3-di-O-benzyloxy-4-N-benzyl-4-N-benzyloxycarbonyl-amino-5-hydroxy-cyclohexanone 
• 93000-10-3 benzyl ((2R,4aR,6S,7R,8R,8aS)-8-hydroxy-6-methoxy-2-phenyl hexahydropyrano[3,2-d][1,3]dioxin-7-yl)carbamate 
• 129095-44-9 methyl 3-O-benzyl-2-(N-benzyl-N-benzyloxycarbonylamino)-2-deoxy-α-D-glucopyranoside 
• 129117-17-5 methyl 3-O-benzyl-2-(N-benzyl-N-benzyloxycarbonylamino)-2,6-dideoxy-6-iodo-α-D-glucopyranoside 
• 102997-59-1 2-amino-N-benzyl-N-benzyloxycarbonyl-3,4-di-O-benzyl-2-deoxy-1-O-methyl-α-D-gluco-hex-5-enopyranoside 
• 129095-43-8 methyl 4,6-O-benzylidene-3-O-benzyl-2-(N-benzyl-N-benzyloxycarbonyl-amino)-2-deoxy-α-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 4704-15-8 ((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester 
• 106265-19-4 (1S,2S,3R,4R)-3,4-di-O-benzyl-2-benzylamino-1,2-N,O-carbonyl-5-methoxymethylene-1,3,4-cyclohexanetriol 
• 106265-18-3 benzyl benzyl((2R,3S)-2,3-bis(benzyloxy)-6-hydroxy-4-oxocyclohexyl)carbamate 

Downstream Products

• 74517-40-1 1D-(1,2,4,5/3)-2-acetamido-1,3,4,7-tetra-O-acetyl-5-C-hydroxymethyl-1,3,4-cyclohexanetriol 
• 143465-47-8 1D-(1,2,4/3,5)-3-O-<(R)-3-hydroxytetradecanoyl>-2-<(R)-3-hydroxytetradecanoylamido>-1-O-phosphono-5-C-hydroxymethyl-1,3,4-cyclohexanetriol 
• 143465-60-5 (R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(diphenoxy-phosphoryloxy)-2-phenyl-hexahydro-benzo[1,3]dioxin-8-yl ester 
• 143465-52-5 Phosphoric acid (1S,2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-2-((R)-3-methoxymethoxy-tetradecanoylamino)-cyclohexyl ester diphenyl ester 
• 143465-55-8 (R)-3-Methoxymethoxy-tetradecanoic acid (4aR,6S,7R,8R,8aR)-6-(diphenoxy-phosphoryloxy)-7-((R)-3-methoxymethoxy-tetradecanoylamino)-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-8-yl ester 
• 143465-59-2 Phosphoric acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-8-hydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester 
• 143465-56-9 (R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester 
• 143465-63-8 Phosphoric acid (1S,2R,3R,4R,5R)-2-benzylamino-3,4-bis-benzyloxy-5-benzyloxymethyl-cyclohexyl ester diphenyl ester 
• 143465-54-7 Phosphoric acid (4aR,6S,7R,8R,8aR)-8-hydroxy-7-((R)-3-methoxymethoxy-tetradecanoylamino)-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-6-yl ester diphenyl ester 
• 143465-51-4 Phosphoric acid (1S,2R,3R,4R,5R)-2-amino-3,4-bis-benzyloxy-5-benzyloxymethyl-cyclohexyl ester diphenyl ester 
• 143465-53-6 Phosphoric acid (1S,2R,3R,4R,5R)-3,4-dihydroxy-5-hydroxymethyl-2-((R)-3-methoxymethoxy-tetradecanoylamino)-cyclohexyl ester diphenyl ester 
• 143465-58-1 (R)-3-Benzyloxymethoxy-tetradecanoic acid ((2R,4aR,6S,7S,8R,8aR)-6,8-dihydroxy-2-phenyl-hexahydro-benzo[1,3]dioxin-7-yl)-amide 
• 143465-65-0 (R)-3-Benzyloxymethoxy-tetradecanoic acid ((1S,2R,3R,4R,6S)-2,3,6-trihydroxy-4-hydroxymethyl-cyclohexyl)-amide 
• 143465-50-3 (1S,2S,3R,4R,5R)-2-Benzylamino-3,4-bis-benzyloxy-5-benzyloxymethyl-cyclohexanol 

Relevant academic research and scientific papers

Synthesis of the carbon pseudosugar analog of lipid X

A carbocyclic analog (2) with a deactivated pseudo-anomeric phosphate of the lipopolysaccharide biosynthetic intermediate Lipid X (1) was prepared in order to better understand the biological behavior of the parent compound. Two related synthetic routes t

SYNTHETIC METHODS FOR THE PREPARATION OF BASIC D- AND L-PSEUDO-SUGARS. SYNTHESIS OF CARBOCYCLIC ANALOGUES OF N-ACETYL-MURAMYL-L-ALANYL-D-ISOGLUTAMINE (MDP)

Two exocyclic olefins 10 and 22, readily elaborated from D-glucosamine, have been transformed by Ferrier rearrangement reaction into aminocyclohexanones 11, 12 and 23, 24.Reduction of ketone 11 with tri-t-butoxy-aluminium hydride followed by sequential ac

Synthesis of Biologically Active Carbocyclic Analogues of N-Acetylmuramyl-L-alanyl-D-isoglutamine (MDP)

Two biologically active analogues of MDP containing pseudo-D-glucosamine have been synthesised using as key step the Ferrier rearrangement (carbohydrate inosose).Several different procedures for carrying out this reaction have been compared.

Synthesis of Carbocyclic Analogues of D-Glucosamine and L-Idosamine from D-Glucosamine

Derivatives of pseudo-D-glucosamine and pseudo-L-idosamine have been prepared from the chiral cyclohexanone (1) by a short sequence, including methoxy-methylenation or methylenation, followed by stereoselective oxymercuration or hydroboration, respectivel