503065-97-2

Upstream product

• 98-88-4 benzoyl chloride 
• 503065-95-0 phenyl 3-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-1-thio-β-L-rhamnopyranoside 
• 776-04-5 2-trifluoromethylbenzenesulfonyl chloride 
• 100-39-0 benzyl bromide 
• 108-98-5 thiophenol 
• 5158-64-5 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide 
• 503065-75-6 phenyl 1-thio-6-deoxy-β-L-mannopyranoside 
• 503065-93-8 phenyl 3-O-benzyl-1-thio-β-L-rhamnopyranoside 
• 181136-65-2 phenyl 2,3,4-tri-O-acetyl-1-thio-6-deoxy-β-L-mannopyranoside 

Downstream Products

• 503065-99-4 1-adamantyl 4-O-benzoyl-3-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-L-rhamnopyranoside 
• 503065-98-3 3β-cholestanyl 4-O-benzoyl-3-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-L-rhamnopyranoside 
• 503066-01-1 methyl 3-O-[(4-O-benzoyl-3-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-L-rhamnopyranosyl)]-2,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 503066-02-2 methyl 3-O-benzyl-4,6-O-benzylidene-2-O-[(4-O-benzoyl-3-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-L-rhamnopyranosyl)]-α-D-mannopyranoside 
• 503066-03-3 methyl 4-O-[(4-O-benzoyl-3-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-L-rhamnopyranosyl)]-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 503066-00-0 methyl 6-O-[4-O-benzoyl-3-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)-β-L-rhamnopyranosyl]-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 82231-38-7 methyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 503066-04-4 methyl 2,3,6-tri-O-benzyl-4-O-[(4-O-benzoyl-3-O-benzyl-2-O-(2-trifluoromethylbenzenesulfonyl)]-β-L-rhamnopyranosyl)-α-D-glucopyranoside 

Relevant academic research and scientific papers

Direct synthesis of the beta-l-rhamnopyranosides.

The direct formation of beta-l-rhamnopyranosides by means of thioglycoside donors protected with a 2-O-sulfonate ester and, ideally, a 4-O-benzoyl ester, is reported. Activation is achieved with the combination of 1-benzenesulfinyl piperidine and triflic anhydride in the presence of 2,4,6-tri-tert-butylpyrimidine. Selectivities vary from moderate to good, and the sulfonyl group is easily removed post-glycosylation with sodium amalgam in 2-propanol.