182167-83-5

Upstream product

• 85207-16-5 allyl 2,3-O-isopropylidene-α-D-mannopyranoside 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 182167-84-6 (2S,3S,4R,5S,6R)-2-Allyloxy-5-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3,4-diol 
• 182167-90-4 Allyl 2-O-benzoyl-3-O-(4-O-benzoyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside 
• 182167-85-7 Benzoic acid (2S,3S,4S,5S,6R)-2-allyloxy-4-hydroxy-5-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester 
• 182167-87-9 Allyl 2-O-benzoyl-3-O-(2,4-di-O-benzoyl-3,6-dideoxy-α-D-arabino-hexopyranosyl)-α-D-mannopyranoside 
• 182167-86-8 Allyl 2-O-benzoyl-3-O-[2,4-di-O-benzoyl-3,6-dideoxy-4-O-(p-methoxybenzyl)-α-D-arabino-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside 
• 182167-88-0 Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside 

Relevant academic research and scientific papers

Preparation of disaccharide haptens corresponding to Salmonella serogroups B and D

The properly protected ethyl 1-thio-abequopyranoside 11 and ethyl 1-thio-tyvelo-pyranoside 26 were prepared by a sequence of reactions, the key step of which was the regioselective hydride-mediated ring-opening of the cyclic sulfate function in compounds 8 and 18. Iodonium ion-assisted glycosylation of allyl mannopyranoside 30 with the individual ethyl 3,6-dideoxy-1-thio-D-hexopyranoside donors 11 and 26 furnished, after deprotection, the respective allyl 3-O-(α-D-abequopyranosyl)-α-D-mannopyranoside 1 and allyl 3-O-(α-D-tyvelopyranosyl)-α-D-mannopyranoside 2.