183239-93-2

Upstream product

• 183239-88-5 Ethyl 3-O-benzyl-4-O-(4-methoxybenzyl)-1-thio-α-L-rhamnopyranoside 
• 173167-84-5 ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-α-L-rhamnopyranoside 
• 173167-85-6 Ethyl 4-O-(4-methoxybenzyl)-1-thio-α-L-rhamnopyranoside 
• 98-88-4 benzoyl chloride 
• 2746-25-0 p-Methoxybenzyl bromide 
• 100-39-0 benzyl bromide 
• 183239-89-6 Succinic acid mono-[(2S,3R,4R,5S,6S)-4-benzyloxy-2-ethylsulfanyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-3-yl] ester 
• 183239-92-1 Benzoic acid (2R,4aR,6R,7R,8S,8aS)-6-(5-benzyloxycarbonylamino-pentyloxy)-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 
• 127753-95-1 ethyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside 

Downstream Products

• 183240-05-3 Benzoic acid (1R,3R,5S,6S,7R,8R,15S,16R,17R,19R)-7-benzyloxy-17-(5-benzyloxycarbonylamino-pentyloxy)-19-benzyloxymethyl-6-(4-methoxy-benzyloxy)-5-methyl-10,13-dioxo-2,4,9,14,18-pentaoxa-tricyclo[13.4.0.0^3,8]nonadec-16-yl ester 
• 183240-07-5 Benzoic acid (1R,3R,5S,6S,7R,8R,15S,16R,17R,19R)-7-benzyloxy-17-(5-benzyloxycarbonylamino-pentyloxy)-19-benzyloxymethyl-6-(2-chloro-acetoxy)-5-methyl-10,13-dioxo-2,4,9,14,18-pentaoxa-tricyclo[13.4.0.0^3,8]nonadec-16-yl ester 
• 183240-06-4 Benzoic acid (1R,3R,5S,6S,7R,8R,15S,16R,17R,19R)-7-benzyloxy-17-(5-benzyloxycarbonylamino-pentyloxy)-19-benzyloxymethyl-6-hydroxy-5-methyl-10,13-dioxo-2,4,9,14,18-pentaoxa-tricyclo[13.4.0.0^3,8]nonadec-16-yl ester 
• 183239-98-7 Succinic acid (2R,3R,4S,5R,6R)-3-benzoyloxy-2-(5-benzyloxycarbonylamino-pentyloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2S,3R,4R,5S,6S)-4-benzyloxy-5-(2-chloro-acetoxy)-2-ethylsulfanyl-6-methyl-tetrahydro-pyran-3-yl ester 
• 183239-95-4 Succinic acid (2R,4aR,6R,7R,8S,8aR)-7-benzoyloxy-6-(5-benzyloxycarbonylamino-pentyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (2S,3R,4R,5S,6S)-4-benzyloxy-5-(2-chloro-acetoxy)-2-ethylsulfanyl-6-methyl-tetrahydro-pyran-3-yl ester 
• 183239-94-3 Succinic acid (2R,4aR,6R,7R,8S,8aR)-7-benzoyloxy-6-(5-benzyloxycarbonylamino-pentyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (2S,3R,4R,5S,6S)-4-benzyloxy-2-ethylsulfanyl-5-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester 
• 183239-97-6 Succinic acid (2R,3R,4S,5R,6R)-3-benzoyloxy-2-(5-benzyloxycarbonylamino-pentyloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2S,3R,4R,5S,6S)-4-benzyloxy-2-ethylsulfanyl-5-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester 
• 183239-96-5 Succinic acid (2R,3R,4S,5R,6R)-3-benzoyloxy-2-(5-benzyloxycarbonylamino-pentyloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2S,3R,4R,5S,6S)-4-benzyloxy-2-ethylsulfanyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Prearranged glycosides, 4: Synthesis via prearranged glycosides of a tetrasaccharide fragment related to the capsular polysaccharide of Streptococcus pneumoniae type 27

The blockwise synthesis of the pyruvated tetrasaccharide 4,6-(S)-pyruvic-acetal-β-D-GlcNAcp-(1→3)-α-D-Gal p-(1→4)-β-L-Rhap-(1→4)-β-D-Glc p-O(CH2)5NH2 (32), related to the repeating unit of the capsular polysaccharide of Streptococcus pneumonias type 27, by coupling of the suitably protected disaccharide blocks 4,6-(S)-pyruvic-acetal-β-D-GlcNAcp-(1→3)-α-D-Gal p-trichloroacetimidate (13) and β-L-Rhap-(1→4)-β-D-Glcp-O(CH 2)5NHZ (29β) is described. The latter disaccharide acceptor was prepared via prearranged glycosides by intramolecular glycosylation of a protected 5-aminopentyl β-D-glucopyranoside linked by a succinyl bridge at C-3 to C-2 of ethyl 1-thio-α-L-rhamnopyranoside. The dependence of the anomeric selectivity of the coupling on the nature of the protecting group at C-4 of the rhamnosyl moiety is studied. VCH Verlagsgesellschaft mbH, 1996.