33423-31-3

Upstream product

• 13343-63-0 benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside 
• 98-88-4 benzoyl chloride 
• 66026-10-6 N-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide 
• 78246-81-8 benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 206649-88-9 Benzoic acid (2R,4aR,6S,7R,8R,8aS)-7-acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 81629-55-2 Benzoic acid (4aR,6S,7R,8R,8aS)-7-acetylamino-6-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 
• 33423-33-5 benzyl-[2-acetylamino-O³-benzoyl-O⁴,O⁶-((Ξ)-benzylidene)-2-deoxy-α-D-glucopyranoside] 

Downstream Products

• 143836-21-9 Benzyl 2-acetamido-3-O-benzoyl-2-deoxy-4,6-O-<1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside 
• 82827-77-8 Benzyl-2-acetamido-2-desoxy-3,6-di-O-dibenzoyl-α-D-glucopyranosid 
• 81629-40-5 benzyl 2-acetamido-6-O-<2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O--β-D-glucopyranosyl>-3-O-benzoyl-2-deoxy-α-D-glucopyranoside 
• 82827-82-5 benzyl 2-acetamido-3-O-benzyl-4,6-dichloro-2,4,6-trideoxy-α-D-galactopyranoside 
• 206649-90-3 benzyl (2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-(1->4)-[2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->6)]-2-acetamido-3-O-benzoyl-2-deoxy-α-D-glucopyranoside 
• 206649-89-0 benzyl (2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->6)-2-acetamido-3-O-benzoyl-2-deoxy-α-D-glucopyranoside 
• 206649-92-5 benzyl 2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->6)-2-acetamido-3-O-benzoyl-2-deoxy-α-D-glucopyranoside 
• 82840-41-3 benzyl 2-acetamido-4,6-diazido-3-O-(D-1-carboxyethyl)-2,4,6-trideoxy-α-D-glucopyranoside 
• 82827-81-4 benzyl 2-acetamido-4-azido-2,4-dideoxy-3,6-di-O-(tetrahydropyran-2-yl)-α-D-glucopyranoside 
• 82827-78-9 benzyl 2-acetamido-3,6-di-O-benzoyl-4-chloro-2,4-dideoxy-α-D-galactopyranoside 
• 82827-80-3 benzyl 2-acetamido-4-chloro-2,4-dideoxy-3,6-di-O-(tetrahydropyran-2-yl)-α-D-galactopyranoside 
• 82827-84-7 benzyl 2-acetamido-4,6-diazido-2,4,6-trideoxy-α-D-glucopyranoside 
• 82827-86-9 benzyl 2-acetamido-6-azido-2,4,6-trideoxy-β-L-threo-hex-4-enopyranoside 
• 82827-79-0 benzyl 2-acetamido-4-chloro-2,4-dideoxy-α-D-galactopyranoside 

Relevant academic research and scientific papers

One-pot synthesis of β-D-Galf(1 → 4)[β-D-Galp(1 → 6)]-D-GlcNac, a 'core' trisaccharide linked O-glycosidically in glycoproteins of Trypanosoma cruzi

Tin(IV) chloride-promoted condensation of benzyl 2-acetamido-3-O- benzoyl-2-deoxy-α-D-glucopyranoside (4) with penta-O-benzoyl-β-D- galactopyranose (6) gave the derivative of β-D-Galp-(1 → 6)-α-D-GlcNAc 7 in 80% yield. This was glycosylated with penta-O-benzoyl-α,β-D- galactofuranose (5), employing the same catalyst, to afford the protected benzyl per-O-benzoyl-β-D-Galf(1 → 4)[β-D-Galp(1 → 6)]D-GlcNAc 10 in 41% yield. Alternatively, compound 10 was obtained directly in a one-pot reaction from 4, by sequential addition of 6 and 5 (34% yield). β-Glycosidic linkages were diastereoselectively formed. De-O-benzoylation of 10, followed by heterogeneous catalytic transfer hydrogenolysis of the benzyl group afforded the free trisaccharide β-D-Galf(1 → 4)[ β-D-Galp(l → 6)]-D-GlcNAc (14) in 98% yield from 10. Sodium borohydride reduction of 14 gave the corresponding alditol, whose spectral data were identical to those reported for the alditol obtained from the 38-43 kDa cell-surface glycoprotein of Trypanosoma cruzi.

Synthesis and biological activity of O-N-acetyl-beta-muramoyl-L-alanyl-D-isoglutamine)-(1 leads to 6)-2-acylamino-2-deoxy-D-glucoses.

Benzoylation of benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-alpha-D-glucopyranoside, benzyl 2-deoxy-2-(DL-3-hydroxytetradecanoylamino)-4,6-O-isopropylidene-alpha-D-glucopyranoside, and benzyl 2-deoxy-4,6-O-isopropylidene-2-octadecanoylamino-beta-D-glu