453525-17-2

Upstream product

• 453525-11-6 tetrahydropyran-2-yl 2,3,4,6-tetra-O-acetyl-5-deoxy-5-thio-α-D-glucopyranoside 
• 453524-96-4 tetrahydropyran-2-yl 5-deoxy-5-thio-α-D-glucopyranoside 
• 137886-82-9 2,3,4,6-Tetra-O-acetyl-5-thio-α-D-glucopyranose 
• 407-25-0 trifluoroacetic anhydride 
• 592517-53-8 2,3,4,6-O-tetrabenzoyl-1,5-dideoxy-5-thio-D-glucopyranose (R)-S-oxide 
• 453525-14-9 tetrahydropyran-2-yl 2,3,4,6-tetra-O-benzoyl-5-deoxy-5-thio-α-D-glucopyranoside 

Downstream Products

• 453525-05-8 methyl 6-O-[2',3',4',6'-tetra-O-benzoyl-5'-deoxy-5'-thio-D-glucopyranosyl]-2,3,4-tri-O-benzoyl-α-D-glucopyranoside 
• 453525-06-9 4-nitrophenyl 2,3,4-tri-O-benzoyl-6-O-[2',3',4',6'-tetra-O-benzoyl-5'-deoxy-5'-thio-D-glucopyranosyl]-α-D-glucopyranoside 
• 453525-08-1 C₆₂H₅₂O₁₇S 
• 453524-99-7 2,3,4,6-tetra-O-benzoyl-5-deoxy-5-thio-α-D-glucopyranosyl trichloroacetimidate 

Relevant academic research and scientific papers

Synthetic studies on oligosaccharides composed of 5-thioglucopyranose units

Glycosylation reactions of 5-thioglucopyranosyl trichloroacetimidates bearing ethereal protective groups at the 2-O-position 14-15, and 37 proceed smoothly to give α-glycosides stereoselectively by using a catalytic amount of silyl triflate. This methodol

Synthesis of thiosaccharides employing the Pummerer rearrangement of tetrahydrothiopyran oxides

The Pummerer rearrangement of 1-deoxy-5-thioglucopyranose derivatives carrying acetonides at the C3,4-positions proceeded regioselectively at the C1 position by treating with TFAA in the presence of pyridine. Studies employing deuterium-labelled derivatives revealed that the reaction was induced by E2 1,2-elimination of trifluoroacetic acid of the trifluoroacetoxy sulfonium intermediate. This methodology was applied to the synthesis of an isomaltotriose derivative consisting of 5-thioglucopyranoside units.

β-selective glycosylation of 5-thioglucopyranose derivatives; syntheses of β-(1 → 6) linked 5′-thioglucopyranosyl disaccharides

β-Stereoselctive and effective glycosylation with 5-thioglucopyranose was achieved by performing the reaction with pivaloyl- or benzoyl-protected glucopyranosyl trichloroacetimidates and BF3OEt2, a glycosyl activator, when C6-OH gluc