756485-50-4

Upstream product

• 756485-42-4 1,5-dideoxy-3,4-O-isopropylidene-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-D-glucopyranose (S)-S-oxide 
• 756485-47-9 5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-β-D-glucopyranose 
• 756485-46-8 5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose 
• 756485-49-1 1,3,4-O-triacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-β-D-glucopyranose 
• 756485-48-0 1,3,4-O-triacetoxy-5-deoxy-6-O-[5'-deoxy-2',3',4',6'-O-tetrakis(4-methoxyphenylmethyl)-5'-thio-α-D-glucopyranosyl]-2-O-methoxymethyl-5-thio-α-D-glucopyranose 
• 592517-60-7 6-O-benzoyl-1,5-dideoxy-3,4-O-isopropylidene-2-O-methoxymethyl-5-thio-D-glucopyranose (S)-S-oxide 
• 592517-52-7 6-O-benzoyl-1,5-dideoxy-3,4-O-isopropylidene-2-O-methoxymethyl-5-thio-D-glucopyranose 
• 592517-48-1 6-O-benzoyl-1,5-dideoxy-3,4-O-isopropylidene-5-thio-D-glucopyranose 

Downstream Products

• 838853-71-7 Acetic acid (2R,3S,4S,5R,6S)-4-acetoxy-5-methoxymethoxy-6-(2,2,2-trichloro-acetimidoyloxy)-2-[(2S,3R,4S,5S,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-thiopyran-2-yloxymethyl]-tetrahydro-thiopyran-3-yl ester 

Relevant academic research and scientific papers

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.