189446-96-6

Upstream product

• 50-99-7 D-glucose 
• 923980-23-8 2,3,4-tri-O-acetyl-1-thio-6-O-tosyl-β-D-glucopyranose 
• 6619-10-9 1,2,3,4-tetra-O-acetyl-6-O-p-tolylsulfonyl-β-D-glucopyranose 
• 55500-08-8 2,3,4-tri-O-acetyl-6-O-(p-toluenesulfonyl)-α-D-glucopyranosyl bromide 
• 4984-68-3 1,6-dideoxy-1,6-epithio-β-D-glucopyranose 
• 98-88-4 benzoyl chloride 
• 5115-93-5 2,3,4-tri-O-acetyl-1,6-dideoxy-1,6-epithio-β-D-glucopyranose 

Downstream Products

• 189447-05-0 dimethyl 3,3'-O-[6,6'-dithiobis(2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl)]bis(2,4,6-tri-O-benzyl-α-D-glucopyranoside) 
• 189447-00-5 6,6'-O-[6,6'-dithiobis(2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl)]bis(1,2:3,4-di-O-isopropylidene-α-D-galactopyranose) 
• 300709-25-5 (6R)-6-O-acetyl-2,3,4-tri-O-benzoyl-1,6-dideoxy-1,6-epithio-β-D-gluco-hexodialdo-1,5-pyranose 
• 189447-02-7 dimethyl 6,6'-O-[6,6'-dithiobis(2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl)]bis(2,3,4-tri-O-benzyl-α-D-glucopyranoside) 
• 300709-14-2 2,3,4-tri-O-benzoyl-1,6-dideoxy-1,6-epithio-β-D-glucopyranose (S)-S-oxide 
• 189447-01-6 dimethyl 6,6'-O-[6,6'-dithiobis(2,3,4-tri-O-benzoyl-6-deoxy-β-D-glucopyranosyl)]bis(2,3,4-tri-O-acetyl-α-D-glucopyranoside) 

Relevant academic research and scientific papers

1,6-Anhydro-1-thio-β-D-glucopyranose (thiolevoglucosan) and the corresponding sulfoxides and sulfone

Starting 1,2,3,4-tetra-O-acetyl-6-O-tosyl-β-D-glucopyranose (3) was converted into 2,3,4-tri-O-acetyl-1-thio-6-O-tosyl-β-D-glucopyranose (6) via intermediate glycosyl bromide 4 and S-thiouronium salt 5. Treatment of compound 6 with sodium methoxide gave 1,6-anhydro-1-thio-β-D-glucopyranose (thiolevoglucosan 2a). The isomeric sulfoxides 7 and 8 were prepared by selective oxidation of thiolevoglucosan 2a with hydrogen peroxide or 3-chloroperoxybenzoic acid. The structure of new compounds was confirmed by 1H and 13C NMR spectroscopy or by X-ray analysis; magnetic anisotropy of the sulfinyl and sulfonyl group has been discussed.

1,6-Epithio- and 1,6-Episeleno-β-D-glucopyranose: Useful Adjuncts in the Synthesis of 6-Deoxy-β-D-glucopyranosides

Derivatives of 1,6-dideoxy-1,6-epithio- and 1,6-dideoxy-1,6-episeleno-β-D-glucopyranose have been shown to be effective glycosyl donors toward carbohydrate alcohols under the agency of N-iodosuccinimide/trifluoromethanesulfonic acid. Reduction of the inte

1,6-epithio- and 1,6-episeleno-β-D-glucopyranose: Useful Adjuncts in the synthesis of 6-deoxy-β-D-glucopyranosides

The treatment of derivatives of 1,6-epithio- and 1,6-episeleno-β-D-glucopyranose with various carbohydrate alcohols in the presence of N-iodosuccinimide/triflic acid gives rise to disulfides and diselenides, respectively, which may be transformed to the desired 6-deoxy-β-D-glucopyranosides.