10227-17-5

Basic information

• Product Name: 3,6-Di-O-acetyl-5-Deoxy-5-S-acetyl-1,2-O-isopropylidene-a-D-glucofuranose
• Synonyms: 3,6-Di-O-acetyl-5-Deoxy-5-S-acetyl-1,2-O-isopropylidene-a-D-glucofuranose;3,6-Di-O-acetyl-5-S-acetyl-5-deoxy-1,2-O-isopropylidene-a-D-glucofuranose
• CAS NO: 10227-17-5
• Molecular Formula: C₁₅H₂₂O₈S
• Molecular Weight: 362.397
• Mol File: 10227-17-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,6-Di-O-acetyl-5-Deoxy-5-S-acetyl-1,2-O-isopropylidene-a-D-glucofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Di-O-acetyl-5-Deoxy-5-S-acetyl-1,2-O-isopropylidene-a-D-glucofuranose(10227-17-5)
• EPA Substance Registry System: 3,6-Di-O-acetyl-5-Deoxy-5-S-acetyl-1,2-O-isopropylidene-a-D-glucofuranose(10227-17-5)

Safety Data

• Hazardous Substances Data: 10227-17-5(Hazardous Substances Data)

Upstream product

• 102029-58-3 3-O-acetyl-6-O-benzoyl-1,2-O-isopropylidene-5-O-methylsulphonyl-α-D-glucofuranose 
• 16713-80-7 3-O-acetyl-1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose 
• 108-24-7 acetic anhydride 
• 4118-60-9 5,6-anhydro-1,2-O-isopropylidene-β-L-idofuranose 
• 37614-79-2 5,6-anhydro-5,6-epithio-1,2-O-isopropylidene-α-D-glucofuranose 

Downstream Products

• 10470-80-1 1,2,3,4,6-penta-O-acetyl-5-thio-α,β-D-glucopyranose 
• 131757-93-2 1-O-acetyl-2,3,4,6-tetra-O-benzyl-5-thio-α-D-glucopyranose 
• 131757-84-1 methyl 2,3,4,6-tetra-O-benzyl-5-deoxy-5-thio-α-D-glucopyranoside 
• 131757-92-1 (3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-thiopyran-2-one 
• 131757-87-4 5-(benzyloxymethyl)-thiophene-2-carboxaldehyde 
• 16505-91-2 (3R,4S,5S,6R)-6-(hydroxymethyl)tetrahydro-2H-thiopyran-2,3,4,5-tetraol 

Relevant articles and documents

A novel synthesis of 5-thio-D-glucose

A shorter synthesis of 5-thio-D-glucose is described in 8 steps from commercially available D-glucofurano-3,6-lactone.

Novel preparation of (2-azidomethyl)benzoic acid and an application as a protective group

A novel preparation method of 2-(azidomethyl)benzoic acid, a precursor of (2-azidomethyl)benzoyl (AZMB) protective group, was developed which can provide pure sample in gram scale without chromatographic purifications. Reductive cleavage using triphenylphosphine was found to be effective in the case of sterically hindered ester that resists under basic hydrolysis.

Synthesis of Per-O-alkylated 5-Thio-D-glucono-1,5-lactones and Transannular Participation of the Ring Sulphur Atom of 5-Thio-D-glucose Derivatives on Solvolysis under Acidic Conditions

Per-O-alkylated 5-thio-D-glucono-1,5-lactones (33)-(35) were synthesized via acetolysis or hydrolysis of the corresponding methyl glycosides (21)-(23).Transannular participation of the sulphur atom on acid methanolysis of 3,6-di-O-acetyl-5-S-acetyl-1,2-O-