5346-81-6

Basic information

• Product Name: phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside
• CAS NO: 5346-81-6
• Molecular Formula: C₃₂H₄₀O₁₇S
• Molecular Weight: 728.7148
• Mol File: 5346-81-6.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 731°C at 760 mmHg
• Flash Point: 361°C
• Density: 1.36g/cm³
• Vapor Pressure: 3.17E-21mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside(5346-81-6)
• EPA Substance Registry System: phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside(5346-81-6)

Safety Data

• Hazardous Substances Data: 5346-81-6(Hazardous Substances Data)

Usage

General Description

Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside is a complex chemical compound used in biochemistry and organic chemistry. It is a thiohexopyranoside derivative, meaning it contains a sulfur atom in its structure. phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)-1-thiohexopyranoside also features multiple acetyl groups and a phenyl group, which are important for its chemical properties and reactivity. Due to its complex structure and functional groups, this compound may have various applications in organic synthesis, medicinal chemistry, and biochemical research.

Upstream product

• 4753-07-5 α-hepta-O-acetylmaltosyl bromide 
• 108-98-5 thiophenol 
• 3616-19-1 lactose octaacetate 
• 106-54-7 p-Chlorothiophenol 
• 4753-07-5 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide 
• 22352-19-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate 
• 4551-15-9 phenylthiotrimethylsilane 
• 3616-19-1 1,2,3,6,2',3',4',6'-octa-O-acetylmaltose 
• 882-33-7 diphenyldisulfane 
• 930-69-8 sodium thiophenolate 
• 4753-07-5 2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide 
• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 108-24-7 acetic anhydride 
• 3150-24-1 4-nitrophenyl-β-D-galactopyranoside 

Downstream Products

• 27891-73-2 phenylthio 2,3,4,6-terta hydroxy-α-D-glucopyranosyl-(1→4)-2,3,6-triylhydroxy-β-D-glucopyranoside 
• 27891-80-1 Acetic acid (2S,3R,4S,5R,6R)-4-acetoxy-6-acetoxymethyl-2-benzenesulfonyl-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 
• 27891-93-6 phenyl maltosyl sulfone heptaacetate 
• 173029-44-2 phenyl (3,4-di-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-1-thio-β-D-glucopyranoside 
• 183064-37-1 phenyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 108811-21-8 2,3,6-tri-O-benzyl-4-O-(2′,3′,4′,6′-tetra-O-benzyl-β-D-galactopyranosyl)-D-glucopyranose 
• 28868-67-9 2,3-di-O-acetyl-1,6-anhydro-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glycopyranose 
• 146934-00-1 phenyl 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-1-sulfonyl-β-D-glucopyranoside 
• 166594-06-5 phenyl 1-deoxy-1-thio-4-O-(3',6'-di-O-p-toluenesulfonyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 166594-04-3 phenyl 1-deoxy-1-thio-4-O-(3'-O-p-toluenesulfonyl-β-D-galactopyranosyl)-β-D-glucopyranoside 

Relevant articles and documents

Concise Synthesis of 1-Thioalkyl Glycoside Donors by Reaction of Per-O-acetylated Sugars with Sodium Alkanethiolates under Solvent-Free Conditions

A relatively green method for synthesizing 1-thioalkyl glycosides has been developed, where sodium alkanethiolates were used to react with per-O-acetylated sugars instead of odorous alkyl mercaptans in the presence of BF3·Et2O without the use of solvents under mild conditions. Furthermore, we found that 1,2-trans-β-thioglycosides can be converted into corresponding 1,2-cis-α-thioglycosides in the presence of trifluoromethanesulfonic acid in nonpolar solvents under mild conditions. This provides a simple and efficient new approach for synthesizing challenging 1,2-cis-α-thioglycosides.

A highly efficient TEMPO mediated oxidation of sugar primary alcohols into uronic acids using 1-chloro-1,2-benziodoxol-3(1H)-one at room temperature

Oxidation of various sugar primary alcohols into corresponding uronic acids was demonstrated using 1-chloro-1,2-benziodoxol-3(1H)-one and TEMPO. The reaction proceeds at room temperature in good to excellent yields. Primary alcohols get oxidized selective

Efficient one-pot per-: O -acetylation-thioglycosidation of native sugars, 4,6- O -arylidenation and one-pot 4,6- O -benzylidenation-acetylation of S -/ O -glycosides catalyzed by Mg(OTf)2

A sequential one-pot per-O-acetylation-S-/O-glycosidation of native mono and disaccharides under solvent free conditions using 0.5 mole% of Mg(OTf)2 as a non-hygroscopic, recyclable catalyst is reported. Regioselective 4,6-O-arylidenation of glycosides and thioglycosides with benzaldehyde or p-methoxybenzaldehyde dimethyl acetal is catalyzed by 10 mole% of Mg(OTf)2 to produce the corresponding 4,6-O-arylidenated product in high yields. Mg(OTf)2 can also mediate sequential one-pot benzylidenation-acetylation of mono and disaccharide based glycosides and thioglycosides in high yield.