220645-86-3

Basic information

• Product Name: p-methylphenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside
• Synonyms: p-methylphenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside
• CAS NO: 220645-86-3
• Molecular Weight: 374.458
• Mol File: 220645-86-3.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: p-methylphenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-methylphenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside(220645-86-3)
• EPA Substance Registry System: p-methylphenyl 4,6-O-benzylidene-1-thio-β-D-galactopyranoside(220645-86-3)

Safety Data

• Hazardous Substances Data: 220645-86-3(Hazardous Substances Data)

Upstream product

• 28244-94-2 4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside 
• 106-45-6 para-thiocresol 
• 4163-60-4 β-D-galactose peracetate 
• 1152-39-2 p-methylphenyl-1-thio-β-D-galactopyranoside 
• 100-52-7 benzaldehyde 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 258333-94-7 p-methylphenyl 2-O-benzoyl-4,6-O-benzylidene-3-O-levulinyl-1-thio-β-D-galactopyranoside 
• 1415217-92-3 p-tolyl 2,3-di-O-levulinoyl-4,6-O-benzylidene-β-D-galactopyranosyl-(1→3)-2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 895567-71-2 p-tolyl 3-O-levulinoyl-4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside 
• 220645-45-4 p-methylphenyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 220645-60-3 p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 220645-87-4 p-methylphenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 258333-93-6 p-methylphenyl 2,3-di-O-acetyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 1333393-34-2 C₃₁H₃₀O₅S 
• 7177-79-9 methyl 2,3-di-O-benzyl-4,6-O-(S)-benzylidene-α-D-galactopyranoside 
• 162426-14-4 methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-benzoate 
• 175520-83-9 methyl 4,6-O-benzylidene-2,3-di-O-methyl-β-D-galactopyranoside 
• 3013-58-9 methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-galactopyranoside 

Relevant articles and documents

Efficient Synthesis of Antigenic Trisaccharides Containing N-Acetylglucosamine: Protection of NHAc as NAc2

The antigenic trisaccharides, α-gal epitope and H antigen, containing N-acetyl-d-glucosamine (GlcNAc) were synthesized using a diacetyl strategy, in which NHAc is tentatively converted to NAc2 during oligosaccharide construction. Acetylation of

Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation

This work demonstrates the utilization of phosphotungstic acid (PTA) as a novel acidic catalyst for carbohydrate reactions, such as per-O-acetylation, regioselective O-4,6 benzylidene acetal formation, regioselective O-4 ring-opening, and glycosylation. These reactions are basic and salient during the synthesis of carbohydrate-based bioactive oligomers. Phosphotungstic acid's high acidity and eco-friendly character make it a tempting alternative to corrosive homogeneous acids. The various homogenous acid catalysts were replaced by the phosphotungstic acid solely for different carbohydrate reactions. It can be widely used as a catalyst for organic reactions as it is thermally stable and easy to handle. In our work, the reactions are operated smoothly under ambient conditions; the temperature varies from 0 °C to room temperature. Good to excellent yields were obtained in all four kinds of reactions.

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.