84635-54-1

Basic information

• Product Name: METHYL 2,3,4-TRI-O-ACETYL-1-THIO-BETA-L-FUCOPYRANOSIDE
• Synonyms: METHYL 6-DEOXY-1-THIO-2,3,4-TRI-O-ACETYL-BETA-L-GALACTOPYRANOSIDE;METHYL 2,3,4-TRI-O-ACETYL-1-THIO-BETA-L-FUCOPYRANOSIDE;.beta.-L-Galactopyranoside, methyl 6-deoxy-1-thio-, triacetate;Methyl2,3,4-tri-O-acetyl-b-L-thiofucopyranoside;Methyl 2,3,4-tri-O-acetyl-β-L-thiofucopyranoside;Methyl 2,3,4-Tri-O-acetyl-1-thio-β-L-fucopyranoside;-L-fucopyranoside;Methyl 2,3,4-Tri-O-acetyl-1-thio-&beta
• CAS NO: 84635-54-1
• Molecular Formula: C₁₃H₂₀O₇S
• Molecular Weight: 320.36
• Product Categories: Biochemistry;Fucose;Sugars;Thioglycosides
• Mol File: 84635-54-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 148 °C
• Boiling Point: 376.96oC at 760 mmHg
• Flash Point: 171.705oC
• Appearance: /
• Density: 1.245g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5 ° (C=1, CHCl3)
• Storage Temp.: Freezer
• Solubility: almost transparency in Chloroform
• CAS DataBase Reference: METHYL 2,3,4-TRI-O-ACETYL-1-THIO-BETA-L-FUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2,3,4-TRI-O-ACETYL-1-THIO-BETA-L-FUCOPYRANOSIDE(84635-54-1)
• EPA Substance Registry System: METHYL 2,3,4-TRI-O-ACETYL-1-THIO-BETA-L-FUCOPYRANOSIDE(84635-54-1)

Safety Data

• Hazardous Substances Data: 84635-54-1(Hazardous Substances Data)

Usage

General Description

Methyl 2,3,4-Tri-O-acetyl-1-thio-beta-L-fucopyranoside is a chemical compound that belongs to the class of organic compounds known as acylaminosugars. It is a derivative of fucose, a deoxy sugar that plays an important role in a variety of physiological and pathological processes including cancer metastasis and inflammation. It is known for its sulphide and acetate groups which are instrumental in its interactions. It's traditionally synthesized for scientific research, particularly in studying biological processes, although it's specific uses and properties can vary depending on the context of the research. Detailed information about its hazard properties and safety measures are not typically available due to its specific role within laboratory settings.

InChI:InChI=1/C13H20O7S/c1-6-10(18-7(2)14)11(19-8(3)15)12(20-9(4)16)13(17-6)21-5/h6,10-13H,1-5H3/t6-,10+,11+,12-,13+/m0/s1

Upstream product

• 7404-35-5 2,3,4-tri-O-acetyl-α/β-L-fucopyranosyl acetate 
• 80483-13-2 2,3,4-tri-O-acetyl-L-fucopyranosyl bromide 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-fucopyranose 
• 73-34-7 6-deoxy-L-galactose 
• 624-92-0 Dimethyldisulphide 
• 793696-65-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl iodide 
• 56981-44-3 (2R,3S,4R,5R,6S)-2-mercapto-6-methyltetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 74-88-4 methyl iodide 
• 17314-32-8 tributyl(methylthio)stannane 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-β-L-fucopyranose 
• 108-24-7 acetic anhydride 
• 114853-38-2 methyl 1-thio-β-L-fucopyranoside 
• 3908-55-2 Trimethyl(methylthio)silane 

Downstream Products

• 107802-80-2 (2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran 
• 114853-30-4 O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 107802-80-2 methyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside 
• 107802-81-3 allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-O-<(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)>-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside 
• 107802-83-5 O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate 
• 186967-60-2 C₅₅H₇₆O₂₀ 
• 157865-35-5 methyl 2,3,4-tri-O-(4-methoxybenzyl)-1-thio-β-L-fucopyranoside 
• 16741-27-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide 
• 1756-21-4 (2R,3S,4R,5S,6S)-2-Methyl-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 114853-38-2 methyl 1-thio-β-L-fucopyranoside 

Relevant articles and documents

New method for regioselective glycosylation employing saccharide oxyanions

As an alternative concept for glycosylation, the prior activation of acceptor hydroxy groups for selective glycosidic bond formation, was investigated to give complex oligosaccharides. Oxyanions obtained from partially protected saccharides were glycosylated by employing glycopyranosyl halides, and the regiochemical results were studied. Initially, partially methylated methyl-α-D-glucopyranosides were used as a model system to study the underlying mechanistic principles of base-promoted glycosylation. High regioselectivities and stereospecific glycosidic bond formations were achieved, and the scope of the methodology was extended with different perbenzylated glycosyl donors.

Synthesis of α-D-Manp-(1->3)-4)>-6)>-β-D-Manp-(1->4)-β-D-GlcpNAc-(1->4)-6)>-D-GlcpNAc, a core glycoheptaose of a "bisected" complex-type glycan of glycoproteins

A synthesis of α-D-Manp-(1->3)-4)>-6)>-β-D-Manp-(1->4)-β-D-GlcpNAc-(1->4)-6)>-D-GlcpNAc was achieved by employing benzyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(2-O-benzyl-β-D-

Total synthesis of X hapten, III3 Fuc alpha-nLc4 Cer.

Total synthesis of O-beta-D-galactopyranosyl-(1----4)-O-[alpha-L- fucopyranosyl- (1----3)]-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-(1----3)-O-beta- D- galactopyranosyl- (1----4)-O-beta-D-glucopyranosyl-(1----1)-2-N-tetracosanoyl-(2S,3R ,4E)- sphinge