196941-73-8

Basic information

• Product Name: Benzyl 2-Acetamido-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4,6-benzylidene-α-D-glucopyranoside
• Synonyms: Benzyl 2-Acetamido-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4,6-benzylidene-α-D-glucopyranoside;PhenylMethyl 2-(AcetylaMino)-2-deoxy-3-O-[6-deoxy-2,3,4-tris-O-(phenylMethyl)-α-L-galactopyranosyl]-4,6-O-(phenylMethylene)-α-D-glucopyranoside;Benzyl 2-acetamido-3-O-(2,3,4-tri-O-benzyl-a-L-fucopyranosyl)-4,6-O-benzylidene-2-deoxy-a-D-glucopyranoside
• CAS NO: 196941-73-8
• Molecular Formula: C49H53NO10
• Molecular Weight: 815.94582
• Product Categories: Oligosaccharides
• Mol File: 196941-73-8.mol

Chemical Properties

• Boiling Point: 902.014°C at 760 mmHg
• Flash Point: 499.32°C
• Appearance: /
• Density: 1.273g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.625
• PKA: 13.97±0.70(Predicted)
• CAS DataBase Reference: Benzyl 2-Acetamido-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4,6-benzylidene-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl 2-Acetamido-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4,6-benzylidene-α-D-glucopyranoside(196941-73-8)
• EPA Substance Registry System: Benzyl 2-Acetamido-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4,6-benzylidene-α-D-glucopyranoside(196941-73-8)

Safety Data

• Hazardous Substances Data: 196941-73-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C49H53NO10/c1-33-42(52-28-35-18-8-3-9-19-35)45(53-29-36-20-10-4-11-21-36)46(54-30-37-22-12-5-13-23-37)49(57-33)60-44-41(50-34(2)51)48(55-31-38-24-14-6-15-25-38)58-40-32-56-47(59-43(40)44)39-26-16-7-17-27-39/h3-27,33,40-49H,28-32H2,1-2H3,(H,50,51)/t33?,40?,41-,42+,43+,44?,45-,46-,47?,48-,49-/m0/s1

Upstream product

• 107802-80-2 (2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran 
• 13343-63-0 benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside 
• 78246-81-8 benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 
• 126330-74-3 2-Pyridyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside 
• 116514-50-2 ethyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside 
• 199850-98-1 2-Pyridyl 2,3,4-tri-O-acetyl-1-thio-β-L-fucopyranoside 
• 199851-12-2 2-Pyridyl 1-thio-α-L-fucopyranoside 
• 16741-27-8 2,3,4-tri-O-acetyl-α-L-fucopyranosyl bromide 

Downstream Products

• 52630-68-9 2-acetamido-2-deoxy-3-O-(α-L-fucopyranosyl)-D-glucose 

Relevant articles and documents

Synthesis of mono- and di-α-l-fucosylated 2-acetamido-2-deoxy-N-glycyl-β-d-glucopyranosylamines, spacered fragments of glycans of N-glycoproteins

α-l-Fucp-(1→3)-d-GlcNAc, α-l-Fucp-(1→6)-[α-l-Fucp-(1→3)]-d-GlcNAc, and β-d-Galp-(1→3)-[α-l-Fucp-(1→4)]-d-GlcNAc were converted into corresponding β-glycopyranosylamines by action of ammonium carbamate in aqueous boric acid, or in aqueous methanol in case

A convenient and efficient synthesis of sialyl Lewis X.

A convenient synthesis of the sialyl Lewis X (sLe(x)) tetrasaccharide, NeuAc alpha 2-3Gal beta 1-4(Fuc alpha 1-3)GlcNAc (8), as a carbohydrate ligand for selectins is described. The key step is the reaction between NeuAc alpha 2-3GalSMe (5) as a glycosyl donor and the suitably protected Fuc alpha 1-3GlcNAc derivative (4) as the glycosyl acceptor by using dimethyl(methylthio)sulfonium triflate (DMTST) as the promoter.

Stereoselective synthesis of α-O-fucosylated serine, threonine, tyrosine and saccharides

Stereoselectiye fucosylation of Boc-Ser/Thr/Tyr-OMe 2-4 and several saccharide alcohols 5-7 by coupling with 2-pyridyl tri-O-benzyl-1-thio-β-L-fucosyl donor 1b under iodomethane activation procedure results in the formation of α-linked fucosylated amino a

Processes for the synthesis of sialyl Lewisx compounds

Disclosed are processes for the chemical synthesis of sialyl Lewisx -Y compounds where Y is --OH, --NHR, --SH, --SR or --OR, and R is an aglycon of at least one carbon atom.

An economical synthesis of Lewis X, sialyl lewis X and their α-galactosyl analogues

Economical syntheses of the Lewis X trisaccharide 8 and sialyl Lewis X tetrasaccharide 18 epitopes and the syntheses of the α-galactosyl epimers 9 and 20 of these structures are described. Thioglycosides 2, 5, 11 and 15 were used as glycosyl donors to con