97242-79-0

Basic information

• Product Name: Methyl 3,6-Di-O-benzyl-2-deoxy-2-N-phthalimido-b- D-glucopyranoside
• Synonyms: Methyl3,6-di-O-benzyl-2-deoxy-2-phthalimido-b-D-glucopyranoside;Methyl 3,6-Di-O-benzyl-2-deoxy-2-N-phthalimido-β- D-glucopyranoside;Methyl 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3,6-bis-O- (phenylMethyl)-β-D-glucopyranoside
• CAS NO: 97242-79-0
• Molecular Formula: C₂₉H₂₉NO₇
• Molecular Weight: 489.521
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 97242-79-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: Methyl 3,6-Di-O-benzyl-2-deoxy-2-N-phthalimido-b- D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,6-Di-O-benzyl-2-deoxy-2-N-phthalimido-b- D-glucopyranoside(97242-79-0)
• EPA Substance Registry System: Methyl 3,6-Di-O-benzyl-2-deoxy-2-N-phthalimido-b- D-glucopyranoside(97242-79-0)

Safety Data

• Hazardous Substances Data: 97242-79-0(Hazardous Substances Data)

Usage

Uses

Methyl 3,6-Di-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside (cas# 97242-79-0) is a compound useful in organic synthesis.

Upstream product

• 7772-87-4 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl chloride 
• 123212-53-3 ethyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-D-glucopyranoside 
• 130539-43-4 ethyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 99409-33-3 ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 99409-32-2 ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 31505-42-7 2-(2-carboxybenzamido)-2-deoxy-D-glucopyranose 
• 85-44-9 phthalic anhydride 
• 67-56-1 methanol 
• 115533-35-2 ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 10028-45-2 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide 
• 81927-56-2 methyl 4,6-O-benzylidene-2-deoxy-2-phthalimide-β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 100638-50-4 methyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 278784-84-2 methyl (3,4,6-tri-O-acetyl-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 278784-86-4 methyl (2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranosyl)(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 151342-40-4 methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 1371585-26-0 methyl 2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 1371585-27-1 methyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)-2-amino-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 1371585-28-2 methyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 1371585-29-3 methyl β-D-galactopyranosyl-(1->4)-2-amino-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 136198-40-8 methyl-N,N'-diacetyl-β-chitobioside 
• 85193-94-8 methyl β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 177358-18-8 ethyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopryanoside 
• 129090-85-3 methyl β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 

Relevant articles and documents

Selectively Deoxyfluorinated N-Acetyllactosamine Analogues as 19F NMR Probes to Study Carbohydrate-Galectin Interactions

Galectins are widely expressed galactose-binding lectins implied, for example, in immune regulation, metastatic spreading, and pathogen recognition. N-Acetyllactosamine (Galβ1-4GlcNAc, LacNAc) and its oligomeric or glycosylated forms are natural ligands of galectins. To probe substrate specificity and binding mode of galectins, we synthesized a complete series of six mono-deoxyfluorinated analogues of LacNAc, in which each hydroxyl has been selectively replaced by fluorine while the anomeric position has been protected as methyl β-glycoside. Initial evaluation of their binding to human galectin-1 and -3 by ELISA and 19F NMR T2-filter revealed that deoxyfluorination at C3, C4′ and C6′ completely abolished binding to galectin-1 but very weak binding to galectin-3 was still detectable. Moreover, deoxyfluorination of C2′ caused an approximately 8-fold increase in the binding affinity towards galectin-1, whereas binding to galectin-3 was essentially not affected. Lipophilicity measurement revealed that deoxyfluorination at the Gal moiety affects log P very differently compared to deoxyfluorination at the GlcNAc moiety.

Efficient Synthesis of 3,6-Dideoxy-β-D-arabino-hexopyranosyl-Terminated LacdiNac Glycan Chains of the Trichinella spiralis Parasite

The synthesis of a linear trisaccharide epitope of the Trichinella spiralis N-linked glycan, in a form amenable to glycoconjugate formation, is reported. The trisaccharide contains the synthetically challenging LacdiNAc [β-GalpNAc(1→4)-β-GlcpNAc] element,

Preparation of disaccharides having a β-D-mannopyranosyl group from N-phthaloyllactosamine derivatives by double or triple SN2 substitution

Condensation of 1,2,3,4,6-penta-O-acetyl-β-D-galactopyranose with methyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside, followed by alkaline methanolysis, gave a derivative of lactosamine that has an unsubstituted β-D-galactopyranosyl group.Tr