80035-36-5

Basic information

• Product Name: Benzyl 2-Deoxy-2-phthalimido-3,6-di-O-benzyl--D-glucopyranoside
• Synonyms: Benzyl 2-Deoxy-2-phthalimido-3,6-di-O-benzyl--D-glucopyranoside;PhenylMethyl 2-Deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3,6-bis-O-(phenylMethyl)-β-D-glucopyranoside;Benzyl 2-Deoxy-2-phthalimido-3,6-di-O-benzyl-2-D-glucopyranoside
• CAS NO: 80035-36-5
• Molecular Formula: C₃₅H₃₃NO₇
• Molecular Weight: 579.63902
• Product Categories: Carbohydrates & Derivatives
• Mol File: 80035-36-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 732.101°C at 760 mmHg
• Flash Point: 396.56°C
• Appearance: /
• Density: 1.339g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.662
• Solubility: Acetone, Dichloromethane, Ethyl Acetate, Methanol
• PKA: 12.92±0.70(Predicted)
• CAS DataBase Reference: Benzyl 2-Deoxy-2-phthalimido-3,6-di-O-benzyl--D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl 2-Deoxy-2-phthalimido-3,6-di-O-benzyl--D-glucopyranoside(80035-36-5)
• EPA Substance Registry System: Benzyl 2-Deoxy-2-phthalimido-3,6-di-O-benzyl--D-glucopyranoside(80035-36-5)

Safety Data

• Hazardous Substances Data: 80035-36-5(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Oil

InChI:InChI=1/C35H33NO7/c37-31-29(23-40-20-24-12-4-1-5-13-24)43-35(42-22-26-16-8-3-9-17-26)30(32(31)41-21-25-14-6-2-7-15-25)36-33(38)27-18-10-11-19-28(27)34(36)39/h1-19,29-32,35,37H,20-23H2/t29?,30?,31-,32-,35-/m1/s1

Upstream product

• 159734-70-0 phenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 100-51-6 benzyl alcohol 
• 80035-33-2 benzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 33868-53-0 tributylstannyl benzyl ether 
• 80035-32-1 benzyl 2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 80035-35-4 benzyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 80035-31-0 benzyl 2-phthalimido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 191482-37-8 benzyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 80035-34-3 2-((4aR,6R,7R,8R,8aS)-6,8-Bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione 
• 151266-88-5 Benzyl 2-desoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside 
• 156520-24-0 Benzyl 3-O-benzyl-2-desoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside 

Downstream Products

• 1228931-49-4 benzyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-4-O-(3,6-di-O-benzyl-2,4-dideoxy-2-phthalimido-β-D-glucopyranosyl)-β-D-glucopyranoside 
• 62867-63-4 benzyl 2-acetamido-2-deoxy-3,6-di-O-benzyl-β-D-glucopyranoside 
• 89067-93-6 benzyl O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 89067-92-5 benzyl O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 1342309-90-3 benzyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 1342309-92-5 benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 1342309-91-4 benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 156520-27-3 Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside 
• 188302-09-2 C₅₅H₆₇NO₂₃ 

Relevant articles and documents

Efficient synthesis of meningococcal X polysaccharide repeating unit (n-acetylglucosamine-4-phosphate) as analytical standard for polysaccharide determination

Serogroup X Neisseria meningitidis (MenX) is emerging in many African countries as a major cause of meningococcal meningitis, but no preventative therapy against this serogroup is yet available. N-Acetylglucosamine-4-phosphate (4P-GlcNAc), the monomeric repeating unit of MenX polysaccharide, is an important requirement for the development of an analytical method specific for MenX polysaccharide quantification. At the moment, this compound is not commercially available. Herein an efficient preparation of this monosaccharide is reported.

MENINGOCOCCUS SEROGROUP X CONJUGATE

The invention provides a conjugate of a Neisseria meningitidis serogroup X capsular polysaccharide and a carrier molecule. The conjugate is typically made by (a) oxidising a primary hydroxyl group in the capsular polysaccharide, to give an oxidised polysaccharide with an aldehyde group; and (b) coupling the oxidised polysaccharide to a carrier molecule via the aldehyde group, thereby giving the conjugate. The conjugate may be part of an immunogenic composition. This composition may comprise one or more further antigens, particularly capsular polysaccharides from serogroups A, W135, C and Y and conjugated forms thereof. The composition may be in an aqueous formulation. The composition is useful as a vaccine, e.g. for raising an immune response in a mammal. The invention also provides processes for making the conjugate.

RECTIVITE COMPAREE DE DIVERS ACCEPTEURS DE LA D-GLUCOSAMINE LORS DE LA SYNTHESE DE PRECURSEURS DU CHITOBIOSE

Six D-glucosamine derivatives, diversely substituted at the nitrogen atom, were tested as acceptors in glycosylation reactions with 1,3,4,6-tetra-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranose (1) as the donor and trimethylsilyl trifluoromethanesulfonate as the promoter.The observed yields were high with 2-phthalimido- and 2-azido-D-glucosamine acceptors and more generally good with acceptors of the 1,6-anhydro-D-glucosamine series.The disaccharides benzyl 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside (20), benzyl 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-2-allyloxycarbonylamino-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (21), 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose (22), 4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-2-allyloxycarbonylamino-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose (23), 2-acetamido-4-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose (24) and 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose (25) have thus been synthesized.