138906-42-0

Basic information

• Product Name: p-Methoxyphenyl 2-deoxy-2-phthalimido-β-D-glucopyranoside
• Synonyms: p-Methoxyphenyl 2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS NO: 138906-42-0
• Molecular Weight: 415.4
• Mol File: 138906-42-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: p-Methoxyphenyl 2-deoxy-2-phthalimido-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-Methoxyphenyl 2-deoxy-2-phthalimido-β-D-glucopyranoside(138906-42-0)
• EPA Substance Registry System: p-Methoxyphenyl 2-deoxy-2-phthalimido-β-D-glucopyranoside(138906-42-0)

Safety Data

• Hazardous Substances Data: 138906-42-0(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 
• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 150-76-5 4-methoxy-phenol 
• 138906-41-9 4-methoxylphenzyl 2-deoxy-2-phthalimido-3,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 31505-45-0 2-deoxy-2-phthalimido-β-D-glucopyranose 
• 14131-63-6 D-glucosamine hydrochloride 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 

Downstream Products

• 851385-17-6 2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione 
• 803735-10-6 p-methoxyphenyl 4,6-O-diacetyl-2-deoxy-2-phthalimido-3-O-propargyl-β-D-glucopyranoside 
• 851385-31-4 2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione 
• 851385-57-4 Acetic acid (2R,3S,4R,5R,6S)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxy)-4-(3-triisopropylsilanyl-prop-2-ynyloxy)-tetrahydro-pyran-3-yl ester 
• 1448540-28-0 4,6-di-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate 
• 1220958-06-4 6-azidohexyl 4,6-di-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 1220958-05-3 6-azidohexyl 4,6-di-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 1448540-29-1 p-methoxyphenyl 4,6-di-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-2,4-di-O-benzoyl-6-O-levulinoyl-β-D-glucopyranoside 
• 1448540-30-4 p-methoxyphenyl 4,6-di-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-2,3-di-O-benzoyl-6-O-levulinoyl-β-D-glucopyranoside 
• 1448540-31-5 4,6-di-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1→4)-2,4-di-O-benzoyl-6-O-levulinoyl-α-D-glucopyranosyl trichloroacetimidate 
• 866635-77-0 4-methoxyphenyl O-(3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 

Relevant articles and documents

Ionic-liquid supported rapid synthesis of an: N -glycan core pentasaccharide on a 10 g scale

A new and efficient Ionic Liquid-Supported Oligosaccharide Synthesis (ILSOS) strategy for an N-linked core pentasaccharide on a 10 g scale is reported. This new ILSOS includes a new spacer for an IL support, a new tagging strategy, and fast, efficient and orthogonal removal of the ionic-liquid support, producing the N-linked core pentasaccharide with direct applicability potential in a short time, with high yield and on a large gram scale.

Synthesis and immunological characterization of modified hyaluronic acid hexasaccharide conjugates

The synthesis of a tetanus toxoid (TT)-conjugate of a hyaluronic acid (HA) hexasaccharide is described. The compound was intended for use in monitoring HA levels as a disease marker and as a potential vaccine against Group A Streptococcus (GAS) infections. We also report the synthesis of a chemically modified HA-hexasaccharide-TT conjugate in which the N-acetyl moiety of the N-acetyl-d-glucosamine residue is replaced with an N-propionyl unit in order to enhance immunogenicity. The oligosaccharides are synthesized in a convergent manner. The TT-conjugate syntheses rely on the reaction of the amines on the 6-aminohexyl aglycon of the hexasaccharides with diethyl squarate to give the monoethyl squarate adducts. Subsequent reactions with lysine ε-amino groups on TT then give the glycoconjugates containing an average of 8 hexasaccharide haptens per TT molecule. Immunological studies in mice show very similar antibody responses with both conjugates, suggesting that the N-acetyl groups of the glucosaminyl residues of the HA-hexasaccharide are not a critical part of the epitope recognized by the anti-HA polyclonal immune response. Furthermore, it would appear that the N-acyl moieties are not in close contact with the amino acid residues of the antibody combining sites.

Sugars within a hydrophobic scaffold: Glycodendrimers from polyphenylenes

(Chemical Equation Presented) A new glycodendrimer type has been introduced that is designed on the basis of shape-persistent polyphenylene dendrimers. The sugar installation occurs not only on the dendrimer surface but also within the hydrophobic internal scaffold. The synthesis has been accomplished via both convergent and divergent routes by employing the Schmidt glycosylation and the Diels-Alder reaction. This new glycodendrimer has been found to exhibit water-solubility, while conserving hydrophobicity of the interior environment despite the incorporation of sugars.