151266-88-5

Basic information

• Product Name: Benzyl 2-desoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside
• Synonyms: Benzyl 2-desoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside
• CAS NO: 151266-88-5
• Molecular Weight: 439.465
• Mol File: 151266-88-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzyl 2-desoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl 2-desoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside(151266-88-5)
• EPA Substance Registry System: Benzyl 2-desoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside(151266-88-5)

Safety Data

• Hazardous Substances Data: 151266-88-5(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 80035-31-0 benzyl 2-phthalimido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 80035-32-1 benzyl 2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 156520-27-3 Benzyl 2-allyloxycarbonylamino-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranoside 
• 330999-05-8 Benzyl 3,6-di-O-benzyl-2-deoxy-2-amino-β-D-glucopyranoside 
• 80035-35-4 benzyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 80035-36-5 benzyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranoside 
• 151266-85-2 benzyl 3-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 156520-24-0 Benzyl 3-O-benzyl-2-desoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranoside 
• 165248-13-5 Acetic acid (4aR,6R,7R,8R,8aS)-6-benzyloxy-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 

Relevant articles and documents

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.

Towards the Chemoenzymatic Synthesis of Lipid A

New procedures have been developed for the synthesis of the two important components of lipid A; one is the lipase-catalyzed resolution of 3-hydroxytetradecanoic acid in tetrahydrofuran using vinyl acetate and the other is the synthesis of the disaccharide moiety using glycosylphosphite as the glycosylating reagent.