133076-44-5

Basic information

• Product Name: (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1-6)-1-O-4-methoxybenzyl-2,3,4,5-tetra-O-benzyl-D-myo-inositol
• Synonyms: (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1-6)-1-O-4-methoxybenzyl-2,3,4,5-tetra-O-benzyl-D-myo-inositol
• CAS NO: 133076-44-5
• Molecular Weight: 1118.34
• Mol File: 133076-44-5.mol

Chemical Properties

• CAS DataBase Reference: (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1-6)-1-O-4-methoxybenzyl-2,3,4,5-tetra-O-benzyl-D-myo-inositol(CAS DataBase Reference)
• NIST Chemistry Reference: (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1-6)-1-O-4-methoxybenzyl-2,3,4,5-tetra-O-benzyl-D-myo-inositol(133076-44-5)
• EPA Substance Registry System: (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1-6)-1-O-4-methoxybenzyl-2,3,4,5-tetra-O-benzyl-D-myo-inositol(133076-44-5)

Safety Data

• Hazardous Substances Data: 133076-44-5(Hazardous Substances Data)

Upstream product

• 170555-90-5 1D-3-O-benzyl-1,2:4,5-di-O-cyclohexylidene-6-O-(4-methoxybenzyl)-myo-inositol 
• 154372-20-0 1D-6-O-allyl-3,4,5-tri-O-benzyl-1-O-(4-methoxybenzoyl)-myo-inositol 
• 154459-81-1 (-)-6-O-allyl-3,4,5-tri-O-benzyl-myo-inositol 
• 380366-31-4 (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol 
• 131146-91-3 (+/-)-4-O-allyl-1,5,6-tri-O-benzyl-myo-inositol 
• 1323371-30-7 6-O-allyl-3,4,5-tri-O-benzyl-1,2-O-{(+)-1,7,7-trimethyl[2,2,1]bicyclohepta-6-ylidene}-D-myo-inositol 
• 100-39-0 benzyl bromide 
• 129261-63-8 (+)-1D-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol 
• 154459-82-2 1-D-6-O-allyl-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol 
• 133076-40-1 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranosyl trichloroacetimidate 
• 136172-58-2 1,6-di-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranose 
• 55682-48-9 1,6-anhydro-2-azido-3,4-di-O-benzyl-2-deoxy-D-glucopyranose 
• 132360-45-3 3,4,5-tri-O-benzyl-1,2-O-cyclohexylidene-6-O-para-methoxybenzyl-D(L)-myo-inositol 
• 132405-98-2 3,4,5-tri-O-benzyl-1,2-O-cyclohexylidene-D(L)-myo-inositol 

Downstream Products

• 133076-45-6 O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-D-myo-inositol 

Relevant articles and documents

Synthesis of non-hydrolysable mimics of glycosylphosphatidylinositol (GPI) anchors

Synthesis of first generation non-hydrolysable C-phosphonate GPI analogs, viz., 6-O-(2-amino-2-deoxy-α-d-glucopyranosyl)-d-myo-inositol-1-O-(sn-3,4- bis(palmitoyloxy)butyl-1-phosphonate) 23a and 6-O-(2-amino-2-deoxy-α-d- glucopyranosyl)-d-myo-inositol-1-O-(sn-2,3-bis(palmitoyloxy)propyl-1- phosphonate) 23b, is reported. The target compounds were synthesized by the coupling of α-pseudodisaccharide 21 with phosphonic acids 18a and 18b respectively in quantitative yield followed by de-protection. These synthetic C-phosphonate GPI-probes were resistant to phosphatidylinositol specific phospholipase C (PI-PLC) and also showed moderate inhibition of the enzyme activity. The Royal Society of Chemistry.

Synthesis of a partially protected 1D-6-O-(2-azido-2-deoxy-α-D-glucopyranosyl)-myo-inositol: a useful precursor of glycosylphosphatidylinositols and related compounds

GPI anchors; Glycosylphosphatidylinositol precursor; 1D-6-O-(2-Azido-2-deoxy-α-D-glucopyranosyl)-myo-inositol; 1D-myo-Inositol derivatives

STEREOSPECIFIC SYNTHESIS OF PARTIALLY PROTECTED 2-AZIDO-2-DEOXY-D-GLUCOSYL D-MYO-INOSITOL: PRECURSOR OF A POTENTIAL INSULIN MIMETIC AND MEMBRANE PROTEIN ANCHORING SITE

Racemic and partially protected myo-inositol derivative 5 was coupled stereospecifically with the 2-azido-2-deoxy-glucosyl trichloroacetimidate donor 8.Optical resolution of the thus obtained diastereoisomeric mixture of dimers by silica gel column chromatography, and further protective group manipulations, afforded the suitably protected title compound 14.