188398-94-9

Basic information

• Product Name: O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide
• Synonyms: O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide
• CAS NO: 188398-94-9
• Molecular Weight: 794.769
• Mol File: 188398-94-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide(CAS DataBase Reference)
• NIST Chemistry Reference: O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide(188398-94-9)
• EPA Substance Registry System: O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3-O-allyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide(188398-94-9)

Safety Data

• Hazardous Substances Data: 188398-94-9(Hazardous Substances Data)

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 439-03-2 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl fluoride 

Downstream Products

• 188399-10-2 C₆₅H₇₂N₄O₁₆ 
• 188399-08-8 2-[(2R,3R,4R,5S,6R)-4-Allyloxy-2-azido-6-benzyloxymethyl-5-((2S,3R,4S,5S,6R)-3,5-bis-benzyloxy-6-benzyloxymethyl-4-ethoxymethoxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione 
• 188398-93-8 Acetic acid (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4-allyloxy-6-azido-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yloxy]-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yl ester 
• 188399-07-7 2-[(2R,3R,4R,5S,6R)-4-Allyloxy-2-azido-5-((2S,3R,4S,5S,6R)-3-benzyloxy-6-benzyloxymethyl-4-ethoxymethoxy-5-hydroxy-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-isoindole-1,3-dione 
• 188399-09-9 2-[(2R,3R,4R,5S,6R)-4-Allyloxy-2-azido-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione 
• 188399-04-4 2-[(2R,3R,4R,5S,6R)-4-Allyloxy-2-azido-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-isoindole-1,3-dione 
• 188399-03-3 2-{(2R,3R,4R,5S,6R)-4-Allyloxy-2-azido-6-benzyloxymethyl-5-[(3aS,4R,6S,7R,7aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy]-tetrahydro-pyran-3-yl}-isoindole-1,3-dione 
• 188399-05-5 2-[(2R,3R,4R,5S,6R)-4-Allyloxy-2-azido-5-((2S,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-isoindole-1,3-dione 
• 188399-02-2 2-{(2R,3R,4R,5S,6R)-4-Allyloxy-2-azido-6-benzyloxymethyl-5-[(2S,3R,4S,5R,6R)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl}-isoindole-1,3-dione 
• 188399-01-1 2-[(2R,3R,4R,5S,6R)-4-Allyloxy-2-azido-6-benzyloxymethyl-5-((3aS,4R,6S,7R,7aR)-7-hydroxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione 

Relevant articles and documents

A new method of anomeric protection and activation based on the conversion of glycosyl azides into glycosyl fluorides

Glycosyl azides provide reliable anomeric protection stable to conditions for hydrolytic removal of ester groups, for reductive opening or release of acetalic diol protection, for the introduction of ether-type protection, and for glycosylation processes. The utility of this anomeric protection is further enhanced as glycosyl azides may be converted into glycosyl fluorides, which can be activated for glycosylation reactions. To this end, glycosyl azides have been subjected to 1,3-dipolar cycloaddition with di-tert-butyl acetylenedicarboxylate. On treatment with hydrogen fluoride-pyridine complex the N-glycosyl triazole derivatives directly give glycosyl fluorides. Glycosyl azides provide reliable anomeric protection stable to conditions for hydrolytic removal of ester groups, for reductive opening or release of acetalic idol protection, for the introduction of ether-type protection, and for glycosylation processes. The utility of this anomeric protection is further enhanced as glycosyl azides may be converted into glycosyl fluorides, which can be activated for glycosylation reactions. To this end, glycosyl azides have been subjected to 1,3-dipolar cycloaddition with di-tert-butyl acetylenedicarboxylate. On treatment with hydrogen fluoride-pyridine complex the N-glycosyl triazole derivatives directly give glycosyl fluorides.