94715-55-6

Basic information

• Product Name: O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate
• Synonyms: O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate
• CAS NO: 94715-55-6
• Molecular Weight: 619.932
• Mol File: 94715-55-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate(CAS DataBase Reference)
• NIST Chemistry Reference: O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate(94715-55-6)
• EPA Substance Registry System: O-(2-deoxy-2-azido-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate(94715-55-6)

Safety Data

• Hazardous Substances Data: 94715-55-6(Hazardous Substances Data)

Upstream product

• 79781-69-4 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose 
• 545-06-2 trichloroacetonitrile 
• 211801-76-2 p-methylphenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-α/β-D-galactopyranoside 
• 84278-00-2 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose 
• 1310050-35-1 C₃₄H₃₅N₃O₄S 

Downstream Products

• 914481-59-7 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->3)-1,4,5,6-tetra-O-benzyl-D-chiro-inositol 
• 914481-57-5 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->2)-1,4,5,6-tetra-O-benzyl-D-chiro-inositol 
• 914481-51-9 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β(1->2)-1,4,5,6-tetra-O-benzyl-L-chiro-inositol 
• 914481-50-8 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-α(1->2)-1,4,5,6-tetra-O-benzyl-L-chiro-inositol 
• 914481-52-0 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranosyl-β(1->3)-1,4,5,6-tetra-O-benzyl-L-chiro-inositol 
• 608124-93-2 C₅₅H₅₃N₃O₁₃ 
• 1310050-57-7 C₅₅H₅₃N₃O₁₃ 
• 203716-54-5 N-[(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridin-2-ylsulfanyl)-tetrahydro-pyran-3-yl]-acetamide 
• 203716-55-6 N-[(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-(pyridine-2-sulfonyl)-tetrahydro-pyran-3-yl]-acetamide 
• 4171-72-6 2-acetamido-2-deoxy-3,4,6-tri-O-benzyl-D-galactopyranose 
• 869192-43-8 1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-3,4,5-tri-O-benzyl-2-O-methyl-myo-inositol 1-(acetoxymethyl octadecyl phosphate) 
• 869192-40-5 1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl)-3,4,5-tri-O-benzyl-2-O-methyl-myo-inositol 

Relevant articles and documents

Synthesis of α-D-GalpN3-(1-3)-D-GalpN3: α- and 3-O-selectivity using 3,4-diol acceptors

The motif α-D-GalpNAc-(1-3)-D-GalpNAc is very common in Nature and hence its synthesis highly relevant. The synthesis of its azido precursor has been studied and optimized in terms of steps, yields and selectivity. It has been found that glycosylation of the 3,4-diol acceptor is an advantage over the use of a 4-O-protected acceptor and that both regio- and anomeric selectivity is enhanced by bulky 6-O-protective groups. The acceptors and donors are made from common building blocks, limiting protective manipulations, and in this context, unavoidable side reactions.

Stereocontrolled Synthesis of α-C-Galactosamine Derivatives via Chelation-Controlled C-Glycosylation

The samarium diiodide-promoted reduction of 2-deoxy-2-acetamidogalactosyl pyridyl sulfone α-5 with ketones or aldehydes under Barbier conditions led unexpectedly to the stereoselective synthesis of α-C-galactosamine derivatives in good yields. With carbon

Glycosyl Imidates 13. - Application of the Trichloroacetimidate Procedure to 2-Azidoglucose and 2-Azidogalactose Derivatives

Base-catalyzed addition of 1-O-unsubstituted 2-azidohexoses to trichloroacetonitrile led to the corresponding O-glycosyl trichloroacetimidates.Depending on the base used α- and β-trichloroacetimidates of 2-azidogalactosyl, 2-azidoglucosyl, and 2-azidolact