74084-36-9

Basic information

• Product Name: 3-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serine methyl ester
• Synonyms: 3-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serine methyl ester
• CAS NO: 74084-36-9
• Molecular Weight: 566.522
• Mol File: 74084-36-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serine methyl ester(74084-36-9)
• EPA Substance Registry System: 3-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serine methyl ester(74084-36-9)

Safety Data

• Hazardous Substances Data: 74084-36-9(Hazardous Substances Data)

Upstream product

• 1676-81-9 N-benzyloxycarbonyl-L-serine methyl ester 
• 108-24-7 acetic anhydride 
• 68733-27-7 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl iodide 
• 67817-37-2 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride 

Downstream Products

• 729602-74-8 Cbz-Ser(2-azido-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside)-OMe 
• 729602-73-7 Cbz-Ser(2-azido-2-deoxy-6-tert-butyldimethylsilyl-α-D-galactopyranoside)-OMe 
• 729602-89-5 3-{3-acetylamino-6-[3-acetylamino-4-hydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-4,5-dihydroxy-tetrahydro-pyran-2-yloxy}-2-benzyloxycarbonylamino-propionic acid 
• 729602-88-4 2-benzyloxycarbonylamino-3-{4,5-diacetoxy-6-[4-acetoxy-3-acetylamino-6-hydroxymethyl-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-3-acetylamino-tetrahydro-pyran-2-yloxy}-propionic acid methyl ester 
• 729602-84-0 C₆₂H₇₈Cl₃N₅O₂₅Si 
• 729602-87-3 C₆₄H₈₃N₃O₂₇Si 
• 729602-85-1 C₆₃H₇₈Cl₃N₅O₂₇Si 
• 729602-86-2 C₆₅H₈₂Cl₃N₃O₂₈Si 
• 729602-72-6 Cbz-Ser(2-azido-2-deoxy-α-D-galactopyranoside)-OMe 
• 74084-37-0 3-O-(3,4,6-tri-O-acetyl-2-amino-2-deoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serine methyl ester 

Relevant articles and documents

Solution and Solid-Phase Stereocontrolled Synthesis of 1,2-cis-Glycopyranosides with Minimally Protected Glycopyranosyl Donors Catalyzed by BF3-N,N-Dimethylformamide Complex

Methods are described for the stereoselective synthesis of 1,2-cis glycopyranosides in the d-galacto, d-gluco, and 2-azido-2-deoxy-d-glucopyranoside series utilizing minimally protected (3-bromo-2-pyridyloxy) β-d-glycopyranosyl donors in the presence of BF3-N,N-dimethylformamide (DMF) as a catalyst and a variety of alcohol acceptors relying on the "remote activation concept". Precursors to antifreeze glycopeptide components are synthesized in excellent yields and high α/β ratios. The method is adaptable to one-pot sequential glycosidation as well as to solid-supported synthesis giving access to diverse sets of minimally protected α-d-glycopyranosides as major products.