132807-48-8

Basic information

• Product Name: N^γ-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester
• Synonyms: N^γ-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester
• CAS NO: 132807-48-8
• Molecular Weight: 849.719
• Mol File: 132807-48-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N^γ-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N^γ-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester(132807-48-8)
• EPA Substance Registry System: N^γ-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester(132807-48-8)

Safety Data

• Hazardous Substances Data: 132807-48-8(Hazardous Substances Data)

Upstream product

• 86061-01-0 tert-butyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-pentafluorophenyl L-aspartate 
• 4515-24-6 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosylamine 
• 132785-38-7 N^α-(Fluoren-9-ylmethoxycarbonyl)-L-aspartic 4-Acid Chloride 1-pentafluorophenyl Ester 
• 797751-68-9 N^α-Fmoc-L-Asn-OPfp 

Relevant articles and documents

Protected-mode Synthesis of N-Linked Glycopeptides: Single-step Preparation of Building Blocks as Peracetyl Glycosylated NαFmoc Asparagine OPfp Esters

The preparation of Nα-(fluoren-9-ylmethoxycarbonyl)asparagine pentafluorophenyl esters (Nα-Fmoc-Asn-OPfp) glycosylated with per-O-acetylated β-D-glucose, N-acetyl-β-D-glucosamine, β-D-mannose, 4-O-β-D-glucopyranosyl-β-D-glucose (cellobiose), 4-O-β-D-galactopyranosyl-β-D-glucose (lactose) and 4-O-α-D-glucopyranosyl-β-D-glucose (maltose) is described.The per-O-acetylated glycosylamines were treated selectively with the key compound Nα-Fmoc-Asp(Cl)-OPfp 2, to give, in a single step, the glycosylated building blocks.The acid chloride 2 was prepared in a quantitative one-pot reaction from commercially available Nα-Fmoc-Asp(OBut)-OPfp 1.The acid stability of the N-glycosidic linkage was investigated.The building block 7, containing a maltose moiety, was used in the synthesis of a glycosylated D-Ala1 Peptide-T amide analogue 14.CD spectra were recorded in 85 percent TFE.All compounds were fully characterized by (1)H and (13)C NMR spectroscopy.