132785-38-7

Upstream product

• 86061-01-0 tert-butyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-pentafluorophenyl L-aspartate 
• 797751-68-9 N^α-Fmoc-L-Asn-OPfp 

Downstream Products

• 152886-91-4 N^γ-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester 
• 132807-48-8 Fmoc-Asn(Ac3GlcNAcβ1-N-)-O-Pfp 
• 132807-48-8 N^γ-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester 
• 152843-96-4 N^γ-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl>-N^α-(fluoren-9-ylmethoxycarbonyl)-L-asparagine pentafluorophenyl ester 

Relevant academic research and scientific papers

Silylprotection in the solid-phase synthesis of N-linked neoglycopeptides. One-step deprotection of fully protected neoglycopeptides

Silyl protection of the saccharide part in a building block for solid-phase synthesis of N-linked neoglycopeptides is described. Per-O-(trimethylsilylated) 1-amino-1-deoxy-D-glucitol 3 was reacted selectively with N(α)-Fmoc-Asp(Cl)-OPfp 1 and the resultin

Generation of a glycosylated asparagine residue through chemoselective acylation of a glycosylhydrazide

Herein, we report the first selective anomeric N-acylation of a glycosylhydrazide. We show that this transformation can be harnessed to generate amino acid building blocks including FmocAsn(GlcNAc)OH (1), a residue that has been previously shown to be a c

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.

Pentafluorophenyl esters for temporary carboxyl group protection in solid phase synthesis of N-linked glycopeptides

The compound Ac3GlcNAcβ1-NH-Fmoc (3) was synthesized and transformed into the β-glucosyl amine (1) which was subsequently acylated with Fmoc-Asp(Cl)-O-Pfp (5) prepared from the readily available Fmoc-Asp(O-tBu)-O-Pfp (4). The resulting Fmoc-Asn