1085337-25-2

Basic information

• Product Name: p-nosyl-L-Ser(3,4,6-tri-O-benzyl-α-D-GlcNAc) o-allylbenzylamide
• Synonyms: p-nosyl-L-Ser(3,4,6-tri-O-benzyl-α-D-GlcNAc) o-allylbenzylamide
• CAS NO: 1085337-25-2
• Molecular Weight: 893.027
• Mol File: 1085337-25-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-nosyl-L-Ser(3,4,6-tri-O-benzyl-α-D-GlcNAc) o-allylbenzylamide(CAS DataBase Reference)
• NIST Chemistry Reference: p-nosyl-L-Ser(3,4,6-tri-O-benzyl-α-D-GlcNAc) o-allylbenzylamide(1085337-25-2)
• EPA Substance Registry System: p-nosyl-L-Ser(3,4,6-tri-O-benzyl-α-D-GlcNAc) o-allylbenzylamide(1085337-25-2)

Safety Data

• Hazardous Substances Data: 1085337-25-2(Hazardous Substances Data)

Upstream product

• 1085337-47-8 N-(o-allylbenzyl)-1-p-nosyl-L-aziridine-2-carboxamide 
• 4171-79-3 N-((3R,4R,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-2-hydroxy-tetrahydro-2H-pyran-3-yl)acetamide 

Relevant articles and documents

Ring-opening of aziridine-2-carboxamides with carbohydrate C1-O-nucleophiles. Stereoselective preparation of α- and β-O-glycosyl serine conjugates

The stereoselective formation of the α-GalNAc-Ser linkage via the ring opening of aziridine-2-carboxamides with pyranose C1-O-nucleophiles is described. The process is tolerant to the native C2-NHAc group, can be modulated to provide either the α- or β-glycoside through judicious choice of solvent and metal counterion, and is amenable to other classes of O-glycosyl-Ser constructs such as the β-GlcNAc-Ser and α-Man-Ser linkages. This coupling reaction also led to the development of the o-allylbenzyl (ABn) moiety as a new C-terminus carboxyl protective group, which allows for the use of novel methods for N- and C-terminus extension of amino acids following carbohydrate conjugation. Copyright