129440-28-4

Basic information

• Product Name: 6-(N-Acryloylamino)hexyl 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranoside
• CAS NO: 129440-28-4
• Molecular Weight: 749.815
• Mol File: 129440-28-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-(N-Acryloylamino)hexyl 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(N-Acryloylamino)hexyl 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranoside(129440-28-4)
• EPA Substance Registry System: 6-(N-Acryloylamino)hexyl 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranoside(129440-28-4)

Safety Data

• Hazardous Substances Data: 129440-28-4(Hazardous Substances Data)

Upstream product

• 4048-33-3 6-amino-1-hexanol 
• 14218-11-2 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide 
• 68374-07-2 6-(N-Acryloylamino)hexan-1-ol 

Relevant articles and documents

Synthesis of Uridine and 2'-Deoxyuridine Mono- and Tri-phosphates Alkylated in Position 5 by Glycosides of α-D-Mannose and N-Acetyl-β-D-glucosamine: DNA and RNA Monomers with Tethered Lectin Targets

A simple synthesis of deoxyuridine and uridine 5'-mono- and 5'-tri-phosphates, C-5 alkylated by glycosides of 2-acetamido-2-deoxy-β-D-glucopyranose and α-D-mannopyranose, is reported.The glycosides (5) and (7) have been obtained respectively, by condensation of 3,4,6-tri-O-acetyl-1,2-dideoxy-1,2-dihydro-2'-methyl-α-D-glucopyranosooxazole (2), and tetra-O-benzoyl-α-D-mannopyranosyl bromide (3) with 6-(N-acryloylamino)hexan-1-ol (1) as aglycone.These two glycosides were then coupled to the C-5 position of dUMP and UMP in the presence of Li2PdCl4 to give compounds (15)-(18) in 30-45percent yield.Their structure and those of the by-products (13), (14), (22), and (23) were determined by mass and NMR spectroscopies.The same reaction was successfully applied to the synthesis of triphosphate analogues (19)-(21) in 14-19percent yield.