112841-31-3

Basic information

• Product Name: N²-acetyl-7-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)guanine
• Synonyms: N²-acetyl-7-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)guanine
• CAS NO: 112841-31-3
• Molecular Weight: 771.74
• Mol File: 112841-31-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N²-acetyl-7-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)guanine(CAS DataBase Reference)
• NIST Chemistry Reference: N²-acetyl-7-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)guanine(112841-31-3)
• EPA Substance Registry System: N²-acetyl-7-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)guanine(112841-31-3)

Safety Data

• Hazardous Substances Data: 112841-31-3(Hazardous Substances Data)

Upstream product

• 134222-17-6 C₁₆H₃₁N₅O₂Si₃ 
• 50820-75-2 1-O-acetyl-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranose 

Downstream Products

• 41341-34-8 7-β-D-glucopyranosylguanine 

Relevant articles and documents

A Regiocontrolled Synthesis of N7- and N9-Guanine Nucleosides

The reaction of 2-O-acetylated and 2-O-benzoylated glycosides 3a,b/4a,b with silylated N2-acetylguanine 7 selectively gave N7-guanine nucleosides 8a,b/9a,b under kinetically controlled conditions (SnCl4/CH3CN, room temperature), whereas 2-O-benzoylated glycosides 3b/4b selectively gave isomeric N9-guanine nucleosides 10b/11b under termodynamically controlled conditions (TMSOTf/(CH2Cl)2, reflux).Unambiguous assignment of nucleoside structure was accomplished after hydrolysis (NH3/MeOH) of the initial products to the known nucleosides 8c, 9c, 10c, and 11c followed by 1H NMR and 13C NMR spectral analysis.The described procedures provide the best method to date for the selective synthesis of either N7- or N9-guanine nucleosides from a common substrate.