220122-47-4

Basic information

• Product Name: 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo<1,2-f>pteridine
• CAS NO: 220122-47-4
• Molecular Weight: 614.614
• Mol File: 220122-47-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo<1,2-f>pteridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo<1,2-f>pteridine(220122-47-4)
• EPA Substance Registry System: 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo<1,2-f>pteridine(220122-47-4)

Safety Data

• Hazardous Substances Data: 220122-47-4(Hazardous Substances Data)

Upstream product

• 13754-19-3 4,5-pyrimidinediamine 
• 121701-32-4 6-hydroxy-6-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyran-3<2H,6H>-one 

Relevant articles and documents

A novel synthesis of C-nucleosides having pyrrolo[1,2-f]pteridine, 6- And 8-deazapyrrolo[1,2-f]-pteridine ring systems from 6-hydroxy-6-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2H-pyran-3(6H)-one

A versatile intermediate pyranulose glycoside (1) for C-nucleoside synthesis was treated with 4,5-diaminopyrimidine in AcOH to give 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo[1,2-f]pteridine (2) in 58percent yield. However, treatment of 1 with 4,5,6-triaminopyrimidine in TFA afforded the 4-aminopteridine (4) without formation of the pyrrolo[1,2-f]pteridine. Similar reaction of 2,3- and 3,4-diaminopyridines with 1 in AcOH led to formation of 8-and 6-deazapyrrolo[1,2-f]pteridines (5 and 6), respectively. Removal of the sugar protecting groups in 2, 5, and 6 with sodium carbonate gave the deprotected C-nucleosides (7, 8 and 9).