133349-84-5

Basic information

• Product Name: 4-amino-1-<2'-deoxy-3',5'-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-1H-imidazole-5-carbonitrile
• CAS NO: 133349-84-5
• Molecular Weight: 460.489
• Mol File: 133349-84-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-amino-1-<2'-deoxy-3',5'-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-1H-imidazole-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-1-<2'-deoxy-3',5'-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-1H-imidazole-5-carbonitrile(133349-84-5)
• EPA Substance Registry System: 4-amino-1-<2'-deoxy-3',5'-di-O-(4-toluoyl)-β-D-erythro-pentofuranosyl>-1H-imidazole-5-carbonitrile(133349-84-5)

Safety Data

• Hazardous Substances Data: 133349-84-5(Hazardous Substances Data)

Upstream product

• 4330-21-6 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride 
• 5098-11-3 5-amino-1H-imidazole-4-carbonitrile 

Downstream Products

• 148171-37-3 7-<2-deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-β-D-erythro-pentofuranosyl>-N⁶-<(dimethylamino)methylidene>adenine 

Relevant articles and documents

Synthesis of 5-Amino-4-cyano-1-imidazolyl 2-Deoxy-β-D-ribofuranoside by Photolysis of 2-Aza-2'-deoxyadenosine or Glycosylation

The photolysis of 2-aza-2'-deoxyadenosine (1) results in the formation of a single reaction product.Its structure was assigned as 5-amino-4-cyano-1-imidazolyl 2-deoxyribofuranoside (2).The latter is also obtained independently from the glycosylation of the 5-amino-4-imidazolecarbonitrile (4) anion with the halogenose 5.The reaction is stereoselective but regioisomers are formed: the N-1 compound 6 in 21 percent and the N-3 regioisomer 7 in 45 percent yield.The structures of the regioisomeric imidazole nucleosides 2 and 3 have been assigned by 13C-NMR and 1H-NMR NOE difference spectroscopy. Key words: Imidazo-1,2,3-triazine / Imidazole / 2'-Deoxyribonucleosides / Nucleobase-anion glycosylation / Photolysis / Glycosylations