Studies of Purine N-Oxides. II. The Reaction of Hypoxanthine 1-N-Oxide and 2′,3′,5′-Tri-O-acetylinosine 1-N-Oxide with Phosphoryl Chloride
- 1 March 1967
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 40 (3) , 639-641
- https://doi.org/10.1246/bcsj.40.639
Abstract
Hypoxanthine 1-N-oxide was treated with phosphoryl chloride in the presence of organic bases to give 2,6-dichloropurine. Adenosine 1-N-oxide was converted to inosine 1-N-oxide by deamination with nitrous acid. Inosine 1-N-oxide was acetylated with acetic anhydride in pyridine to yield 2′,3′,5′-tri-O-acetylinosine 1-N-oxide. The latter compound was similarly converted to 9-(2′,3′,5′-tri-O-acetyl-β-d-ribofuranosyl)-2,6-dichloropurine by treating it with phosphoryl chloride in the presence of organic bases.This publication has 10 references indexed in Scilit:
- Purine N-Oxides. XVIII. Deamination of Adenine N-Oxide Derivatives1The Journal of Organic Chemistry, 1966
- Studies of Purine N-Oxides. I. The Synthesis of Hypoxanthine 1-N-OxideBulletin of the Chemical Society of Japan, 1966
- Inosin‐N(1)‐oxid‐Nucleotide als Komplexbildner. I. Darstellung von Inosin‐N(1)‐oxid und dessen 5′‐Monophosphat aus Adenosin‐N(1)‐oxid und dessen 5'‐Monophosphat durch Desaminierung mit NitrosylchloridHelvetica Chimica Acta, 1965
- Studies on condensed Systems of Aromatic Nitrogenous Series. XXIV. Synthesis of 4-Substituted 1H-Imidazo[4, 5-c]pyridinesCHEMICAL & PHARMACEUTICAL BULLETIN, 1964
- Pyrazines. III. The Action of Phosphoroyl Chloride on Pyrazine N-Oxides1,2The Journal of Organic Chemistry, 1963
- Pyridine 1-Oxides. VII. 3-Nitropyridine 1-Oxide1aThe Journal of Organic Chemistry, 1960
- Notes- Studies in Purine Chemistry. IV. Hypoxanthine-1-N-oxideThe Journal of Organic Chemistry, 1959
- Purine N-Oxides. II. The Structure of Adenine N-Oxide1Journal of the American Chemical Society, 1958
- Purine N-Oxides. I. Mono-oxides of Aminopurines1Journal of the American Chemical Society, 1958
- The Synthesis and Properties of 6-Chloropurine and Purine1Journal of the American Chemical Society, 1954