Phosphorylation of Alcohols and Phosphates by Oxidation-Reduction Condensation
- 1 January 1971
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 44 (1), 196-199
- https://doi.org/10.1246/bcsj.44.196
Abstract
Phosphorylation of alcohols and phosphates forming mixed esters of phosphoric acid and pyrophosphate by the oxidation-reduction condensation with triphenylphosphine and 2,2′-dipyridyl disulfide has been investigated. n-Butyl p-nitrophenyl phosphate was obtained in 80% yield when p-nitrophenyl dihydrogen phosphate was treated with one equiv. each of triphenylphosphine and 2,2′-dipyridyl disulfide in the presence of three equiv. of anhydrous n-butyl alcohol at room temperature. It was found that P1,P2-bis(p-nitrophenyl)pyrophosphate was obtained in 91% yield when p-nitrophenyl dihydrogen phosphate was treated with 1.5 equiv. each of triphenylphosphine and 2,2′-dipyridyl disulfide.Keywords
This publication has 5 references indexed in Scilit:
- Studies on Polynucleotides. LIV.1 A Further Study of the Reaction of Nucleotide Pyrophosphates with Carboxylic Acid Anhydrides2Journal of the American Chemical Society, 1966
- Reaction of Organic Compounds with Hydrazine. VIYAKUGAKU ZASSHI, 1961
- Nucleoside Polyphosphates. IX.1 The Reversible Formation of Pyrophosphates from Monoesters of Phosphoric Acid by Reaction with Acetic Anhydride2Journal of the American Chemical Society, 1959
- Carbodiimides. VIII.1 Observations on the Reactions of Carbodiimides with Acids and Some New Applications in the Synthesis of Phosphoric Acid EstersJournal of the American Chemical Society, 1958
- Substituted 2-Sulfonamido-5-aminopyridinesJournal of the American Chemical Society, 1942