Double Protection of the Heterocyclic Base of Xanthosine and 2′-Deoxyxanthosine
- 1 January 1989
- journal article
- research article
- Published by Taylor & Francis in Nucleosides and Nucleotides
- Vol. 8 (2), 159-178
- https://doi.org/10.1080/07328318908054165
Abstract
Reaction of O-protected xanthosines with p-nitrophenyl ethanol under Mitsunobu conditions yields the doubly alkylated O2,O6- and N1-,O2-derivatives. Deoxyxanthosine protected on both oxygens with a 2-(4-nitrophenyl)-ethyl group was synthesized starting from deoxyguanosine. Both protecting groups can be eliminated with DBU in pyridine.Keywords
This publication has 7 references indexed in Scilit:
- Synthesis and properties of oligonucleotides containing 2′-deoxynebularine and 2′-deoxyxanthosineNucleic Acids Research, 1986
- A large fragment approach to DNA synthesis: total synthesis of a gene for the protease inhibitor eglin c from the leechHirudo medicinalisand its expression inE. coliNucleic Acids Research, 1984
- The p-nitrophenylethyl (NPE) groupTetrahedron, 1984
- Fast searching for identical 13C NMR spectra via inverted filesMagnetic Resonance in Chemistry, 1981
- The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural ProductsSynthesis, 1981
- The importance of multiplicities and substructures for the evaluation of relevant spectral similarities for computer aided interpretation of 13C NMR spectraAnalytical and Bioanalytical Chemistry, 1977
- 1,6-Di-O-phenylsulfonyl-D-mannitol. Its Preparation and Use in the Synthesis of Some Derivatives of D-MannitolJournal of the American Chemical Society, 1958