Syntheses based on the tautomerism of purine and pyrimidine derivatives
- PMID: 6522300
Syntheses based on the tautomerism of purine and pyrimidine derivatives
Abstract
Synthetic applications of the tautomerism based on purine and pyrimidine derivatives were investigated. Particularly, chloropyrimidine derivatives, which were reactive enough to go back to the more stable lactam form, were used for dehydration and desulfhydration. Alkoxypyrimidines were thermally cleaved to give olefins or esters, together with the lactim to lactam transformation. The extrusion of alkylthio group from thioalkyl purines or pyrimidines took place under bacic conditions to give olefin, indicating another tautomeric transformation.
Similar articles
-
Simple synthesis of some pentafluoropropenyl derivatives of pyrimidine and purine based on addition-elimination reaction.J Org Chem. 2006 Nov 10;71(23):8842-6. doi: 10.1021/jo061500z. J Org Chem. 2006. PMID: 17081014
-
Synthesis and biological evaluation of new imidazole, pyrimidine, and purine derivatives and analogs as inhibitors of xanthine oxidase.J Med Chem. 1996 Jun 21;39(13):2529-35. doi: 10.1021/jm950876u. J Med Chem. 1996. PMID: 8691450
-
Covalent analogues of nucleobase-pairs.Nucleosides Nucleotides Nucleic Acids. 2003 May-Aug;22(5-8):775-7. doi: 10.1081/NCN-120022632. Nucleosides Nucleotides Nucleic Acids. 2003. PMID: 14565276
-
The role of self-assembled monolayers of the purine and pyrimidine bases in the emergence of life.Orig Life Evol Biosph. 1998 Jun;28(3):283-310. doi: 10.1023/a:1006570726326. Orig Life Evol Biosph. 1998. PMID: 9611768 Review.
-
The purines: potent and versatile small molecule inhibitors and modulators of key biological targets.Bioorg Med Chem. 2006 Jun 15;14(12):3987-4006. doi: 10.1016/j.bmc.2005.12.060. Epub 2006 Feb 24. Bioorg Med Chem. 2006. PMID: 16503144 Review.