Synthesis and antiviral evaluation of several 6-(Methylene-carbomethoxy)pteridine-4,7(3H,8H)-diones
✍ Scribed by S. Molina; J. Cobo; A. Sánchez; M. Nogueras; E. De Clercq
- Book ID
- 102341301
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1999
- Tongue
- English
- Weight
- 409 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The reactions of 5,6‐diaminopyrimidin‐4(3__H__)‐one derivatives 1a‐h, with dimethyl acetylenedicarboxylate are discussed in this paper. 6‐Amino‐5‐(E)(1′,2′‐dicarbomethoxyvinyl)aminopyrimidines, 2, and 6‐(methylenecarbomethoxy)pteridinones, 3, have been obtained as main the products, which can be explained on the basis of a Michael addition on pyrimidine derivatives, and cyclization. Those compounds were evaluated for their in vitro antiviral activity.
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## Abstract 7‐Alkanoyloxy‐3,7‐dimefhyl‐7,8‐dihydro‐6__H__‐isochromene‐6,8‐diones **12‐15** were synthesized in 69‐16% yields from the reaction of 2,4‐dihydroxy‐3‐methyl‐6‐(2‐oxopropyl)benzaldehyde **11** with __p__‐toluenesulfonic acid in various carboxylic acids such as acetic acid, propionic acid