Nucleic Acid Related Compounds. 136. Synthesis of 2-Amino-and 2, 6-Diaminopurine Derivatives via Inverse-Electron-Demand Diels-Alder Reactions
X Lin, MJ Robins
Index: Lin, Xiaoyu; Robins, Morris J. Collection of Czechoslovak Chemical Communications, 2006 , vol. 71, # 7 p. 1029 - 1041
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Citation Number: 6
Abstract
Abstract Thermal inverse-electron-demand Diels-Alder reactions of 5-aminoimidazoles and 2, 4, 6-tris (ethoxycarbonyl)-1, 3, 5-triazine (2) with spontaneous retro-Diels-Alder loss of ethyl cyanoformate and elimination of ammonia give 2, 6-bis (ethoxycarbonyl) purines. A report that selective alkaline hydrolysis followed by acid-catalyzed decarboxylation gave 6- (ethoxycarbonyl) purine products was not in harmony with known reactions in purine ...
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