期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 76, 期 8, 页码 2899-2903出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo102579g
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资金
- State of Mecklenburg-Vorpommern
- BMBF [03IS2081A]
The synthesis of 2- and 6-trifluoromethylated purines and 1-deazapurines was performed by formal [3 + 3]-cyclization reactions of 5-aminoimidazoles with a set of trifluoromethyl-substituted 1,3-CCC- and 1,3-CNC-dielectrophiles. The corresponding fluorinated nucleosides were synthesized by glycosylation of 9-unsubstituted purines and 1-deazapurines with peracetylated beta-ribose, beta-glucose, and rhamnose and subsequent deprotection. These scaffolds can be considered as potential inhibitors of adenosine deaminase (ADA) and inosine monophosphate dehydrogenase (IMPDH) enzymes.
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