Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 8, Pages 3024-3030Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo802348h
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- University of Hamburg
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[GRAPHICS] A new and efficient method for the synthesis of nucleoside di- and triphosphates as well as dinucleoside polyphosphates (NpnN') is described. 5-Acceptor-substituted (5-nitro and 5-chloro) cycloSal-nucleotides are used as starting material that were reacted with a variety of phosphate nucleophiles as pyrophosphate or nucleotides to the corresponding products in short times and very good yields. After consumption of the starting cycloSal-phosphate triester, first the protecting groups were cleaved and finally the products were isolated after RP-column chromatography. Examples are shown for all five pyrimidine and purine bases found in natural nucleosides as well as one non-natural pyrimidine base to prove that the method can be applied generally.
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