Nucleosides and Nucleotides p. 951 - 953 (1999)
Update date:2022-08-17
Topics:
Szczepanik, Maciej B.
Desaubry, Laurent
Johnson, Roger A.
A mild and efficient one-step method of thiophosphorylation was devised for acid-sensitive nucleosides. The procedure is based on thiophosphorylation of nucleoside magnesium alkoxide by 2-chloro-2-thio-l,3,2-dioxaphospholane. The utility and efficiency of this method combined with deprotection of the resulting cyclic triester were demonstrated by its application to the synthesis of both adenosine 3'- and 5'thiophosphates. The procedure does not require protection of the exocyclic amino group and can be successfully used for the thiophosphorylation of nucleosides that are unusually sensitive to depurination. Copyright 1999 by Marcel Dekker, Inc.
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