Transient protection. 2. One-flask synthesis of 6-O-[(4-nitrophenyl) ethyl]-2'-deoxyguanosine nucleosides

…, BL Gaffney, S Hadden, RA Jones

Index: Gao, Xiaolian; Gaffney, Barbara L.; Hadden, Susan; Jones, Roger A. Journal of Organic Chemistry, 1986 , vol. 51, # 5 p. 755 - 758

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Citation Number: 24

Abstract

We next explored the use of this transient protection/Mitsunobu alkylation sequence for synthesis of the 06-cyanoethyl derivative 5a. In this case the reaction of 3- hydroxypropionitrile with lb under conditions identical to those used for synthesis of 4b gave none of the expected product. Reactions using 2-(phenylsulfony1) ethanol were also unsuccessful. Apparently for these alcohols the Mitsunobu intermediate (6) undergoes ...