Synthesis of D??Altritol Nucleosides with a 3′??O??Tert??Butyldimethylsilyl Protecting Group

…, A Calleja??Marchand, P Herdewijn

Index: Abramov, Michael; Marchand, Arnaud; Calleja-Marchand, Agnes; Herdewijn, Piet Nucleosides, Nucleotides and Nucleic Acids, 2004 , vol. 23, # 1-2 p. 439 - 455

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Citation Number: 10

Abstract

Four D??altritol nucleosides with a 3′??O??tert??butyldimethylsilyl protecting group are synthesized (base moieties are adenine, guanine, thymine and 5??methylcytosine). The nucleosides are obtained by ring opening reaction of 1, 5: 2, 3??dianhydro??4, 6??O?? benzylidene??D??allitol. Optimal reaction circumstances (NaH, LiH, DBU, phase transfer, microwave irridation) for the introduction of the heterocycles are base??specific. For the ...