The Journal of Organic Chemistry

Carboranyl oligonucleotides. 1. Synthesis of thymidine (3', 5') thymidine (o-carboran-1-ylmethyl) phosphonate

ZJ Lesnikowski, RF Schinazi

Index: Lesnikowski, Zbigniew J.; Schinazi, Raymond F. Journal of Organic Chemistry, 1993 , vol. 58, # 24 p. 6531 - 6534

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Citation Number: 29

Abstract

Summary: Using methyl (0-carboran-1-ylmethy1) phos-phonate 6 as a novel and versatile borophosphonylating agent, 5'-0-(monomethoxytrityl) thymidine 3'-0-[methyl (o-carboran-l- ylmethyl) phosphonatel (8) and thymidine-(3', 5') thymidine (0-carboran-1-ylmethy1) phosphonate (12) were synthesized. The internucleotide (0-carboran-1-ylmethy1) phosphonate linkage was resistant to cleavage by phosphorodiesterases. The ...

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