Tetrahedron

The p-nitrophenylethyl (NPE) group: a versatile new blocking group for phosphate and aglycone protection in nucleosides and nucleotides

F Himmelsbach, BS Schulz, T Trichtinger, R Charubala…

Index: Himmelsbach, Frank; Schulz, Bernd S.; Trichtinger, Thomas; Charubala, Ramamurthy; Pfleiderer, Wolfgang Tetrahedron, 1984 , vol. 40, # 1 p. 59 - 72

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Citation Number: 221

Abstract

The syntheses of new monomer building blocks for oligonucleotide synthesis via the phosphotriester approach containing the p-nitrophenylethyl group for phosphate and aglycone protection are described. Blocking of the amide function in guanosines at O6 can be achieved by the Mitsunobu reaction forming the corresponding O6-p-nitrophenylethyl derivatives (4, 5, 10). Sugar-protected thymidine (16) and uridine (17) have been alkylated ...

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