Unit

UNIT 2.5 2′-Hydroxyl-Protecting Groups that are Either Photochemically Labile or Sensitive to Fluoride Ions

  1. Tod J. Miller,
  2. Miriam E. Schwartz,
  3. Geoffrey R. Gough

Published Online: 1 MAY 2001

DOI: 10.1002/0471142700.nc0205s03

Current Protocols in Nucleic Acid Chemistry

Current Protocols in Nucleic Acid Chemistry

How to Cite

Miller, T. J., Schwartz, M. E. and Gough, G. R. 2001. 2′-Hydroxyl-Protecting Groups that are Either Photochemically Labile or Sensitive to Fluoride Ions. Current Protocols in Nucleic Acid Chemistry. 3:2.5:2.5.1–2.5.36.

Author Information

  1. Purdue University, West Lafayette, Indiana

Publication History

  1. Published Online: 1 MAY 2001
  2. Published Print: JAN 2001

Abstract

Protected ribonucleotide monomers are more difficult to obtain than their 2′-deoxy counterparts because of the need to protect the 2′-hydroxy function. This unit describes the stepwise preparation of suitably 2′-protected ribonucleosides using two protecting groups: 2-nitrobenzyloxymethyl (NBOM) and tert-butyldimethylsilyl (TBDMS). In addition, details are given for protecting the 5′-hydroxyl and the nucleobase, yielding nucleosides that are easily converted to phosphoramidite or H-phosphonate derivatives for automated oligoribonucleotide synthesis.