UNIT 2.4 A Base-Labile Protecting Group (Fluorenylmethoxycarbonyl) for the 5′-Hydroxy Function of Nucleosides
Published Online: 1 MAY 2001
Copyright © 2003 by John Wiley and Sons, Inc.
Lab Protocol Title
Current Protocols in Nucleic Acid Chemistry
How to Cite
Gait, M. J. and Lehmann, C. 2001. A Base-Labile Protecting Group (Fluorenylmethoxycarbonyl) for the 5′-Hydroxy Function of Nucleosides. Current Protocols in Nucleic Acid Chemistry. 00:2.4:2.4.1–2.4.22.
- Published Online: 1 MAY 2001
- Published Print: FEB 2000
Many popular synthesis strategies look for appropriate 2′-O-protection methods to use in conjunction with 5′-O-trityl chemistry. In contrast, this unit describes the use of FMOC as a 5′-protecting group in conjunction with a ketal-type 2′-O-protecting group, 4-methoxytetrahydropyran-4-yl (MTHP). The synthesis of all four 2′-O-MTHP-5′-O-FMOC-protected ribonucleosides and 5′-O-FMOC-2′-deoxythymidine is described, as is the preparation of the N-protected, 2′-O-MTHP-protected starting nucleosides.