UNIT 1.29 Synthesis of a North-Methanocarba-Thymidine (N-MCT) Analog
Published Online: 1 DEC 2012
Copyright © 2012 by John Wiley & Sons, Inc.
Lab Protocol Title
Current Protocols in Nucleic Acid Chemistry
How to Cite
Thompson, A. and Marquez, V. E. 2012. Synthesis of a North-Methanocarba-Thymidine (N-MCT) Analog. Current Protocols in Nucleic Acid Chemistry. 51:1.29:1.29.1–1.29.14.
- Published Online: 1 DEC 2012
A detailed protocol for the synthesis of North-methanocarba-thymidine (N-MCT), a potent antiviral nucleoside with a restricted bicyclo[3.1.0]hexane pseudosugar conformation, is presented. The process is described in two parts. The first basic protocol deals with the synthesis of the carbobicyclic pseudosugar precursor that can be utilized in the syntheses of other bicyclo[3.1.0]hexane nucleosides with natural and non-natural nucleobases. The second basic protocol describes the specific construction of the thymine base in a linear fashion from the carbobicyclic intermediate. Curr. Protoc. Nucleic Acid Chem. 51:1.29.1-1.29.14. © 2012 by John Wiley & Sons, Inc.
- carbocyclic nucleosides;
- bicyclo[3.1.0]hexane nucleosides;
- conformationally locked;