618
Views
10
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis of 2‐Deoxy‐2‐Fluoro‐2‐C‐Methyl‐D‐Ribofuranoses

, , , &
Pages 461-470 | Received 28 Dec 2005, Accepted 30 May 2006, Published online: 22 Sep 2006
 

Abstract

The synthesis of methyl 3,5‐di‐O‐benzoyl‐2‐deoxy‐2‐fluoro‐2‐C‐methyl‐β‐D‐ribofuranoside and the conversion to the corresponding 1‐O‐acetyl‐3,5‐di‐O‐benzoyl‐2‐deoxy‐2‐fluoro‐2‐C‐methyl‐D‐ribofuranose and 1,3,5‐tri‐O‐benzoyl‐2‐deoxy‐2‐fluoro‐2‐C‐methyl‐D‐ribofuranose is reported. The key synthetic step is the fluorination of the tertiary center of methyl 3,5‐di‐O‐benzyl‐2‐C‐methyl‐β‐D‐arabinofuranoside to provide methyl 3,5‐di‐O‐benzyl‐2‐deoxy‐2‐fluoro‐2‐C‐methyl‐β‐D‐ribofuranoside.

Acknowledgement

Dr. R. F. Schinazi is the principal founder and former consultant of Pharmasset Inc. His laboratory received no funding for this work. This paper is dedicated to the loving memory of our friend and colleague Dr. J. Christian Mason.

Additional information

Notes on contributors

J. Christian Mason

Deceased April 2005.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.