3-(3-azido-2, 3-dideoxy-ß-D-erythropentofuranosyl)-thymine from 3‘-azido-3’-deoxythymidine (azt). An intriguing rearrangement Journal Article
| Authors: | Zeidler, J. M.; Kim, M. H.; Watanabe, K. A. |
| Article Title: | 3-(3-azido-2, 3-dideoxy-ß-D-erythropentofuranosyl)-thymine from 3‘-azido-3’-deoxythymidine (azt). An intriguing rearrangement |
| Abstract: | During the course of preparation of 3’-azido-3’-deoxythymidine (AZT), we observed consistent formation of an isomer of AZT (2-4%) which was isolated and the structure established as 3-(3-azido-2,3-dideoxy-B-D-erythropentofuranosyl) thymine. In a more detailed study, this rearrangement was found to occur during the treatment of 2,3’-anhydro-5’-O-tritylthymidine (1) with LiN3 in aqueous DMF. © 1990, Taylor & Francis Group, LLC. All rights reserved. |
| Keywords: | mass spectrometry; drug structure; drug synthesis; nuclear magnetic resonance; zidovudine; infrared spectrophotometry; isomer; article; ultraviolet spectrophotometry |
| Journal Title: | Nucleosides & Nucleotides |
| Volume: | 9 |
| Issue: | 5 |
| ISSN: | 0732-8311 |
| Publisher: | Taylor & Francis Inc. |
| Date Published: | 1990-07-01 |
| Start Page: | 629 |
| End Page: | 637 |
| Language: | English |
| DOI: | 10.1080/07328319008045194 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | Article -- Export Date: 27 January 2020 -- Source: Scopus |
