Abstract
(Chemical Equation Presented) Conformationally locked North and South versions of puromycin analogues built on a bicyclo[3.1.0]hexane pseudosugar template were synthesized. The final assembly of the products was accomplished by the Staudinger-Vilarrasa coupling of the corresponding North (2 and 3) and South (6 and 7) 3′-azidopurine carbanucleosides with the Fmoc-protected 1-hydroxybenzotriazole ester of 4-methoxy-L-tyrosine. North azides 2 and 3 were reported earlier. The 3′-azido intermediates 6 and 7 that are necessary for the synthesis of the South puromycin analogues are described herein for the first time.
Original language | English |
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Pages (from-to) | 9435-9438 |
Number of pages | 4 |
Journal | Journal of Organic Chemistry |
Volume | 73 |
Issue number | 23 |
DOIs | |
Publication status | Published - 2008 Dec 5 |
Externally published | Yes |
ASJC Scopus subject areas
- Organic Chemistry