190195-87-0Relevant academic research and scientific papers
Synthesis of conformationally locked versions of puromycin analogues
Saneyoshi, Hisao,Michel, Benoit Y.,Choi, Yongseok,Strazewski, Peter,Marquez, Victor E.
scheme or table, p. 9435 - 9438 (2009/04/05)
(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.
Conformationally locked carbocyclic nucleosides built on a bicyclo[3.1.0]hexane template with a fixed Southern conformation. Synthesis and antiviral activity
Ezzitouni, Abdallah,Marquez, Victor E.
, p. 1073 - 1078 (2007/10/03)
The construction of carbocyclic nucleosides with a fixed 3E ring pucker in the Southern hemisphere of the pseudorotational cycle is achieved from a common precursor carbocyclic amine, (1S,3S,4R,5S)-3-benzyloxy-4-benzyloxymethyl-1-aminobicyclo[3
