22753-28-2Relevant academic research and scientific papers
A new synthesis of the benzofuran adenosine antagonist XH-14
Hutchinson, Sally A.,Luetjens, Henning,Scammells, Peter J.
, p. 3081 - 3084 (2007/10/03)
5-(3-Hydroxypropyl)-7-methoxy-2-(3'-methoxy-4'-hydroxyphenyl)benzo[b]furan-3 -carbaldehyde (XH-14, 1) has been reported to be a potent A1 adenosine antagonist. We have developed an efficient synthesis of this compound that should prove valuable for further structure-activity studies. The synthesis incorporates optimised methodology for the selective protection of a hydroxyl group and the ortho-bromination of a phenol.
Synthesis of Coniferyl and Dihydroconiferyl Derivatives Using Radical Bromination with N-Bromosuccinimide as the Key Step
Lindeberg, Otto
, p. 15 - 20 (2007/10/02)
Coniferyl and dihydroconiferyl derivatives have been synthesized by reacting bromides, obtained from allylic and benzylic brominations using N-bromosuccinimide (NBS), with appropriate nucleophiles.For instance, NBS bromination of eugenol acetate, followed by replacement of bromine by an acetoxy group and subsequent reduction with lithium aluminium hydride, afforded coniferyl alcohol in 65percent overall yield.Due to the availability of the starting materials (eugenol and isoeugenol) and the good overall yields obtained, these synthetic routes compete well with other methods of preparation.
