904789-99-7Relevant academic research and scientific papers
Efficient synthesis of 2,5-diketopiperazines by Staudinger-mediated cyclization
Beagle, Lucas K.,Hansen, Finn K.,Monbaliu, Jean-Christophe M.,Desrosiers, Michael P.,Phillips, Angela M.,Stevens, Christian V.,Katritzky, Alan R.
, p. 2337 - 2340 (2013/07/11)
Solution- and solid-phase Staudinger-mediated cyclizations were assessed to efficiently prepare hetero-2,5-diketopiperazines from their protected azido dipeptide thioesters under microwave irradiation. Short reaction time, good yields and ease of purification are the main assets of this methodology. Georg Thieme Verlag Stuttgart · New York.
"click" synthesis of nonsymmetrical bis(1,2,3-triazoles)
Aizpurua, Jesus M.,Azcune, Itxaso,Fratila, Raluca M.,Balentova, Eva,Sagartzazu-Aizpurua, Malaien,Miranda, Jose I.
supporting information; experimental part, p. 1584 - 1587 (2010/06/16)
Chemical Fig. Repretation Unsymmetrically 1,1'-disubstituted 4,4'-bis-1 H-1,2,3-triazoles 4 have been prepared from 4-ethynyl-1,2,3-triazoles 5 and azides. Following a "double-click" strategy, two complementary approaches were implemented for the preparation of the key 4-ethynyltriazole Intermediates 5: (a) the stepwise Swern oxidatlon/Ohira-Bestman alkynylation of readily available 4-hydroxymethyl-1,2,3-triazoles 8 and (b) the stepwise cycloaddition of TMS-1,4-butadiyne 9. The method is highlighted by Its compatibility with orthogonally protected and functlonallzed saccharide-peptide hybrids and its ability to be extended to the trlsubstituted counterparts 12.
