112700-36-4Relevant academic research and scientific papers
Expanding the scope of oligo-pyrrolinone-pyrrolidines as protein-protein interface mimics
Raghuraman, Arjun,Xin, Dongyue,Perez, Lisa M.,Burgess, Kevin
, p. 4823 - 4833 (2013/07/05)
Oligo-pyrrolinone-pyrrolidines (generic structure 1) have the potential to interfere with protein-protein interactions (PPIs), but to reduce this to practice it is necessary to be able to synthesize these structures with a variety of different side chains
A synthetic approach to diverse 3-acyltetramic acids via O- to C-acyl rearrangement and application to the total synthesis of penicillenol series
Sengoku, Tetsuya,Nagae, Yuta,Ujihara, Yasuaki,Takahashi, Masaki,Yoda, Hidemi
scheme or table, p. 4391 - 4401 (2012/06/18)
For the efficient approach to medicinally important α-branched 3-acyltetramic acids, the key reaction of O- to C- acyl rearrangement using α-amino-acid-derived 4-O-acyltetramic acids was extensively examined in the presence of various metal salts. Use of
Synthesis of acylated active methylene compounds with N-boc-L-phenylalanine and their heterocyclization, both achieved enantioselectively
Hamilakis, Stylianos,Tsolomitis, Athanase
, p. 325 - 329 (2007/10/03)
Three active methylene compounds, malononitrile, methyl cyanoacetate and Meldrum's acid, have been found to be acylated effectively with N-Boc-L-phenylalanine using carbonyldiimidazole (CDI) activation conditions. Two of the aminoacetyl derivatives isolat
Synthesis of N-substituted 3-ammomethylidenetetramic acids
Pirc, Samo,Bevk, David,Jakse, Renata,Recnik, Simon,Golic, Ljubo,Golobic, Amalija,Meden, Anton,Stanovnik, Branko,Svete, Jurij
, p. 2969 - 2988 (2007/10/03)
(S)-3-(Dimethylamino)methylidene-5-benzyltetramic acid derivatives 4a and 4b were prepared in three steps from N-protected (S)-3-phenylalanines 1a and 1b, respectively. Similarly, N-[N-(benzyloxycarbonyl)glycyl]grycine (1c) was transformed into the enamitione 4c. Acid-catalysed coupling of enaminones 4a-c with aliphatic, aromatic, and heteroaromatic primary amines 5-34 afforded the corresponding N(3′)-substituted 3-aminomethylidenetetramic acid derivatives 35-64 in 29-96% yields. Georg Thieme Verlag Stuttgart.
Design of potential new HIV protease inhibitors: Enantioconvergent synthesis of new pyrrolidin-3-ol, and pyrrolidin-3-one peptide conjugates
Courcambeck,Bihel,De Michelis,Quelever,Kraus
, p. 1421 - 1430 (2007/10/03)
Novel potential HIV protease inhibitors are obtained by an enantioconvergent synthesis of mimicking Phe-Pro dipeptides, achieved through the coupling between Boc(L)Phe or Boc(L)Tyr and both enantiomers of syn-2-benzylpyrrolidin-3-ol and their correspondin
Synthesis of Chiral Urethane N-Alkoxycarbonyl Tetramic Acids from Urethane N-Carboxyanhydrides (UNCAs)
Fehrentz, Jean-Alain,Bourdel, Elisabeth,Califano, Jean-Christophe,Chaloin, Oliveir,Devin, Chantal,et al.
, p. 1557 - 1560 (2007/10/02)
The synthesis of chiral N-protected tetramic acid derivatives which are precursors of β-hydroxy γ-amino acid under mild conditions is described.Reaction of urethane-N-carboxyanhydrides (UNCAs) with Meldrum's acid in the presence of a tertiary amine, follo
Stereospecific Synthesis of N-Protected Statine and Its Analogues via Chiral Tetramic Acid
Jouin, Patrick,Castro, Bertrand,Nisato, Dino
, p. 1177 - 1182 (2007/10/02)
The condensation of a chiral N-protected amino acid with Meldrum's acid in the presence of isopropenyl chloroformate (IPCF) and of 4-N,N-dimethylaminopyridine (DMAP) has been examined.The cyclisation of the reaction product, by heating in an organic solve
