1033194-57-8Relevant articles and documents
Tetrahydro-4 H-(pyrrolo[3,4- d]isoxazol-3-yl)methanamine: A Bicyclic Diamino Scaffold Stabilizing Parallel Turn Conformations
Bucci, Raffaella,Giofré, Sabrina,Clerici, Francesca,Contini, Alessandro,Pinto, Andrea,Erba, Emanuela,Soave, Raffaella,Pellegrino, Sara,Gelmi, Maria Luisa
, p. 11493 - 11501 (2018)
A tetrahydro-4H-(pyrrolo[3,4-d]isoxazol-3-yl)methanamine scaffold was designed as a diamino derivative to stabilize parallel turn conformations. Its synthesis took advantage of a [1,3]-dipolar cycloaddition reaction between the nitrile oxide derived from
Synthesis of Enantiomerically Pure N-Acyl Amino Nitriles via Catalytic Dehydration of Oximes and Application in a de Novo Synthesis of Vildagliptin
Rommelmann, Philipp,Betke, Tobias,Gr?ger, Harald
supporting information, p. 1521 - 1527 (2017/10/25)
An alternative route toward enantiomerically highly enriched N-acyl amino nitriles based on the Cu(OAc)2-catalyzed dehydration of aldoximes, which are readily available from N-acyl l- or d-α-amino aldehydes through condensation with hydroxylamine, has been developed. The desired products were obtained with high conversion and in enantiomeric excesses of 97-99% ee. Furthermore, this method has been applied in the synthesis of an N-chloroacetylated 2-cyanopyrrolidine, which represents a building block for the synthesis of Vildagliptin.
A facile one-pot synthesis of Nα-urethane protected 3-amino alkyl isoxazole-5-carboxylic acids and their utility for the preparation of isoxazole-linked peptidomimetics
Chennakrishnareddy,Vasantha,Narendra,Sureshbabu, Vommina V.
experimental part, p. 185 - 191 (2012/06/01)
Cu(I) catalyzed [3+2] cycloaddition of in situ generated N α-Fmoc/Boc/Z-protected amino alkyl nitrile oxide with propiolic acid has led to a new class of 3,5-disubstituted isoxazole-bearing amino acid derivatives. The click chemistry protocol described herein is efficient in furnishing the isoxazole embedded amino acids. These unnatural synthons were subjected to chain extension on N- as well as C-termini to obtain 3,5-disubstituted isoxazole bearing di and tripeptidomimetics. Springer Science+Business Media, LLC 2011.