1173244-93-3Relevant academic research and scientific papers
doubly Customizable Unit for the Generation of Structural Diversity: From Pure Enantiomeric Amines to Peptide Derivatives
Hernández, Dacil,Carro, Carmen,Boto, Alicia
, p. 2796 - 2809 (2021)
Readily available, low-cost 4R-hydroxy-l-proline (Hyp) is introduced as a doubly customizable unit for the generation of libraries of structurally diverse compounds. Hyp can be cleaved at two points, followed by the introduction of new functionalities. In the first cycle, the removal and replacement of the carboxylic group are carried out, followed (second cycle) by the scission of the 4,5-position and manipulation of the resulting chains. In this way, three new chains are generated and can be transformed independently to afford a diversity of products with tailored substituents, such as β-amino aldehydes, diamines, β-amino acid derivatives, including N-alkylated ones, or modified peptides. Many of these products are high-profit compounds but, in spite of their commercial value, are still scarce. Moreover, the process takes place with stereochemical control, and either pure R or S isomers can be obtained with small variations of the synthetic route.
Enantiopure alkaloid analogues and iminosugars from proline derivatives: stereocontrol in sequential processes
Boto, Alicia,Hernández, Dácil,Hernández, Rosendo
experimental part, p. 3974 - 3977 (2009/10/04)
An alternative to the use of expensive auxiliaries or catalysts in the synthesis of chiral 2-substituted pyrrolidines is described. Thus, commercial, cheap 4-(S)-hydroxyproline was readily transformed into optically pure pyrrolidines, using a one-pot deca
