75302-44-2Relevant academic research and scientific papers
Peptidic Cyclols. Synthesis, and Crystal and Molecular Structure of a Tricyclic Thia-cyclol
Lucente, Gino,Pinnen, Francesco,Zanotti, Giancarlo,Cerrini, Silvio,Fedeli, Walter,Mazza, Fernando
, p. 1499 - 1506 (2007/10/02)
By following a three-step procedure, the linear peptide -L-phenylalanyl-L-proline (6) has been converted into the cyclic derivative (9).On the basis of spectroscopic data and X-ray crystallographic analysis, compound (9) is shown to be a thia-cyclol whose tricyclic system is related to the peptidic portion of the ergot alkaloids.Properties of the new compound are compared to those of previously studied peptidic aza- and oxa-cyclols.The thiazolidinone ring of (9) adopts in the crystal an approximate envelope conformation, whereas the pyrrolidine ring assumes a half-chair conformation.The benzylic side chain of the phenylalanine residue adopts in the crystal a folded conformation which seems to be preferred even in chloroform solution.
