201025-98-1Relevant academic research and scientific papers
Synthesis of novel conformationally restricted L-glutamate analogues
Pyne, Stephen G.,Schafer, Karl,Skelton, Brian W.,White, Allan H.
, p. 2267 - 2268 (1997)
The novel, optically active and conformationally restricted L-glutamate analogues 6, 7 and 11 have been prepared via the PPh3 catalysed cycloaddition of the allenes 2 and 9 with the chiral oxazolidinone 1.
Synthesis and biological activities of conformationally restricted cyclopentenyl-glutamate analogues
Ung, Alison T.,Schafer, Karl,Lindsay, Karl B.,Pyne, Stephen G.,Amornraksa, Kitti,Wouters, Ria,Van der Linden, Ilse,Biesmans, Ilse,Lesage, Anne S.J.,Skelton, Brian W.,White, Allan H.
, p. 227 - 233 (2007/10/03)
An efficient method for preparing conformationally restricted cyclopentenyl-glutamate analogues in a regioselective and diastereoselective manner has been developed using a formal [3 + 2] cycloaddition reaction of dehydroamino acids. Methods for preparing optically active versions of these compounds have also been devised. Of these compounds, (S)-2 is an agonist at the mGlu5 (EC50 18 μM) and mGlu2 (EC50 45 μM) receptors.
