220854-85-3Relevant academic research and scientific papers
Preparation of (S)-2-quinolylalanine by asymmetric hydrogenation
Jones,Palmer,Paul,Tiffin
, p. 1211 - 1214 (2007/10/03)
The synthesis of (S)-2-quinolylalanine through asymmetric hydrogenation with (S,S)-Et-DuPHOS-Rh is described. The reaction has been extended to other 2-pyridylalanine derivatives.
Catalytic asymmetric synthesis of bis-armed aromatic amino acid derivatives. Problems related to the synthesis of enantiomerically pure bis-methyl ester of the (S,S)-pyridine-2,6-diyl bis-alanine
Basu,Frejd
, p. 316 - 322 (2007/10/03)
(S,S)-Pyridine-2,6-diyl bis-alanines 8 and 9 carrying protecting groups suitable for peptidc synthesis have been syntnesised from 2.6-pyridinedicarbaldenyde by the phosphonoglycine condensation route followed by catalytic hydrogenation with Rh{(COD)[(R,R)-DIPAMP]}BF4. The alternative route via double Heck coupling of 2,6-dibromopyndmc and benzyl Boc-amidoacry late was unsuccessful although mono-coupling could be achieved. The reasons for this failure are discussed as well as the failure of two mono-armed didehydroamino acid derivatives to undergo hydrogenation with Rh bisphosphme catalysts. The CuCl2 and RhCl3 complexes of the bis-amino derivative 9 were prepared: a 20% e.e. was achieved in the cyclopropanation of styrene with ethyl diazoacetate using the Cu(II)-complex as a catalyst. Acta Chemica Scandinavica 1996.
