191226-91-2Relevant academic research and scientific papers
Synthesis of optically active α-aminoalkyl α′-halomethyl ketone: A cross-claisen condensation approach
Honda, Yutaka,Katayama, Satoshi,Kojima, Mitsuhiko,Suzuki, Takayuki,Izawa, Kunisuke
, p. 447 - 449 (2002)
(Equation presented) A simple and versatile method was developed for the synthesis of α-aminoalkyl α′-halomethyl ketone derivatives, which are useful intermediates of protease inhibitors. It involves selective halogenation of the α-position on a β-ketoester, which is prepared by cross-Claisen condensation using N-protected amino acid ester. The title compound is obtained in high yield after decarboxylation of the α-halo-β-ketoester.
Highly stereoselective synthesis of anti-N-protected-α-amino epoxides
Hoffman,Weiner,Maslouh
, p. 5790 - 5795 (2007/10/03)
A simple and efficient method for the synthesis of anti-N-protected amino epoxides from carbamate-protected amino acids is described. The two key steps are the monobromination of a β-ketoester and chelation-controlled reduction of a bromomethyl ketone intermediate. Good overall yields, high diastereoselectivity, and excellent functional group compatibility are characteristic.
