Synthesis of optically active alpha-aminoalkyl alpha'-halomethyl ketone: a cross-Claisen condensation approach.
A simple and versatile method was developed for the synthesis of alpha-aminoalkyl alpha'-halomethyl ketone derivatives, which are useful intermediates of protease inhibitors. It involves selective halogenation of the alpha-position on a beta-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 alpha-halo-beta-ketoester.
Honda
Yutaka
Y
AminoScience Laboratories, Ajinomoto Co. Inc., Suzuki-cho, Kawasaki-ku, Kawasaki-shi 210-8681, Japan.
Katayama
Satoshi
S
Kojima
Mitsuhiko
M
Suzuki
Takayuki
T
Izawa
Kunisuke
K