PRODUCTION OF HYDROXY-N-ACYL-ALPHA-AMINO ACID DERIVATIVE, OLIGOMER AND LACTONE THEREOF

摘要

PURPOSE:To readily and efficiently obtain a compound useful as a synthetic intermediate for various physiologically active substances from an inexpensive raw material by reacting a cyclic acetal or enol ether with carbon monoxide and an acid amide in the presence of a cobalt catalyst. CONSTITUTION:A cyclic acetal expressed by formula I (R<1> is H or 1-10C alkyl; n is 0 or 1) is reacted with carbon monoxide and an acid amide in the presence of a cobalt catalyst in a solvent, such as THF, at 50-200 deg.C to provide the objective substance expressed by formula II or III (R<2> is H or protecting group; R<3> is 1-20C alkyl, substituted phenyl, substituted naphthyl or 1-20C alkenyl; m is an integer of >=1; n is 0 or 1). The cyclic acetal and acid amide are used at 1:1 molar ratio and the catalyst is used at (1/10)-(1/10000) molar ratio based on the raw material. A cyclic enol ether expressed by formula IV (R<4> is H or carboxy) is used as a starting material to carry out reaction similar to that described above to afford a compound expressed by formula V or VI.