PREPARATION OF ALPHA-AMINO ACID, P-HYDROXYPHENYLGLYCINE, AMINO ACID ESTER AND AMINO ACID AMIDE

摘要

PURPOSE: To obtain α-amino acids with high efficiency by bringing glyoxylic acid or its precursor or deriv. into contact with an unsatd. compd. in the presence of sulfamic acid. ;CONSTITUTION: Glyoxylic acid expressed by formula I or its precursor (e.g. dihalo acetic acid) or its deriv. (e.g. glyoxylate) is brought into contact with an unsatd. compd. selected from aromatic compds., cycloalkenes and/or alkenes in the presence of a sulfamic acid to obtain α-amino acids expressed by formula II (R is aryl, substd. aryl, cycloalkyl or alkyl), for example, P-hydroxy phenylglycine expressed by formula III. By bringing the acid obtd. as the reaction mixture into contact with an alcohol or ammonia without isolating the acid, aminoacid esters and amino acid amides can be obtd. By using P- hydroxymandelic acid expressed by formula IV instead of phenol and glyoxylic acid as the starting material and by converting the acid in presence of sulfamic acid, a compd. expressed by formula III is obtd.;COPYRIGHT: (C)1993,JPO