Amino acids, and their production and use

Details Amino acids, and their production and use Amino acids, and their production and use

C - Chemistry, Metallurgy

07

C

260/468.1, 260/5

C07C 143/74 (1980.01)

Patent

CA 1058206

ABSTRACT OF THE DISCLOSURE The disclosure relates to a process for preparation of a compound of the formula: (I) Image wherein R1 is hydrogen, R2 is lower alkyl, R3 is hydrogen and Y is -SO2-, or its lower alkyl ester, acid amide or a lower alkoxycarbonyl- or 1-(lower)alkoxycarbonyl-1-(lower)-alken-2-yl- protected derivative at the ?-amino group, or a salt thereof. The process comprises (1) reacting a compound of the formula: Image (II) wherein R1 is as defined above, or its lower alkyl ester, acid amide, a lower alkoxycarbonyl- or 1-(lower)alkoxy-carbonyl-1- (lower)alken-2-yl-protected derivative at the ?-amino group, or a salt thereof with a reagent of the formula: R2 - Y - Z (III) wherein Z is a residue of an acid, and R2 and Y are each as defined above, and if desired, eliminating the protecting group at the ?-amino group from the reaction product, or (2) (i) reacting a compound of the formula: Image (IV) wherein R1 is as defined above with a reagent of the formula: R2 - Y - Z (III) wherein R2, Y and Z are each as defined above, (ii) reacting the resultant product of the formula: (V) Image wherein R1, R2, R3 and Y are each as defined above, with hydrogen cyanide in the presence of ammonia, and then (iii) hydrolyzing the resultant product of the formula: (VI) Image wherein R1, R2, R3 and Y are each as defined above. The compounds of formula (I) are useful for the preparation of cephalosporin compounds having an acylamino group at the 7-position.

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