Method of preparing new derivatives of tyrosine having a...

Details Method of preparing new derivatives of tyrosine having a... Method of preparing new derivatives of tyrosine having a...

C - Chemistry, Metallurgy

07

D

260/325.3, 260/2

C07D 295/14 (2006.01) C07D 295/092 (2006.01) C07D 295/185 (2006.01) C07D 295/192 (2006.01)

Patent

CA 1047498

ABSTRACT OF THE DISCLOSURE New tyrosine derivatives are prepared having the formula: Image Tyrosine is converted to O,N-(di-carbobenzoxy)-tyrosine which latter is amidated to obtain a corresponding amido- ester. The O-carbobenzoxy group in the amido-ester is hydrolyzed and the resulting N-carbobenzoxy-amide is decarbobensoxylated to free the -NH2 group. The latter is acylated by an acyl chloride R2-CO-Cl and the resulting diamide is etherified (in the form of sodium salt) with a haloalkyl- amine R1-X. The product is recovered either as free base or as a pharmaceutically acceptable salt. In the above formula R1 is a linear or branched chain alkyl group containing 1 to 6 carbons and terminating with a tertiary amino group; R2 is a phenyl group which may be mono-substituted by bromin, chlorine or methyl; and R3 is a monoalkylamino group of 1 to 6 carbon atoms or a dialkylamino group having 2 to 8 carbon atoms. The new compounds of this invention possess antispastic activity in animals.

219027

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