4-Aminocyclohexane-carboxylic acid derivatives

C. Intramolecular Cyclization of 4-Aminocyclohexane-carboxylic acid Derivatives... [Pg.773]

Perhaps the most common synthetic route to aminocyclohexane carboxylic acids is reduction of nitro- and amino-substituted benzoic acid derivatives. Reduction of (9rt/io-substituted acids give 7.706 reduction of meM-substituted acids give 7.104-, and reduction of pzira-substituted acids give 7.57102... [Pg.256]

Derivatives of mono- and dicarboxylic acids are another important source of ortho- and mefa-aminocyclohexane carboxylic acids, but not the para-derivatives. Anhydride 7.181 was converted to the amide, then to 7.777 (c/s-2-aminocyclohex-ane-1-carboxylic acid) via a Hofmann reaction,12 and finally to cis- ethyl 2-amino-... [Pg.268]

A different approach using alkene derivatives involved allylic substitution reactions. Ethyl cyclohex-3-en-l-carboxylate (7.51) reacted with N-bromosuccin-imide to give 7.52.26 This allowed reaction with potassium phthalimide to give 7.53 in an overall yield of 41%. Catalytic hydrogenation and treatment with methylamine led to ds-3-aminocyclohexane-l-carboxylic acid, 7.22.26... [Pg.250]