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Phenylacetate saponification

A related agent, g1icetanile sodiurn (42), is made by a variant of this process. Methyl phenylacetate is reacted with chlorosulfonic acid to give which itself readily reacts with ami nopyrimidine derivative 39 to give sulfonamide Saponification to acid is followed by conversion to the acid chloride and amide formation with 5-chloro-2-methoxyaniline to complete the synthesis of the hypoglycemic agent glicetanile (42). ... [Pg.1111]

Synthesis of repaglinide involves condensation of an appropriately substituted and chi-rally pure benzylamine derivative with an appropriately substituted phenylacetic acid derivative (7) followed by saponification. The reported process for the key intermediate (7) described a five-step process with an overall yield of about 30% of theory (Scheme 23.4) We undertook development of an alternative synthetic strategy to prepare 7 and developed an efficient and commercially feasible synthesis starting from 2-hydroxy-4-methylbenzoic acid (9) in two steps. Thus, 9 was first alkylated with ethyl bromide in a polar aprotic solvent and in the presence of an inorganic base to afford ethyl 2-ethoxy-4-methylbenzoate... [Pg.185]

After sodium acetate catalyzed 1,2-arylshifting and saponification of the intermediate the resulting 2,5-dimethyl-phenylacetic acid 41 is transformed into the acid chloride 42 [27]. [Pg.921]


See other pages where Phenylacetate saponification is mentioned: [Pg.908]    [Pg.335]    [Pg.79]    [Pg.354]    [Pg.585]    [Pg.618]    [Pg.915]    [Pg.191]    [Pg.377]    [Pg.853]    [Pg.1378]    [Pg.853]    [Pg.919]    [Pg.529]    [Pg.853]   
See also in sourсe #XX -- [ Pg.70 ]




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4- phenylacetic

Saponification

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