Structural Characteristics and Synthetic Approaches to Aliskiren

Aliskiren is representative of compotmds with general structure I, varying in the nature of the aromatic substituents, the amide moiety, and alkyl groups, representing a novel carbon backbone with unique binding affinity to renin. 

Rj = methoxy, methoxyethoxy, etc. R3, R4 = methyl, isopropyl R5 = alkyl, amlnolakyl, etc. 

These schemes show how complex a synthetic project can become in order to supply a new dmg. The synthetic route outlined in these two schemes is characterized by a large number of steps, a diversity of reagents and effective chirality 

Reagents and conditions /. N-BuLI, DIA ii. NaOH, aq. EtOH UHMDS/THF  

Reagents and conditions. /. Me2NH, El2AICi //. AC2O ///. NaN3 iv. TsOH  

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