1027979-11-8Relevant articles and documents
A stereoselective catalytic nitroaldol reaction as the key step in a strategy for the synthesis of the renin inhibitor aliskiren
Rossi, Sergio,Benaglia, Maurizio,Porta, Riccardo,Cotarca, Livius,Maragni, Paolo,Verzini, Massimo
, p. 2531 - 2537 (2015)
Aliskiren is the first-in-class orally active direct renin inhibitor. It was approved in 2007 for the treatment of hypertension. We have designed a new strategy for the convergent synthesis of aliskiren that involves a catalytic stereoselective nitroaldol reaction as the key step. A new enantiopure nitroalkane (synthon A1), prepared in only three steps from a commercially available enantiopure 2-(arylmethyl)-3-methyl butanol derivative, was successfully used in a copper-catalysed Henry reaction to give a nitrolactone intermediate in which the correct configuration for the final product was established at all four stereocentres. Nitro-group reduction, Boc-protection of the resulting amine, aminolysis of the lactone with 3-amino-2,2-dimethylpropionamide, and finally Boc-deprotection led to the enantiopure renin inhibitor aliskiren.
PROCESS FOR PREPARING 8-ARYLOCTANOIC ACIDS
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Page/Page column 23, (2015/02/02)
The present invention relates to a process for preparing aliskiren and, more particularly, to an improved method for synthesizing a β-amino alcohol or a lactone analog thereof via the corresponding nitro derivatives of formula (Ia) or (Ib) these intermediates being used in the preparation of aliskiren.
PROCESS FOR PRODUCING ALISKIREN
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, (2011/12/14)
A new route of synthesis of the compound Aliskiren of formula (I), used in the treatment of hypertension, is described.