81383-49-5Relevant academic research and scientific papers
Asymmetric synthesis of piperazic acid and derivatives thereof
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, (2008/06/13)
This invention provides a concise, asymmetric synthesis of piperazic acid and derivatives thereof, whereby either the (3S)- or (3R)-enantiomeric form may be obtained with high optical purity. (3S)-piperazic acid is derived from D-glutamic acid through an (R)-2,5-dihydroxyvalerate ester intermediate. After the hydroxy groups are converted to suitable leaving groups, such as mesylates, the ester is treated with a bis-protected hydrazine to provide the desired (3S)-piperazic acid derivative. The (3R) enantiomer of piperazic acid may be similarly obtained starting with L-glutamic acid. The method may also be used to obtain piperazic acid derivatives that have moderate optical purity or are racemic. By this method, piperazic acid derivatives may be obtained that are useful as intermediates for pharmacologically active compounds. For example, certain intermediates of this invention are useful for preparing caspase inhibitors, particularly inhibitors of ICE, through additional steps known in the art.
The Design and Synthesis of New Triazolo-, Pyrazolo-, and Pyridazo-pyridazine Derivatives as Inhibitors of Angiotensin Converting Enzyme
Hassall, Cedric H.,Kroehn, Antonin,Moody, Cristopher J.,Thomas, W. Anthony
, p. 155 - 164 (2007/10/02)
Bicyclic mimetics of the antihypertensive, angiotensin converting enzyme (A.C.E.) inhibitor, captopril, have been designed with the aid of computer graphics.The synthesis and structure activity relationships of the three bicyclic systems tetrahydro
