146369-88-2Relevant academic research and scientific papers
Diastereoselective aldol reaction of an α-alkoxycarbonylamino aldehyde with a silyl enol ether
Yamada, Yasuki,Shirakawa, Eiji,Ando, Koji,Shibata, Saizo,Uchida, Itsuo
, p. 3443 - 3448 (1999)
The aldol reaction of optically active α-alkoxycarbonylamino aldehydes with a silyl enol ether in the presence of a Lewis acid afforded γ-amino-β- hydroxyketones diastereoselectively. The effect of the α-amide proton on the diastereoselectivity is discussed.
Novel renin inhibitors containing (2S,3S,5S)-2-amino-1-cyclohexyl-6- methyl-3,5-heptanediol fragment as a transition-state mimic at the P1-P1' cleavage site
Yamada, Yasuki,Ando, Koji,Ikemoto, Yukishige,Tada, Hiroki,Shirakawa, Eiji,Inagaki, Eiji,Shibata, Saizo,Nakamura, Ikuro,Hayashi, Yoshiharu,Ikegami, Kiyoteru,Uchida, Itsuo
, p. 1631 - 1641 (2007/10/03)
A series of renin inhibitors containing the (2S,3S,5S)-2-amino-1- cyclohexyl-6-methyl-3,5-heptanediol (2-amino-3,5-anti-diol) fragment as a novel transition-state mimic was synthesized, and their biological activities were evaluated. All of the synthesized compounds containing the 2-amino-3,5- anti-diol fragment at the P1-P1' position showed high in vitro renin- inhibitory activity with IC50 values in the 10-8-10-10 M range, and most of them caused a reduction of blood pressure when administered orally to salt-depleted, conscious marmosets. The inhibitor (29) with the 4- hydroxypiperidine residue at the P4 position showed the highest activity in terms of both potency and duration of the blood pressure-lowering effect.
METHOD FOR PREPARING APLHA-AMINO-BETA, DELTA-DIOL DERIVATIVES
-
, (2008/06/13)
Intermediate compounds (formula [III]and [IV]) useful as starting materials for the synthesis of amino acid derivatives which have renin inhibitory activity and which are useful as remedies for hypertension are prepared stereoselectively in high yield, wi
