105260-00-2

Upstream product

• 100277-54-1 ethyl (2R)-6-(1-benzyloxycarbonyl-4-piperidyl)-2-methanesulfonyloxyhexanoate 
• 100277-52-9 ethyl (2R)-6-(1-benzyloxycarbonyl-4-piperidyl)-2-hydroxyhexanoate 
• 105259-97-0 tert-butyl-N-<(1S)-5-(1-benzyloxycarbonyl-4-piperidyl)-1-ethoxycarbonylpentyl>-L-alaninate 
• 82586-60-5 (S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, 1,1-dimethylethyl ester, hydrochloride 

Relevant academic research and scientific papers

Synthesis and angiotensin converting enzyme-inhibitory activity of N- [(1S)-1-carboxy-5-(4-piperidyl)pentyl]-L-alanine derivatives

As part of a search for potent and long-lasting angiotensin converting enzyme (ACE) inhibitors, various types of N-[(1S)-1-carboxy-5-(4- piperidyl)pentyl]-L-alanine derivatives (7a, 8-11) were prepared. The key synthetic intermediate, N-[(1S)-5-(1-benzyloxycarbonyl-4-piperidyl)-1- ethoxycarbonylpentyl]-L-alanine (17a), was synthesized by asymmetric reduction of the α-oxoester (13) with Lactobacillus paracasei subsp. paracasei followed by a substitution reaction with tert-butyl L-alanine (15) and subsequent treatment with hydrogen chloride. Compounds 7a and 8-11 showed potent and long-lasting ACE-inhibitory activity in rats.