1026786-82-2

Basic information

• Product Name: (3'R,4'S)-6-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic acid 1'-tert-butyl ester
• Synonyms: (3'R,4'S)-6-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic acid 1'-tert-butyl ester
• CAS NO: 1026786-82-2
• Molecular Weight: 525.429
• Mol File: 1026786-82-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (3'R,4'S)-6-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic acid 1'-tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3'R,4'S)-6-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic acid 1'-tert-butyl ester(1026786-82-2)
• EPA Substance Registry System: (3'R,4'S)-6-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic acid 1'-tert-butyl ester(1026786-82-2)

Safety Data

• Hazardous Substances Data: 1026786-82-2(Hazardous Substances Data)

Upstream product

• 2432-12-4 2,6-dichloro-4-methylophenol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 67848-59-3 4-piperidone-3-carboxylic acid ethyl ester 
• 106-44-5 p-cresol 
• 1206625-66-2 1-(2,2,2-trifluoro-acetyl)-4-trifluoromethanesulfonyloxy-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester 
• 1246643-49-1 C₁₀H₁₂F₃NO₄ 
• 1206625-60-6 2-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine 
• 1206625-70-8 C₂₄H₂₅Cl₂F₃N₂O₅ 
• 1265907-55-8 (3'S,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic acid 1'-tert-butyl ester 3'-ethyl ester 
• 1206625-88-8 6-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]-1'-(2,2,2-trifluoroacetyl)-1',2',5',6'-tetrahydro-[3,4']bipyridinyl-3'-carboxylic acid ethyl ester 
• 1265907-54-7 6-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]-5',6'-dihydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic acid 1'-tert-butyl ester 3'-ethyl ester 
• 945999-98-4 5-bromo-2-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]pyridine 

Downstream Products

• 1206625-73-1 (3'R,4'S)-3'-{[2-chloro-5-(2-methoxy-ethyl)-benzyl]cyclopropylcarbamoyl}-6-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridinyl-1'-carboxylic acid tert-butyl ester 
• 1007392-69-9 MK-1597 
• 1206625-79-7 (3'R,4'S)-6-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid [2-chloro-5-(2-methoxy-ethyl)benzyl]cyclopropylamide acetate 

Relevant articles and documents

A practical synthesis of renin inhibitor MK-1597 (ACT-178882) via catalytic enantioselective hydrogenation and epimerization of piperidine intermediate

A practical enantioselective synthesis of renin inhibitor MK-1597 (ACT-178882), a potential new treatment for hypertension, is described. The synthetic route provided MK-1597 in nine steps and 29% overall yield from commercially available p-cresol (7). The key features of this sequence include a catalytic asymmetric hydrogenation of a tetrasubstituted ene-ester, a highly efficient epimerization/saponification sequence of 4 which sets both stereocenters of the molecule, and a short synthesis of amine fragment 2.

NOVEL CASE OF RENIN INHIBITORS

The present invention relates to piperidine-based renin inhibitor compounds having carboxylate or carboxylic acid terminal groups. The disclosed low molecular weight, orally active renin inhibitors are of non-peptide nature and have long duration of action. The compounds can be used in the treatment of cardiovascular events and renal insufficiency.