169320-28-9

Basic information

• Product Name: N-[[1-[[(1,1-dimethylethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester
• Synonyms: N-[[1-[[(1,1-dimethylethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester
• CAS NO: 169320-28-9
• Molecular Weight: 420.506
• Mol File: 169320-28-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-[[1-[[(1,1-dimethylethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-[[1-[[(1,1-dimethylethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester(169320-28-9)
• EPA Substance Registry System: N-[[1-[[(1,1-dimethylethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-L-tyrosine ethyl ester(169320-28-9)

Safety Data

• Hazardous Substances Data: 169320-28-9(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 35264-09-6 1-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid 
• 4089-07-0 L-tyrosine ethyl ester monohydrochloride 
• 52-52-8 1-amino-1-cyclopentanecarboxylic acid 
• 949-67-7 L-tyrosine ethyl ester 

Downstream Products

• 169320-32-5 N-[[1-[[(1,1-dimethylethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-O-methyl-L-tyrosine ethyl ester 
• 169319-30-6 (S)-2-{[1-((S)-2-Acetylsulfanyl-3-methyl-butyrylamino)-cyclopentanecarbonyl]-amino}-3-(4-hydroxy-phenyl)-propionic acid ethyl ester 
• 177476-67-4 (S)-3-(4-Hydroxy-phenyl)-2-{[1-((S)-2-mercapto-3-methyl-butyrylamino)-cyclopentanecarbonyl]-amino}-propionic acid ethyl ester 

Relevant articles and documents

Efficient large scale preparation of neutral endopeptidase/ angiotensin-converting enzyme dual inhibitor CGS30440

The development and piloting of a potential manufacturing process for ACE/NEP dual inhibitor CGS30440 is described. The synthesis proceeds sequentially from 1-aminocyclopentanecarboxylic acid via N-protection, peptide coupling with L-tyrosine ethyl ester, O-methylation of N-protected [(1-amino-1-cyclopentyl)carbonyl]-L-tyrosine ethyl ester, N-deprotection, peptide coupling of [(1-amino-1-cyclopentyl)carbonyl]-O-methyl-L-tyrosine ethyl ester with D-2-bromo-3-methylbutyric acid, and final displacement of bromide with thioacetate. This approach is superior to shorter Discovery routes based upon final peptide coupling of L-2-(acetylthio)-3-methylbutanoic acid to [(1-amino-1-cyclopentyl)carbonyl]-O-methyl-L-tyrosine ethyl ester.