169319-62-4

Basic information

• Product Name: N-[1-[2(S)-(Acetylsulfanyl)-3-methylbutyramido]cyclopent-1-ylcarbonyl]-4-O-methyl-L-tyrosine ethyl ester
• Synonyms: CGS-30440
• CAS NO: 169319-62-4
• Molecular Formula: C₂₅H₃₆N₂O₆S
• Molecular Weight: 492.63947
• Mol File: 169319-62-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-[1-[2(S)-(Acetylsulfanyl)-3-methylbutyramido]cyclopent-1-ylcarbonyl]-4-O-methyl-L-tyrosine ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-[1-[2(S)-(Acetylsulfanyl)-3-methylbutyramido]cyclopent-1-ylcarbonyl]-4-O-methyl-L-tyrosine ethyl ester(169319-62-4)
• EPA Substance Registry System: N-[1-[2(S)-(Acetylsulfanyl)-3-methylbutyramido]cyclopent-1-ylcarbonyl]-4-O-methyl-L-tyrosine ethyl ester(169319-62-4)

Safety Data

• Hazardous Substances Data: 169319-62-4(Hazardous Substances Data)

Upstream product

• 76792-22-8 (R)-2-bromoisovaleric acid 
• 27109-47-3 (R)-α-Bromoisopentanoic acid chloride 
• 507-09-5 tiolacetic acid 
• 640-68-6 D-Val-OH 
• 169320-29-0 (R)-2-bromo-3-methylbutanoic acid (1:1) N-(1-methylethyl)-2-propanamine 
• 169320-32-5 N-[[1-[[(1,1-dimethylethoxy)carbonyl]amino]-1-cyclopentyl]carbonyl]-O-methyl-L-tyrosine ethyl ester 
• 35264-09-6 1-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid 
• 17193-43-0 O-methyl-L-tyrosine ethyl ester 
• 149603-80-5 (2S)-2-(acetylthio)-3-methylbutanoic acid 

Downstream Products

• 1027554-51-3 (S)-2-{[1-((S)-2-Mercapto-3-methyl-butyrylamino)-cyclopentanecarbonyl]-amino}-3-(4-methoxy-phenyl)-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.