159749-95-8

Basic information

• Product Name: N--O-methyl-L-tyrosyl>-3-hydroxy-4-methoxy-L-phenylalanine methyl ester
• Synonyms: N--O-methyl-L-tyrosyl>-3-hydroxy-4-methoxy-L-phenylalanine methyl ester
• CAS NO: 159749-95-8
• Molecular Weight: 536.582
• Mol File: 159749-95-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N--O-methyl-L-tyrosyl>-3-hydroxy-4-methoxy-L-phenylalanine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N--O-methyl-L-tyrosyl>-3-hydroxy-4-methoxy-L-phenylalanine methyl ester(159749-95-8)
• EPA Substance Registry System: N--O-methyl-L-tyrosyl>-3-hydroxy-4-methoxy-L-phenylalanine methyl ester(159749-95-8)

Safety Data

• Hazardous Substances Data: 159749-95-8(Hazardous Substances Data)

Upstream product

• 159749-98-1 (4S,2S)-3-(Benzyloxy)-4-methoxy-<2-azido-3-oxo-3-<2-oxo-4-(phenylmethyl)-3-oxazolidinyl>propyl>benzene 
• 159749-97-0 (4S)-3-(Benzyloxy)-4-methoxy-<3-oxo-3-<2-oxo-4-(phenylmethyl)-3-oxazolidinyl>propyl>benzene 
• 159750-00-2 (S)-2-Azido-3-<3-(benzyloxy)-4-methoxyphenyl>propionic acid methyl ester 
• 159749-96-9 <3-(Benzyloxy)-4-methoxyphenyl>propionic acid benzyl ester 
• 1027602-57-8 (S)-2-Azido-3-<3-(benzyloxy)-4-methoxyphenyl>propionic acid 
• 1027907-04-5 C₂₂H₂₆O₅ 
• 1135-15-5 dihydroisoferulic acid 
• 537-73-5 isoferulic acid 
• 36418-96-9 3-<3-(Benzyloxy)-4-methoxyphenyl>propionic acid 
• 621-59-0 isovanillin 
• 17554-34-6 (2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)propanoic acid 
• 37466-41-4 3-Hydroxy-4-methoxy-L-phenylalanine methyl ester 

Downstream Products

• 118459-90-8 (S)-3-<4-<2-Carboxy-2-<<(1,1-dimethylethoxy)carbonyl>amino>ethyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester 
• 156538-95-3 (S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester 
• 159750-11-5 (S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester 

Relevant articles and documents

A Formal Total Synthesis of the ACE Inhibitor K-13. An Application of Arene-Ruthenium Chemistry to Complex Chemical Synthesis

Stoichiometric ruthenium activation of 4-chlorophenylalanine derivatives toward nucleophilic substitution, using phenoxide nucleophiles that are derived from protected dipeptides, allowed the formation of isodityrosine derivatives that are synthetic precursors to the ACE inhibitor K-13.An evaluation of carboxyl blocking groups revealed that a 2-bromoethyl ester is the most useful in terms of its compatibility with ruthenium complexation and subsequent nucleophile addition but that its removal is problematic.Conversion to iodoethyl ester using Finkelstein reaction conditions, in the presence of the peptide and amino acid functionality, provided a solution to this problem, since the iodoethyl group was easily removed on treatment with samarium diiodide.