82267-46-7

Upstream product

• 20401-88-1 3-(4-methoxyphenyl)propional 
• 82267-44-5 DL-2-acetamido-4-(p-methoxyohenyl)butanoic acid 
• 90877-70-6 ethyl 2-acetamido-2-cyanoacetate 
• 25413-27-8 3-(4-methoxy-phenyl)propionamide 
• 22442-48-4 3-(4-methoxyphenyl)propionitrile 
• 82267-39-8 diethyl<2-(p-methoxyphenyl)ethyl>(acetamido)malonate 
• 82267-42-3 <2-(p-methoxyphenyl)ethyl>(acetamido)malonic acid 
• 702-23-8 2-(4-Methoxyphenyl)ethanol 
• 14425-64-0 4-methoxyphenethyl bromide 

Relevant academic research and scientific papers

METHOD FOR PREPARING AROMATIC AMINO ACID DERIVATIVE

The present invention provides methods of efficiently producing various optically active aromatic amino acid derivatives by reacting, using an additive, a specific ester compound with an aromatic halide and zinc in the presence of a catalyst. The present invention also provides amino acid derivatives that can be produced by the methods.

Changing the selectivity profile–from substrate analog inhibitors of thrombin and factor Xa to potent matriptase inhibitors

The type II transmembrane serine protease matriptase is a potential target for anticancer therapy and might be involved in cartilage degradation in osteoarthritis or inflammatory skin disorders. Starting from previously described nonspecific thrombin and factor Xa inhibitors we have prepared new noncovalent substrate-analogs with superior potency against matriptase. The most suitable compound 35 (H-d-hTyr-Ala-4-amidinobenzylamide) binds to matriptase with an inhibition constant of 26 nM and has more than 10-fold reduced activity against thrombin and factor Xa. The crystal structure of inhibitor 35 was determined in the surrogate protease trypsin, the obtained complex was used to model the binding mode of inhibitor 35 in the active site of matriptase. The methylene insertion in d-hTyr and d-hPhe increases the flexibility of the P3 side chain compared to their d-Phe analogs, which enables an improved binding of these inhibitors in the well-defined S3/4 pocket of matriptase. Inhibitor 35 can be used for further biochemical studies with matriptase.

PREPARATION OF HOMOLOGS OF L-2-AMINO-5-(p-METOXYPHENYL)PENTANOIC ACID

Lower and higher homologs, L-2-amino-4-(p-methoxyphenyl)butanoic acid (L-amb) and L-2-amino-6-(p-methoxyphenyl)hexanoic acid (L-Amh), of L-2-amino-5-(p-methoxyphenyl)pentanoic acid were prepared by optical resolution of N-acetyl-DL-Amb and of N-acetyl-DL-Amh with Aspergillus acylase.N-acetyl DL-Amb or N-acetyl-DL-Amh was synthesized from (acetamido malonic acid by heating with p-xylene.