119656-42-7

Upstream product

• 122-87-2 N-(hydroxyphenyl)glycine 
• 108-24-7 acetic anhydride 
• 28363-27-1 2-((4-hydroxyphenyl)amino)acetonitrile 
• 108-10-1 4-methyl-2-pentanone 
• 108-95-2 phenol 
• 50-00-0 formaldehyd 
• 201230-82-2 carbon monoxide 
• 103-90-2 4-acetaminophenol 

Relevant academic research and scientific papers

A new improved palladium-catalyzed amidocarbonylation

A new and improved variant of the palladium-catalyzed amidocarbonylation to yield N-acyl-α-amino acids is described. Using Pd/C as catalyst the products were prepared in good to excellent yields (up to 98 %). Advantages of the Pd/C-catalyst with regard to former catalyst systems are demonstrated by the preparation of N-substituted non-natural amino acids which are of current interest as structural units of peptoids.

Stereoselective resolution of phenylglycine derivatives with enzyme resins

The invention relates to a process for the stereo-selective resolution of DL-phenylglycine derivatives by hydrolyzing the ester or amide groups of N-acyl-L-phenylglycine esters or amides in N-acyl-DL-phenylglycine esters or amides by the action of enzymes, separating the N-acyl-D-phenylglycine esters or amides from the N-acyl-L-phenylglycines and then, if appropriate, subjecting the ester or amide groups of the D-enantiomers and the acyl groups to acid hydrolysis, characterized in that enzyme which are bonded to carriers are allowed to act on the N-acyl-DL-phenylglycine esters or amides in an inert two-phase mixture consisting of water-immiscible organic solvent and water.

Process for manufacturing N-acyl derivatives of hydroxy-arylglycines

Condensation of the addition product of glyoxylic acid and amides with hydroxyaryl compounds is effected by a first step, wherein the reaction is carried out hot, at a temperature below 60° C, of an aliphatic amide having at the most 4 carbon atoms selected from the group of acetamide, chloracetamide, propionamide, acrylamide and butyramide, on an aqueous solution of glyoxylic acid. Then in a second step, after the addition of acetic acid and gaseous hydrochloric acid, condensation is effected at a temperature below 35° C of the carboxamidoglycolic acid with an excess reaching 500% of hydroxyaryl compound selected from the group comprising phenol and its alkyl derivatives, their halogen derivatives, polyphenols and their ethers and betanaphthol. After the condensation of said second step, the volatile products are removed by vacuum distillation. When the hydroxyaryl compound is phenol, the crude product resulting from this distillation is taken up in nitromethane or water, which are a non-solvent of the N-acyl derivative of parahydroxyphenylglycine but a solvent of the corresponding ortho derivative; the proportion of the para derivative in the resulting compound is then of the order of 100%.