89615-73-6

Usage

Uses

Used in Pharmaceutical Industry:
(R)-2-Acetamido-3-(4-nitrophenyl)propanoic acid is used as a therapeutic agent for treating conditions such as arthritis, fever, and pain. Its enhanced ability to inhibit inflammatory mediators and cyclooxygenase enzymes makes it a potentially valuable drug for managing these conditions effectively.
Used in Research and Development:
(R)-2-Acetamido-3-(4-nitrophenyl)propanoic acid serves as a valuable compound in the research and development of new NSAIDs with improved efficacy and reduced side effects. Its unique structure and properties provide insights into the design and synthesis of novel anti-inflammatory and analgesic drugs.

InChI:InChI=1/C11H12N2O5/c1-7(14)12-10(11(15)16)6-8-2-4-9(5-3-8)13(17)18/h2-5,10H,6H2,1H3,(H,12,14)(H,15,16)/t10-/m1/s1

Upstream product

• 62561-97-1 N-acetyl-4-nitro-DL-phenylalanine 
• 6265-87-8 2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester 
• 1991-83-9 4-nitrophenylalanine 
• 3235-26-5 2-(N-acetylamino)-2-benzylpropanedioic diethyl ester 
• 93341-45-8 α-acetylamino-4-nitro-trans-cinnamic acid 

Downstream Products

• 56613-61-7 (R)-4-nitro-phenylalanine 
• 127641-82-1 4-nitro-D-phenylalanine ethyl ester; hydrochloride 
• 36097-40-2 N-acetyl-4-nitro-D-phenylalanine ethyl ester 
• 14504-87-1 Ac-p-NO2-D-Phe-Mel-OEt 

Relevant academic research and scientific papers

Efficient kinetic resolution of amino acids catalyzed by lipase AS 'Amano' via cleavage of an amide bond

Herein the efficient kinetic resolution of non-natural alpha-amino acids catalyzed by lipase AS 'Amano' via cleaving the amide bond is reported. The starting materials were the corresponding amino acid amides and the amino acids were generated with ees of up to 99% with E values of >600. These results indicated that the lipase AS 'Amano' could be a powerful amide hydrolase for the kinetic resolution of amino acid starting from the corresponding amino acid amides.

A comparison of the asymmetric hydrogenation catalyzed by rhodium complexes containing chiral ligands with a binaphthyl unit and those with a 5,5′,6,6′,7,7′,8,8′-octahydro-binaphthyl unit

The chiral ligands H8-BINAPO and H8-BDPAB were synthesized by reacting chlorodiphenylphosphine with H8-BINOL and H8-BINAM, respectively. Applications of these ligands in the Rh-catalyzed enantioselective hydrogenation of a variety of (Z)-acetamido-3-arylacrylic acid methyl esters provided chiral amino acid derivatives with good to excellent enantioselectivities (H8-BINAPO: up to 84.0% e.e.; H8-BDPAB: up to 97.1% e.e.). In the hydrogenation of acetamidoacrylic acid, 99% e.e. was obtained when a [Rh(H8-BDPAB)]+ catalyst was used. The catalytic activities and enantioselectivities of [Rh(H8-BINAPO)]+ and [Rh(H8-BDPAB]+ are substantially better than those obtained with the corresponding rhodium catalysts containing BINAPO (up to 64% e.e.) and BDPAB (up to 92.6% e.e.).