336877-66-8

Usage

Uses

Used in Pharmaceutical Industry:
(S)-AMINO-(4-NITRO-PHENYL)-ACETIC ACID is utilized as a key intermediate in the synthesis of a range of pharmaceuticals. Its presence in the molecular structure of certain drugs aids in the development of new therapeutic agents, enhancing the medicinal properties of these compounds.
Used in Chemical Industry:
In the chemical industry, (S)-AMINO-(4-NITRO-PHENYL)-ACETIC ACID serves as a building block for the preparation of chiral ligands. These ligands are crucial in asymmetric syntheses, a technique that allows for the production of enantiomerically pure compounds, which are essential in various chemical and pharmaceutical applications.
Used in Organic Chemistry Research:
(S)-AMINO-(4-NITRO-PHENYL)-ACETIC ACID is employed as a versatile intermediate in organic chemistry research. Its unique structure and functional groups make it an ideal candidate for exploring new synthetic pathways and developing novel organic compounds with potential applications in various fields.

InChI:InChI=1/C8H8N2O4/c9-7(8(11)12)5-1-3-6(4-2-5)10(13)14/h1-4,7H,9H2,(H,11,12)/t7-/m0/s1

Upstream product

• 2935-35-5 (S)-2-phenylglycine 
• 555-16-8 4-nitrobenzaldehdye 
• 856214-71-6 4-nitro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine 
• 5407-25-0 2-amino-2-(4-nitrophenyl)acetic acid 
• 14922-36-2 4-nitrophenylglyoxylic acid 

Downstream Products

• 336877-68-0 L-N-(tert-butoxycarbonyl)-4-nitrophenylglycine 

Relevant academic research and scientific papers

Studies on enantioselective liquid-liquid extraction of amino-(4-nitro-phenyl)-acetic acid enantiomers: Modeling and optimization

BINAP-metal complexes were prepared as extractant for enantioselective liquid-liquid extraction (ELLE) of amino-(4-nitro-phenyl)-acetic acid (NPA) enantiomers. The influence of process variables, including types of organic solvents and metal precursor, co

Stereoselective synthesis of l-tert-leucine by a newly cloned leucine dehydrogenase from Exiguobacterium sibiricum

A leucine dehydrogenase from Exiguobacterium sibiricum (EsLeuDH) was discovered by genome mining approach. The EsLeuDH was overexpressed in Escherichia coli BL21, purified to homogeneity and characterized. This enzyme showed good thermostability with a half-life of 3.1 h at 60 °C. Furthermore, EsLeuDH has a broad spectrum of substrate specificity, showing activities toward many aliphatic α-keto acids and L-amino acids, in addition to some aryl α-keto acids and aryl α-amino acids, such as α-oxobenzeneacetic and l-phenylglycine. The EsLeuDH was successfully coexpressed with Bacillus megaterium glucose dehydrogenase (BmGDH) in Escherichia coli BL21 for the production of l-tert-leucine. By using the coexpressed whole cells, a decagram preparation of l-tert-leucine was performed at a substrate concentration of 0.6 M (78.1 g L-1) in 1 L scale with 99% conversion after 5.5 h, resulting in 80.1% yield and > 99% ee (enantiomeric excess).2014 Published by Elsevier B.V.

New proctolin analogues modified by the novel D-or L-phenylglycine derivatives. Synthesis and biological studies

New analogues of insect neuromodulator proctolin (H-Arg-Tyr-Leu-Pro-Thr-OH), modified in position 2 of the peptide chain by L-or D-phenylglycine and its 4-substituted derivatives were synthesized. For modification of proctolin a series of novel L-or D-phenylglycine derivatives H-Phg(4-NO2)-OH (1), Boc-Phg(4-NO2)-OH (2), Boc-Phg(4-Me2N)-OH (3), H-Phg(4-OBzl)-OH (4), Boc-Phg(4-OBzl)-OH (5), H-D-Phg(4-NO2)-OH (6), Boc-D-Phg(4-NO2,)-OH (7), Boc-D-Phg(4-Me2N)-OH (8), were used. The following proctolin analogues were synthesized: H-Arg-Phg-Leu-Pro-Thr-OH (9), H-Arg-D-Phg-Leu-Pro-Thr-OH (10), H-Arg-Phg(4-OH)-Leu-Pro-Thr-OH (11), H-Arg-D-Phg(4-OH)-Leu-Pro-Thr-OH (12), H-Arg-Phg(4-NO2)-Leu-Pro-Thr-OH (13), H-Arg-D-Phg(4-NO2)-Leu-Pro-Thr-OH (14), H-Arg-Phg(4-NH2)-Leu-Pro-Thr-OH (15), H-Arg-D-Phg(4-NH2)-Leu-Pro-Thr-OH (16), H-Arg-Phg(4-NMe2)-Leu-Pro-Thr-OH (17), H-Arg-D-Phg(4-NMe2)-Leu-Pro-Thr-OH (18). Myotropic activity of proctolin analogues 9-18 was assayed in vitro on the semi-isolated heart of the mealworm Tenebrio molitor and on the foregut of the locust Schistocerca gregaria. All analogues showed a weak or none activity.