90761-62-9

Usage

Uses

Used in Chemical Industries:
(S)-(+)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLGLYCINE is used as a key intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its reactivity and multiple active sites make it a valuable building block for the development of new compounds with desired properties.
Used in Research Laboratories:
(S)-(+)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLGLYCINE is used as a research chemical in academic and industrial laboratories. It serves as a starting material or a reagent in various chemical reactions, enabling the synthesis of novel compounds and the exploration of new reaction pathways.
Used in Analytical Chemistry:
(S)-(+)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLGLYCINE can be used as a chiral derivatizing agent in enantioselective analysis. Its ability to selectively react with enantiomers can help in the determination of the enantiomeric composition of chiral compounds in various samples.
Used in Material Science:
(S)-(+)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLGLYCINE can be incorporated into the synthesis of functional materials, such as chiral polymers, liquid crystals, or sensors, due to its unique structural features and reactivity. Its incorporation can impart specific properties to these materials, making them suitable for various applications.

InChI:InChI=1/C15H11N3O7/c19-14(16-13(15(20)21)9-4-2-1-3-5-9)10-6-11(17(22)23)8-12(7-10)18(24)25/h1-8,13H,(H,16,19)(H,20,21)/t13-/m0/s1

Upstream product

• 611-73-4 Benzoylformic acid 
• 2835-06-5 phenylglycin 
• 99-33-2 3,5-dinitrobenoyl chloride 
• 74958-71-7 (R)-(-)-N-(3,5-dinitrobenzoyl)-α-phenylglycine 
• 2935-35-5 (S)-2-phenylglycine 

Downstream Products

• 479623-46-6 2-[(S)-N-(3,5-dinitrobenzoyl)amino-phenylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine 
• 1222074-03-4 (S)-(-)-2-(N-propylamino)-5-methoxytetraline (+)-N-(3,5-dinitrobenzoyl)-α-phenylglycine salt 
• 1309141-62-5 n-propylammonium N-(3,5-dinitrobenzoyl)-α-phenylglycinate 
• 1309150-66-0 ammonium N-(3,5-dinitrobenzoyl)-α-phenylglycinate 
• 1309141-59-0 DDNP 
• 1309141-65-8 BDNP 

Relevant academic research and scientific papers

COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS

The present invention relates to derivatized cyclofructan compounds, compositions comprising derivatized cyclofructan compounds, and methods of using compositions comprising derivatized cyclofructan compounds for chromatographic separations of chemical species, including enantiomers. Said compositions may comprise a solid support and/or polymers comprising derivatized cyclofructan compounds.

Development of new HPLC chiral stationary phases based on native and derivatized cyclofructans

An unusual class of chiral selectors, cyclofructans, is introduced for the first time as bonded chiral stationary phases. Compared to native cyclofructans (CFs), which have rather limited capabilities as chiral selectors, aliphatic-and aromatic-functionalized CF6s possess unique and very different enantiomeric selectivities. Indeed, they are shown to separate a very broad range of racemic compounds. In particular, aliphatic-derivatized CF6s with a low substitution degree baseline separate all tested chiral primary amines. It appears that partial derivatization on the CF6 molecule disrupts the molecular internal hydrogen bonding, thereby making the core of the molecule more accessible. In contrast, highly aromaticfunctionalized CF6 stationary phases lose most of the enantioselective capabilities toward primary amines, however they gain broad selectivity for most other types of analytes. This class of stationary phases also demonstrates high "loadability" and therefore has great potential for preparative separations. The variations in enantiomeric selectivity often can be correlated with distinct structural features of the selector. The separations occur predominantly in the presence of organic solvents.

Continuous separation of racemic 3,5-dinitrobenzoyl-amino acids in a centrifugal contact separator with the aid of cinchona-based chiral host compounds

The resolution of racemates is mostly performed by crystallisation of diastereomeric salts. Direct physical separation could be much more efficient, but so far most concepts, with the exception of SMB, have proven to be non-scaleable. Here we report the f

Chiral permselectivity in nanoporous opal films surface-modified with chiral selector moieties

The chiral permselectivity in thin opal films modified on the silica surface with chiral selector moieties was studied as a function of opal film geometry, supporting electrolyte concentration, solvent polarity, and chiral selector and linker structure. While opal film thickness, supporting electrolyte concentration and linker length and structure did not have a significant influence on the chiral permselectivity, the nanopore size, solvent polarity and selector structure had a pronounced effect. These observations are in agreement with the chiral selectivity mechanism in the opal films in which the permeating enantiomers are transported with different rates through the surface utilizing non-covalent interactions between the chiral permeant molecules and surface-bound chiral selectors. The chiral selectivity (transport rate ratio for S and R enantiomers) achieved in the present study was 4.5, which is one of the highest reported for chiral membranes. The Royal Society of Chemistry 2007.

Enantioselective hydrolysis of N-acylated α-amino esters at a biphasic interface: Tandem reaction kinetic resolution using a chiral complexing agent

equation presented Highly enantioselective hydrolytic kinetic resolutions of esters derived from N-acylated α-amino acids proceed rapidly at hydrocarbon/water interfaces in the presence of a proline-derived chiral selector. When performed in tandem with an enantioselective biphasic esterification reaction, esters of 100% enantiomeric excess are obtained.

A Chiral Stationary Phase for the Facile Resolution of Amino Acids, Amino Alcohols, and Amines as the N-3,5-Dinitrobenzoyl Derivatives

A chiral stationary phase derived from α-(6,7-dimethyl-1-naphthyl)isobutylamine is quite effective for the liquid chromatographic separation of the enantiomers of the N-3,5-dinitrobenzoyl derivatives of α-amino acids, their esters and amides, amino alcoho