Preparative Scale Directed Resolution of Enantiomeric Carboxylic Acids and Lactonesvia Liquid Chromatography and Neighboring-Group Assisted Hydrolysis of Diastereomeric Amides

1979 ◽  
Vol 18 (1) ◽  
pp. 63-65 ◽  
Author(s):  
G�nter Helmchen ◽  
G�nter Nill ◽  
Dieter Flockerzi ◽  
Mohamed S. K. Youssef
Keyword(s):  
Liquid Chromatography ◽  
Carboxylic Acids ◽  
Preparative Scale ◽  
Neighboring Group ◽  
Hydrolysis Of

Investigation of Readily Available Chiral Compounds for Preparative Scale Resolutions

1987 ◽  
Vol 40 (10) ◽  
pp. 1641 ◽  
Author(s):  
CC Duke ◽  
RJ Wells
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Preparative Scale ◽  
Chiral Compounds ◽  
Optically Pure ◽  
Hydrolysis Of

Diastereoisomeric esters were formed by reaction of racemic carboxylic acids with the readily available hydroxy lactone derivatives, 2,3-O-isopropylidene-D(+)-ribono-l,4-lactone, D(-)-2- hydroxy-3,3-dimethylbutyro-1,4-lactone (D(-)-pantolactone) and 1,2-O-isopropylidene-(+)-α-D-glucofuranurono-6,3-lactone. In all cases separation of the diastereoisomeric esters was achieved by crystallization and/or chromatography. Purity of the diastereoisomers could be determined by h.p.l.c. or by 1H n.m.r. Hydrolysis under mild basic conditions followed by treatment with acid gave optically pure carboxylic acids. The facile separation by crystallization and/or chromatography of diastereoisomers prepared from racemic endo-1,4,5,6,7,7-hexachlorobicyclo[2.2.l]hept-5-ene-2-carboxylic acid suggested that the resolved acid may be useful as a resolving agent. This was shown by separation of diastereoisomers formed from the resolved acid and racemic 1-(3′-phenoxyphenyl)prop-2- yn-1-ol and racemic 1-cyano-1-(3'-phenoxypheny1)methanol respectively. Optically pure 1-(3'-phenoxypheny1)prop-2-yn-1-ol was obtained by hydrolysis of the separated diastereoisomers.

Automatic analyzer for highly polar carboxylic acids based on fluorescence derivatization-liquid chromatography

2014 ◽  
Vol 29 (3) ◽  
pp. 445-451 ◽  
Author(s):  
Kenichiro Todoroki ◽  
Tatsuki Nakano ◽  
Yasuhiro Ishii ◽  
Kanoko Goto ◽  
Ryoko Tomita ◽  
...  
Keyword(s):  
Liquid Chromatography ◽  
Carboxylic Acids ◽  
Fluorescence Derivatization ◽  
Automatic Analyzer

scholarly journals QUANTITATIVE DETERMINATION OF PHENOL CARBOXYLIC ACIDS IN POMEGRANATE FRUIT PULP BY THE HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY WITH ULTRAVIOLET DETECTION

2019 ◽  
Vol 12 (1) ◽  
pp. 548
Author(s):  
Ruben Ashotovich Pogosyan ◽  
Olga Vladimirovna Nesterova ◽  
Dmitry Olegovich Bokov ◽  
Irina Alexandrovna Samylina
Keyword(s):  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
Phenolic Compounds ◽  
Quantitative Determination ◽  
Gallic Acid ◽  
Carboxylic Acids ◽  
High Performance ◽  
Fruit Pulp ◽  
Pomegranate Fruit

Objective: Pomegranate (Punica granatum L.) is a broadly used plant possessing a wide range of medicinal properties. In this research, we have mainly focused on the investigation of phenolic compounds of pomegranate fruit pulp (PFP).Methods: Fresh fruits of “Çəhrayı Gülöyşə,” “Kizil-anor,” and pomegranate varietal mixture were used as samples. High-performance liquid chromatography-ultraviolet (HPLC-UV) analysis of phenol carboxylic acids was performed with metal column Kromasil® C18 (4.6×250 mm, particle size 5 μm) and the acetonitrile-water-concentrated acid phosphoric system (400:600:5) under isocratic elution conditions (flow rate of 0.5 ml/min). Detection was carried out using a UV detector “GILSTON” UV/Visible model 151 at a wavelength of 280 nm.Results and Discussion: As a result of our research, we proposed chromatographic conditions for the separation of phenolic compounds, the conditions for sample preparation of PFP. Procedure for determination of phenolic carboxylic acids total content in terms of gallic acid by HPLC-UV method was developed. According to the obtained data, the content of phenolic carboxylic acids should be at least 0.7%.Conclusion: Procedure for the quantitative determination of gallic acid using the HPLC-UV method was developed. This method which can be used in the standardization of new medicinal plant raw materials - PFP, as well as extract preparations based on it in the future.

Reaction Kinetics for the Hydrolysis of Titanium Isopropoxide Carboxylate Complexes

1992 ◽  
Vol 271 ◽  
Author(s):  
Charles D. Gagliardi ◽  
Dilum Dunuwila ◽  
Beatrice A. Van Vlierberge-Torgerson ◽  
Kris A. Berglund
Keyword(s):  
Carboxylic Acids ◽  
Ceramic Materials ◽  
Titanium Isopropoxide ◽  
General Interest ◽  
Chemical Transformations ◽  
Molecular Precursors ◽  
Novel Applications ◽  
Kinetics Of ◽  
Hydrolysis Of

ABSTRACTTitanium alkoxides modified by carboxylic acids have been widely studied as the molecular precursors to ceramic materials. These alkoxide complexes have also been very useful in the formation of stable, porous, optically clear films having many novel applications such as chemical sensors, catalytic supports, and ion-exchange media. To improve the processing of these materials, it is essential to better understand the kinetics of the chemical transformations which occur.The kinetics of the hydrolysis reaction are studied for selected carboxylic acids using Raman spectroscopy to probe the chemistry of the process. The study has a special emphasis on the titanium isopropoxide-valeric acid system due to the superior quality of these films over other carboxylates. Greater knowledge of the hydrolysis kinetics allows increased control over the quality of the film materials and should be of general interest to those working with modified metal alkoxides.

scholarly journals QUANTITATIVE DETERMINATION OF PHENOL CARBOXYLIC ACIDS IN POMEGRANATE FRUIT PULP BY THE HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY WITH ULTRAVIOLET DETECTION

2019 ◽  
Vol 12 (1) ◽  
pp. 548
Author(s):  
Ruben Ashotovich Pogosyan ◽  
Olga Vladimirovna Nesterova ◽  
Dmitry Olegovich Bokov ◽  
Irina Alexandrovna Samylina
Keyword(s):  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
Phenolic Compounds ◽  
Quantitative Determination ◽  
Gallic Acid ◽  
Carboxylic Acids ◽  
High Performance ◽  
Fruit Pulp ◽  
Pomegranate Fruit

Objective: Pomegranate (Punica granatum L.) is a broadly used plant possessing a wide range of medicinal properties. In this research, we have mainly focused on the investigation of phenolic compounds of pomegranate fruit pulp (PFP).Methods: Fresh fruits of “Çəhrayı Gülöyşə,” “Kizil-anor,” and pomegranate varietal mixture were used as samples. High-performance liquid chromatography-ultraviolet (HPLC-UV) analysis of phenol carboxylic acids was performed with metal column Kromasil® C18 (4.6×250 mm, particle size 5 μm) and the acetonitrile-water-concentrated acid phosphoric system (400:600:5) under isocratic elution conditions (flow rate of 0.5 ml/min). Detection was carried out using a UV detector “GILSTON” UV/Visible model 151 at a wavelength of 280 nm.Results and Discussion: As a result of our research, we proposed chromatographic conditions for the separation of phenolic compounds, the conditions for sample preparation of PFP. Procedure for determination of phenolic carboxylic acids total content in terms of gallic acid by HPLC-UV method was developed. According to the obtained data, the content of phenolic carboxylic acids should be at least 0.7%.Conclusion: Procedure for the quantitative determination of gallic acid using the HPLC-UV method was developed. This method which can be used in the standardization of new medicinal plant raw materials - PFP, as well as extract preparations based on it in the future.

Sign in / Sign up

Export Citation Format

Share Document