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Sulfur‐containing chiral heterocyclic secondary alcohols are relevant intermediates in the preparation of enantiomerically pure compounds endowed with biological activity. In this report, we evaluated the reductive potential of different lactic acid bacteria as whole‐cell biocatalysts of the enantioselective reduction of 1‐(thiophen‐2‐yl)ethanone (1). Enterococcus faecium BY48, isolated from boza,...
Chiral zwitterion ion exchangers represent efficient chiral stationary phases for stereoselective resolution of various analytes including chiral acids, bases, and zwitterions. In this contribution, we have focused on utilization of chiral zwitterionic sorbents, denoted as ZWIX (+A) and ZWIX (−A). These are analogical chiral systems to commercially available columns, Chiralpak ZWIX (+) and Chiralpak...
New racemic vicinal amino alcohol derivatives with 4‐benzylidenecyclohexane skeleton and axial chirality have been prepared. A preparatively easy and efficient protocol for resolution of the N‐benzoylamino alcohol is described. Using a 250 × 20 mm (L × ID) Chiralpak® IA column, and the appropriate mixture of n‐hexane/ethanol/chloroform as eluent, both enantiomers of N‐benzoylamino alcohol 3 are obtained...
While not initially a focus or priority, in recent decades, an emphasis has been placed on the activity of individual enantiomers of widely used pesticides. Of particular note are organophosphorus‐based pesticides like fenamiphos and profenofos, as examples. This work explores the enantioselective high‐performance liquid chromatography (HPLC) separations of seven such organophosphorus pesticides (OP's)...
Optically active linear polyimides and hyperbranched poly (amic acid–imide) were prepared by using procedures varying in particular in the maximum temperature employed in their synthesis. The two types of linear polyimides were based on 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride and 1,2‐diaminocylohexane enantiomers or 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride and 2,2′‐diamino‐1,1′‐binaphthalene...
The attention to chiral drugs has been raised to an unprecedented level as drug discovery and development strategies grow rapidly. However, separation of enantiomers is still a huge task, which leads to an increasing significance to equip a wider range of expertise in chiral separation science to meet the current and future challenges. In the last few decades, remarkable progress of chiral resolution...
Inositol phosphates and inositol phospholipids are ubiquitous in biochemistry and play a central role in cell signaling and regulation events. For this reason, their synthesis has attracted widespread interest. This paper describes the preparation of a new optically active inositol phosphate derivative, 2‐O‐acetyl‐3,4,5,6‐tetra‐O‐benzyl‐d‐myo‐inosityl diphenylphosphate (6), and its characterization...
A rapid and efficient method was developed for enantioseparation of basic drugs, using carboxymethyl‐β‐cyclodextrin (CM‐β‐CD) as chiral mobile phase additive, rather than involving costly chiral column in high‐performance liquid chromatography (HPLC) system. Four of the six basic drug enantiomers investigated were successfully separated. The highest resolution reaches 2.15 for threo‐(1S,2S)‐2‐amino‐l‐p‐nitrophenyl‐1,3‐propanediol...
1,4‐Benzoxathiane, 2‐ or 3‐substituted, is an important scaffold, and despite its presence in several therapeutic agents, it is chemically unexploited. Furthermore, only a few examples in literature report this moiety in its enantiopure form. Here, taking advantage to the formation of diastereomeric amides by using (S)‐phenylethylamine, which show significant differences in terms of 1H‐nuclear magnetic...
This paper reports the separation of two chiral antibacterial agents namely, linezolid and tedizolid using a validated high‐performance liquid chromatographic method. In the current work, glycopeptide‐based chiral column, CHIROBIOTIC® V2 (5‐μm particle size, L × I.D. 25 cm × 4.6 mm) was employed with a mobile phase containing methanol and 0.15% aq. trifluoracetic acid (75:25%, v/v) in isocratic elution...
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