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Microcrystalline cellulose triacetate , chiral

The purpose of this study is only intended to illustrate and evaluate the decision tree approach for CSP prediction using as attributes the 166 molecular keys publicly available in ISIS. This assay was carried out a CHIRBASE file of 3000 molecular structures corresponding to a list of samples resolved with an a value superior to 1.8. For each solute, we have picked in CHIRBASE the traded CSP providing the highest enantioselectivity. This procedure leads to a total selection of 18 CSPs commercially available under the following names Chiralpak AD [28], Chiral-AGP [40], Chiralpak AS [28], Resolvosil BSA-7 [41], Chiral-CBH [40], CTA-I (microcrystalline cellulose triacetate) [42], Chirobiotic T [43], Crownpak CR(-i-) [28], Cyclobond I [43], DNB-Leucine covalent [29], DNB-Phenylglycine covalent [29], Chiralcel OB [28], Chiralcel OD [28], Chiralcel OJ [28], Chiralpak OT(-i-) [28], Ultron-ES-OVM [44], Whelk-0 1 [29], (/ ,/ )-(3-Gem 1 [29]. [Pg.120]

The second system studied was the separation of the chiral epoxide enantiomers (la,2,7,7a-tetrahydro-3-methoxynaphth-(2,3b)-oxirane Sandoz Pharma) used as an intermediate in the enantioselective synthesis of optically active drugs. The SMB has been used to carry out this chiral separation [27, 34, 35]. The separation can be performed using microcrystalline cellulose triacetate as stationary phase with an average particle diameter greater than 45 )tm. The eluent used was pure methanol. A... [Pg.243]

The competitive adsorption isotherms were determined experimentally for the separation of chiral epoxide enantiomers at 25 °C by the adsorption-desorption method [37]. A mass balance allows the knowledge of the concentration of each component retained in the particle, q, in equilibrium with the feed concentration, < In fact includes both the adsorbed phase concentration and the concentration in the fluid inside pores. This overall retained concentration is used to be consistent with the models presented for the SMB simulations based on homogeneous particles. The bed porosity was taken as = 0.4 since the total porosity was measured as Ej = 0.67 and the particle porosity of microcrystalline cellulose triacetate is p = 0.45 [38]. This procedure provides one point of the adsorption isotherm for each component (Cp q. The determination of the complete isotherm will require a set of experiments using different feed concentrations. To support the measured isotherms, a dynamic method of frontal chromatography is implemented based on the analysis of the response curves to a step change in feed concentration (adsorption) followed by the desorption of the column with pure eluent. It is well known that often the selectivity factor decreases with the increase of the concentration of chiral species and therefore the linear -i- Langmuir competitive isotherm was used ... [Pg.244]

A fourth method is a chromatographic resolution of a racemic mixture of organotin compounds for instance on a chiral matrix such as microcrystalline cellulose triacetate. [Pg.75]

The first practical CSP derived from polysaccharides is cellulose triacetate (21, Figure 3.10) prepared by Hesse and Hagel in 1973.94,95 Since this derivative was prepared by the heterogeneous acetylation of native microcrystalline cellulose (Avicel) in benzene, it has been postulated that its structure is closely related to that of native cellulose (form I). This has been called microcrystalline cellulose triacetate (CTA-I). CTA-I shows characteristic chiral... [Pg.168]

Figure 10.7 compares the results of numerical calculations of the relaxation and of the parabolic models with experimental results [37]. The calculation parameters correspond to the case of the separation of the Troger s base enantiomers on microcrystalline cellulose triacetate, a chiral phase, using ethanol as the mobile phase [41]. [Pg.492]

Microcrystalline cellulose triacetate, cyclodextrin- and crown ether-derived CSPs, as well as some chiral synthetic polymers, achieve enantiomer separation primarily by forming host-guest complexes with the analyte in these cases, donor-acceptor interactions are secondary. Solutes resolved on cyclodextrins and other hydrophobic cavity CSPs often have aromatic or polar substituents at a stereocenter, but these CSPs may also separate compounds that have chiral axes. Chiral crown ether CSPs resolve protonated primary amines. [Pg.70]

In CSPs, owing to the nature of the polymer structure, the simultaneous participation of several chiral sites or several polymer chains is conceivable. In CCSPs, the chiral sites are distributed on the surface or in the network of the achiral matrix relatively far away from each other, and only bimolecular interaction is generally possible with the optical antipodes. A survey of the optically active substance classes separated with Chiral plate and HPTLC Chir layers and with microcrystalline cellulose triacetate (MCTA) plates is shown in Fig. 1. Cellulose tribenzoate and tricarbamate have recently been used for the separation of enantiomeric aromatic alcohols, Troger s base, and benzoin ethyl ether. [Pg.753]


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Cellulose, microcrystalline

Chiral cellulose

Microcrystalline

Microcrystalline cellulose triacetate

Triacet

Triacetate

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