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Synthesis, enantiomeric separation and docking …

T1 - Aymmetric synthesis of (R) - and (S)-citramalate in high enantiomeric purity

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Synthesis of Enantiomeric α-Lecithins | Science

As pointed out above many of the agents used in antimicrobial chemotherapy are natural or semisynthetic products and frequently single isomers are used. However, mixtures of diastereoisomers and enantiomers do occur and the remainder of this article will examine such cases using the β-lactams and quinolone derivatives as representative examples.

T1 - Synthesis and enantiomeric resolution of tritiated (D,L)-3-hydroxykynurenine

N2 - Selectivity of the reported dimethyl-substituted (R,R)-1, the diisobutyl-substituted (R,R)-2 acridino-18-crown-6 ethers and the newly synthesized acridino-crown ether (S,S)-3 containing the methyl groups one carbon-carbon bond further away from the acridine unit was studied towards the enantiomers of the hydrogen perchlorate salts of α-phenylethylamine, α-(1-naphthyl)ethylamine, phenylglycine methyl ester and phenylalanine methyl ester using fluorescence.

Asymmetric synthesis of batrachotoxin: Enantiomeric …

T1 - Synthesis and transformations of enantiomeric 1,2-disubstituted monoterpene derivatives

The first total synthesis of the natural product bruceolline I, isolated in small quantities from the ethanol extract of stems, was achieved in 29% yield over nine steps and with high enantiomeric purity (>98%). The key step of the process is the tandem gold-catalyzed rearrangement/Nazarov reaction of a propargylic acetate derivative. This synthesis provides a sufficient amount of synthesized bruceolline I for further bioassays.

AB - Selectivity of the reported dimethyl-substituted (R,R)-1, the diisobutyl-substituted (R,R)-2 acridino-18-crown-6 ethers and the newly synthesized acridino-crown ether (S,S)-3 containing the methyl groups one carbon-carbon bond further away from the acridine unit was studied towards the enantiomers of the hydrogen perchlorate salts of α-phenylethylamine, α-(1-naphthyl)ethylamine, phenylglycine methyl ester and phenylalanine methyl ester using fluorescence.

Asymmetric synthesis of batrachotoxin: Enantiomeric ..

T1 - The first synthesis of both enantiomers of [α-2H]phenylacetic acid in high enantiomeric excess

The synthesis, purification and enantiomeric resolution of tritiated (D,L)-3-hydroxykynurenine are described. Bromination of racemic 3-hydroxykynurenine, catalytic dehalotritiation and purification by ion pair, reverse phase HPLC afforded tritiated material of high radiochemical purity (99.8%) and moderate specific radioactivity (3.64 Ci/mmol). Enantiomerically pure (D)- and (L)-stereoisomers were isolated using chiral HPLC conditions. The stability of the label toward isotopic exchange was assessed to be sufficient for biochemical studies.

N2 - The synthesis, purification and enantiomeric resolution of tritiated (D,L)-3-hydroxykynurenine are described. Bromination of racemic 3-hydroxykynurenine, catalytic dehalotritiation and purification by ion pair, reverse phase HPLC afforded tritiated material of high radiochemical purity (99.8%) and moderate specific radioactivity (3.64 Ci/mmol). Enantiomerically pure (D)- and (L)-stereoisomers were isolated using chiral HPLC conditions. The stability of the label toward isotopic exchange was assessed to be sufficient for biochemical studies.

T1 - Synthesis and enantiomeric recognition studies of dialkyl-substituted 18-crown-6 ethers containing an acridine fluorophore unit
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  • Synthesis of Enantiomeric α-Cephalins - Science

    Synthesis of optically pure ant pheromones with high enantiomeric purity., Selim AI, Baren MH, Noser AA*

  • Synthesis of Enantiomeric α-Cephalins

    Synthesis of enantiomeric 4-hydroxypropranolols from …

  • Synthesis, enantiomeric resolution, and structure …

    Synthesis of enantiomeric chloroacetylcarnitine chlorides.

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Synthesis and enantiomeric resolution of tritiated (D,L) …

Selectivity of the reported dimethyl-substituted (R,R)-1, the diisobutyl-substituted (R,R)-2 acridino-18-crown-6 ethers and the newly synthesized acridino-crown ether (S,S)-3 containing the methyl groups one carbon-carbon bond further away from the acridine unit was studied towards the enantiomers of the hydrogen perchlorate salts of α-phenylethylamine, α-(1-naphthyl)ethylamine, phenylglycine methyl ester and phenylalanine methyl ester using fluorescence.

Enantiomeric enrichment and stereoselective synthesis

T1 - Synthesis, enantiomeric resolution, and structure-activity relationship study of a series of 10,11-dihydro-5H-dibenzo[a,d]cycloheptene MT2 receptor antagonists

Enantiomeric synthesis of 9-hydroxy-(E)-2-decenoic …

AB - The synthesis, purification and enantiomeric resolution of tritiated (D,L)-3-hydroxykynurenine are described. Bromination of racemic 3-hydroxykynurenine, catalytic dehalotritiation and purification by ion pair, reverse phase HPLC afforded tritiated material of high radiochemical purity (99.8%) and moderate specific radioactivity (3.64 Ci/mmol). Enantiomerically pure (D)- and (L)-stereoisomers were isolated using chiral HPLC conditions. The stability of the label toward isotopic exchange was assessed to be sufficient for biochemical studies.

Process For The Synthesis Of Enantiomeric …

Synthesis of the reagent has been successful and this reagent was treated with a primary amine to test if it had the ability to determine the enantiomeric excess of the amine.

Amino acid synthesis - Wikipedia

ABSTRACT: When designing small molecules to interact with the targets, one should consider stereo selectivity. As considerations for exploring structure space evolve, chirality is increasingly important. Binding affinity for a chiral drug can differ for diastereomers and between enantiomers. For the virtual screening and computational design stage of drug development, this problem can be compounded by incomplete stereochemical information in structure libraries leading to a "coin toss" as to whether or not the "ideal" chiral structure is present. Creating every stereoisomer for each chiral compound in a structure library leads to an exponential increase in the number of structures resulting in potentially unmanageable file sizes and screening times. Therefore, only key chiral structures, enantiomeric pairs based on relative stereochemistry need be included, and lead to a compromise between exploration of chemical space and maintaining manageable libraries. In clinical environments, enantiomers of chiral drugs can have reduced, no, or even deleterious effects. This underscores the need to avoid mixtures of compounds and focus on chiral synthesis. Governmental regulations emphasizing the need to monitor chirality in drug development have increased. The United States Food and Drug Administration issued guidelines and policies in 1992 concerning the development of chiral compounds. These guidelines require that absolute stereochemistry be known for compounds with chiral centers and that this information should be established early in drug development in order that the analysis can be considered valid. From exploration of structure space to governmental regulations it is clear that the question of chirality in drug design is of vital importance.

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