166771-57-9

Upstream product

• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 79-08-3 bromoacetic acid 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 346001-77-2 (R)-5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26-(3-oxabutyloxy)-28-[(1-phenylethyl)carbamoylmethoxy]calix[4]arene 
• 386229-97-6 (R,R)-5,11,17,23-tetra-tert-butyl-25,26-bis(diphenylphosphinoylmethoxy)-27,28-bis[(1-phenylethyl)carbamoylmethoxy]calix[4]arene 
• 1189543-23-4 C₁₅H₁₆N₂O₂ 
• 1189543-27-8 C₁₆H₁₈N₂O₂ 
• 1189543-26-7 C₁₆H₁₈N₂O₂ 
• 1189543-25-6 C₁₆H₁₈N₂O₂ 
• 1187816-98-3 C₄₁H₄₁NO₅ 
• 1451256-94-2 (R)-2-(4-phenyl-1H-1,2,3-triazol-1-yl)-N-(1-phenylethyl)acetamide 

Relevant academic research and scientific papers

Stereoselective Photoinduced Electron Transfer of Zinc Myoglobin with Optically Active Viologens

The excited triplet state of zinc myoglobin was preferentially quenched by (S,S)-isomers of optically active viologens, 1,1'-bis(1-phenylethylcarbamoylmethyl)-4,4'-bipyridium (OAV2+) and 1,1'-bis(1-(1-naphthyl)ethylcarbamoylmethyl)-4,4'-bipyrid

The effect of regioisomerism on the coordination chemistry and CEST properties of lanthanide(III) NB-DOTA-tetraamide chelates Topical Issue on Metal-Based MRI Contrast Agents. Guest editor: Valerie C. Pierre

Chemical exchange saturation transfer (CEST) offers many advantages as a method of generating contrast in magnetic resonance images. However, many of the exogenous agents currently under investigation suffer from detection limits that are still somewhat short of what can be achieved with more traditional Gd3+ agents. To remedy this limitation we have undertaken an investigation of Ln3+ DOTA-tetraamide chelates (where DOTA is 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) that have unusually rigid ligand structures: the nitrobenzyl derivatives of DOTA-tetraamides with (2-phenylethyl)amide substituents. In this report we examine the effect of incorporating hydrophobic amide substituents on water exchange and CEST. The ligand systems chosen afforded a total of three CEST-active isomeric square antiprismatic chelates; each of these chelates was found to have different water exchange and CEST characteristics. The position of a nitrobenzyl substituent on the macrocyclic ring strongly influenced the way in which the chelate and Ln3+ coordination cage distorted. These differential distortions were found to affect the rate of water proton exchange in the chelates. But, by far the greatest effect arose from altering the position of the hydrophobic amide substituent, which, when forced upwards around the water binding site, caused a substantial reduction in the rate of water proton exchange. Such slow water proton exchange afforded a chelate that was 4.5 times more effective as a CEST agent than its isomeric counterparts in dry acetonitrile and at low temperatures and very low presaturation powers.

Kinetic selectivity in the N-alkylation of 2-pyridyl porphyrins: A facile approach to the ααββ scaffold

meso-Tetrakis(2-pyridyl)-porphyrin (2-PyP) was tetra-N-alkylated with three different α-bromoacetamides to generate a series of water-soluble N-alkylpyridinium porphyrins (1-3). The product mixtures showed a marked preference for the formation of the ααββ

Chiral photochemistry in a confined space: torquoselective photoelectrocyclization of pyridones within an achiral hydrophobic capsule

Chiral induction during the photoelectrocyclization of pyridones included within octa acid (OA) capsule has been established. Chiral induction is brought about by a chiral auxiliary appended to the reactive pyridone moiety. Importantly, the same chiral au

PORPHYRIN CATALYSTS AND METHODS OF USE THEREOF

This invention provides a novel class of substituted macrocyclic porphyrin compounds. The compounds are useful as peroxynitrite decomposition catalysts. Pharmaceutical compositions, and methods of making and using the compounds, or a pharmaceutically acce

Structure-activity relationships in the binding of chemically derivatized CD4 to gp120 from human immunodeficiency virus

The first step in HIV infection is the binding of the envelope glycoprotein gp120 to the host cell receptor CD4. An interfacial "Phe43 cavity" in gp120, adjacent to residue Phe43 of gp120-bound CD4, has been suggested as a potential target for therapeutic intervention. We designed a CD4 mutant (D1D2F43C) for site-specific coupling of compounds for screening against the cavity. Altogether, 81 cysteine-reactive compounds were designed, synthesized, and tested. Eight derivatives exceeded the affinity of native D1D2 for gp120. Structure-activity relationships (SAR) for derivatized CD4 binding to gp120 revealed significant plasticity of the Phe43 cavity and a narrow entrance. The primary contacts for compound recognition inside the cavity were found to be van der Waals interactions, whereas hydrophilic interactions were detected in the entrance. This first SAR on ligand binding to an interior cavity of gp120 may provide a starting point for structure-based assembly of small molecules targeting gp120-CD4 interaction.

Syntheses, characterizations, and redox behavior of optically active viologens and bisviologens

Optically active viologens, containing [1-(1-naphthyl)-, 1-phenyl-, and 1-cyclohexylethyl]carbamoylmethyl groups, have been synthesized and characterized. The redox behavior of the chiral viologens was studied compared with achiral viologens. The monoviologens containing naphthyl groups show an intermolecular charge-transfer interaction between the bipyridinium and naphthyl groups in aqueous solution. The association constants are dependent on the chirality of the viologens and larger in the (S,S)- and (R,R)-isomers than in the (R,S)-one. Chiral bisviologens, in which two viologen units are linked with a trimethylene chain, have also been synthesized and characterized. Although the intermolecular charge-transfer interaction between the bipyridinium and viologen units of bisviologens was very weak in solution, such an interaction was appreciably observed in a solid state, which was confirmed by X-ray crystallography. Monoradical trications produced by a one-electron reduction of bisviologens disproportionate more easily in the (R,S)-isomers than in the (S,S)- and (R,R)-ones. The disproportionation is controlled by the steric bulk of the chiral substituents in intramolecular association between two viologen radical units of diradical dications.

New Ligands for Asymmetric Palladium Catalysed Allylic Substitution Reactions. X-ray Crystal Structures of Two Enantiomerically Pure Dihydrobenzazaphosphole-Borane Complexes.

The synthesis, application and X-ray crystal structures of two enantiomerically pure dihydrobenzazaphosphole-borane complexes, precursors of ligands for highly enantioselective palladium catalysed allylic substitution reactions, are described.The structur

Cavity-shaped phosphane ligands. Phosphane-amide hybrids based on a calixarene matrix and their chelating behavior towards platinum and rhodium

The di(amide)-diphosphane hybrids 5,11,17,23-tetra-tert-butyl-25,27-bis(diethylcarbamoylmethoxy)-26,28-bis(diphenylphosphinomethoxy)calixarene (cone) 7 and (R,R)-(+)-5,11,17,23-tetra-tert-butyl-25,27-bis-26,28-bis(diphe