81039-87-4

Upstream product

• 10606-73-2 ethyl 2-chloro-2-phenylacetate 
• 98-95-3 nitrobenzene 
• 88000-53-7 α-hydroxy-4-nitro-α-phenylbenzeneacetonitrile 
• 1144-74-7 4-nitrobenzophenone 
• 101-97-3 Ethyl 2-phenylethanoate 

Downstream Products

• 81381-93-3 IQNB 
• 88000-52-6 4-[(1-Aza-bicyclo[2.2.2]oct-3-yloxycarbonyl)-hydroxy-phenyl-methyl]-benzenediazonium; chloride 
• 81039-90-9 (RS)-1-azabicyclo<2.2.2>oct-3-yl (RS)-α-hydroxy-α-(4-aminophenyl)-α-phenylacetate 
• 81039-90-9 (S)-(+)-azabicyclo<2.2.2>oct-3-yl (RS)-α-hydroxy-α-(4-aminophenyl)-α-phenylacetate 
• 81039-90-9 (R)-(-)-1-azabicyclo<2.2.2>oct-3-yl (RS)-α-hydroxy-α-(4-aminophenyl)-α-phenylacetate 
• 81381-92-2 (RS)-1-azabicyclo<2.2.2>oct-3-yl (RS)-α-hydroxy-α-<4-<2-(3-methylpiperidin-1-yl)-1,2-diazaethylen-1-yl>phenyl>-α-phenylacetate 
• 81381-92-2 (S)-(+)-1-azabicyclo<2.2.2>oct-3-yl (RS)-α-hydroxy-α-<4-<2-(3-methylpiperidin-1-yl)-1,2-diazaethylen-1-yl>pheny>-α-phenylacetate 
• 81381-92-2 (R)-(-)-azabicyclo<2.2.2>oct-3-yl (RS)-α-hydroxy-α-<4-<2-(3-methylpiperidin-1-yl)-1,2-diazaethylen-1-yl>pheny>-α-phenylacetate 
• 81039-78-3 ethyl α-hydroxy-α-(4-aminophenyl)-α-phenylacetate 

Relevant academic research and scientific papers

The facile synthesis of α-aryl-α-hydroxy esters via one-pot vicarious nucleophilic substitution and oxidation

The anion produced by the vicarious nucleophilic substitution reaction of nitroarenes and α-chloro esters is hydroxylated by the action of air and benzaldehyde, thereby producing α-hydroxy esters.

Organocatalytic Arylation of α-Ketoesters Based on Umpolung Strategy: Phosphazene-Catalyzed SNAr Reaction Utilizing [1,2]-Phospha-Brook Rearrangement

An organocatalytic arylation of α-ketoesters was developed on the basis of umpolung strategy. Phosphazene P2-tBu efficiently catalyzes the three-component coupling reaction of α-ketoesters, a silylated secondary phosphite, and electron-deficient fluoroarenes to provide α-hydroxyester derivatives possessing an electron-deficient aryl group at the α-position. The reaction involves the catalytic generation of α-oxygenated ester enolates from α-ketoesters through the [1,2]-phospha-Brook rearrangement followed by the SNAr reaction.

Transition-Metal-Free Regiospecific Aroylation of Nitroarenes Using Ethyl Arylacetates at Room Temperature

A novel regiospecific C(sp3)-C(sp2) coupling between ethyl arylacetates and nitroarenes has been developed to deliver biaryl ketones in excellent yields. The protocol is metal-free, mild, and compatible with a number of functional groups on both of the reacting partners.

Synthesis and evaluation of radioiodinated derivatives of 1-azabicyclo[2.2.2]oct-3-yl α-hydroxy-α-(4-iodophenyl)-α-phenylacetate as potential radiopharmaceuticals

Two derivatives of (RS)-1-azabicyclo[2.2.2]oct-3-yl (RS)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetate and three partially resolved (R)- or (S)-1-azabicyclo[2.2.2]oct-3-yl (RS)-α-hydroxy-α-(4-iodophenyl)-α-phenylacetates labeled with no carrier added iodine-125 and iodine-123 were synthesized by the Wallach triazene approach. We have found that this approach is necessary to obtain no carrier added labeling and gives far better results than the direct electrophilic iodination. The obtained yields were 7 to 18% when using iodine-123 (yield dependent on the source of iodide) and up to 17% for iodine-123 (yield dependent on the source of iodide) and up to to 17% for iodine-125 labeled compounds. Our preliminary distribution studies indicate that one derivative localizes in the organs known to have a large concentration of muscarinic receptors and that this localization is due to binding to those receptors.