457-75-0

Upstream product

• 371-41-5 4-Fluorophenol 
• 123-62-6 propionic acid anhydride 
• 137-40-6 sodium proprionate 
• 79-03-8 propionyl chloride 

Downstream Products

• 443-09-4 1-(5-fluoro-2-hydroxyphenyl)propan-1-one 

Relevant academic research and scientific papers

ANTI-INFECTIVE AGENTS

The present invention relates to a novel class of chromene-2-carboxamide compounds inhibitors of general formula (I) wherein R1, R2, R3, R4, R5, R6, R7, R8 and X are as defined herein, to their use in medicine, and their use as anti-infective agents in particular, to compositions containing them, to processes for their preparation and to intermediates used in such processes.

Copper-Mediated Functionalization of Aryl Trifluoroborates

This paper describes the Cu(OTf)2-mediated coupling of aryl and heteroaryl trifluoroborates with tetrabutylammonium or alkali metal salts to form C-O, C-N, and C-halogen bonds. The reactions proceed under mild conditions (often room temperature over 16 hours) with carboxylate, halide, and azide salts, all nucleophiles that have been underrepresented in the copper cross-coupling literature. Preliminary results show that copper salts bearing weakly coordinating X-type ligands are essential for enabling these transformations to proceed under mild conditions.

The conformational properties of some phenyl esters. Molecular orbital and nuclear magnetic resonance studies

Extensive, geometry-optimized, STO-3G MO computations on phenyl formate imply a strongly nonplanar Z conformer (C=O bond cis to the phenyl group) at ambient temperatures.The internal barrier to rotation about the C(1)-O bond in this conformer is computed as V/kJ mol-1=(-5.17+/-0.27)sin2θ - (2.42+/-0.27)sin22θ, θ being zero for the planar conformer; the twofold is nearly twice as large as the fourfold component.The expectation value of θ is 58 deg at 300 K.The spin-spin coupling constants over six bonds between (13)C and (19)F nuclei in 4-fluorophenyl formate, acetate, propionate, and isobutyrate, as well as in the 2,6-dichloro-4-fluorophenyl acetate, are adduced as evidence for nonplanar conformers of these molecules.The magnitudes of these six-bond coupling constants are consistent with internal barriers to rotation about the C(1)-O bonds, which are similar in magnitude to those given by the computations on the Z conformer of phenyl formate.The energies of the planar and nonplanar E conformers, as well as the interconversion energies for EZ isomerization, are computed.Small amounts of the nonplanar E conformer are predicted at ambient temperatures.The (13)C chemical shifts and the one-bond (13)C, (19)F coupling constants are consistent, respectively, with only minor variations in the conformational behavior of the ester moieties caused by the fluorine substituent and by changes in the structures of these moieties themselves.

Studies in Bile Salt Solutions. XIV. Electronic, Charge and Steric Substrate-Effects on the Esterase Activity of Bile-Salt-Stimulated Human Milk Lipase. Hydrolysis of 4-Substituted Phenyl Propionates

The rate constants of hydrolysis of series of 4-substituted phenyl propionates, catalysed by bile-salt-stimulated human milk lipase in the absence and presence of cholate or taurocholate stimulation, have been measured at pH 7.3, 310.5 K.There is little evidence for an alkyl site electronic interaction in the rate-determining step of the esterolytic reaction.However, a negatively charged substrate or an amido-substituent caused an inhibition of unstimulated esterase activity.In the presence of the bile-salt cofactors, esterolytic activity against charged substrates may be stimulated or inhibited, depending on the proximity of the charge to the steroidal side chain and the subsequent substrate-interaction within the surrounding environment of the active site.It has been confirmed that bile-salt-stimulated lipase is not an amidase, but that an amide, of the correct geometry, may occupy the active site and restrict esterase activity.