5581-76-0

Upstream product

• 55283-02-8 methyl (E)-6-phenyl-2-hexenoate 
• 54723-26-1 methyl 6-phenyl-5-oxohexanoate 
• 14273-89-3 methyl 6-chlorohexanoate 
• 71-43-2 benzene 
• 292638-85-8 acrylic acid methyl ester 
• 67-56-1 methanol 
• 5581-75-9 6-phenylhexanic acid 
• 405924-08-5 6-phenyl-5-hexenoic acid methyl ester 
• 768-56-9 4-Phenylbut-1-ene 
• 96-34-4 methyl chloroacetate 
• 1841512-58-0 1,3-dioxoisoindolin-2-yl 4-phenylbutanoate 
• 1821-12-1 4-Phenylbutyric acid 
• 98-80-6 phenylboronic acid 
• 186581-53-3 diazomethane 

Downstream Products

• 5581-75-9 6-phenylhexanic acid 
• 16387-61-4 6-phenylhexanal 
• 74072-51-8 methyl 6-(4-acetylphenyl)hexanoate 
• 39520-64-4 7-phenylheptanenitrile 
• 56644-06-5 6-phenyl-1-hexylchloride 
• 84831-59-4 2,5-Dimethyl-4-(5-phenyl-pentyl)-2H-pyrazol-3-ylamine 
• 84831-55-0 2-Acetyl-7-phenyl-heptanenitrile 
• 84831-64-1 5-Isocyanato-1,3-dimethyl-4-(5-phenyl-pentyl)-1H-pyrazole 
• 84831-72-1 [2,5-Dimethyl-4-(5-phenyl-pentyl)-2H-pyrazol-3-yl]-urea 
• 1425707-89-6 6-(4-(2-[4-(tert-butoxycarbonylphenylamino)butoxy]sulfonyl)phenyl)hexanoic acid 

Relevant academic research and scientific papers

Esterification or Thioesterification of Carboxylic Acids with Alcohols or Thiols Using Amphipathic Monolith-SO3H Resin

We have developed a method for the esterification of carboxylic acids with alcohols using amphipathic, monolithic-resin bearing sulfonic acid moieties as cation exchange functions (monolith-SO3H). Monolith-SO3H efficiently catalyzed the esterification of aromatic and aliphatic carboxylic acids with various primary and secondary alcohols (1.55.0 equiv) in toluene at 6080 °C without the need to remove water generated during the reaction. The amphipathic property of monolith-SO3H facilitates dehydration due to its capacity for water absorption. This reaction was also applicable to thioesterification, wherein the corresponding thioesters were obtained in excellent yield using only 2.0 equiv of thiol in toluene, although heating at 120 °C was required. Moreover, monolith-SO3H was separable from the reaction mixtures by simple filtration and reused for at least five runs without decreasing the catalytic activity.

Photocatalytic Atom-Transfer Radical Addition of Activated Chlorides to Alkenes

A protocol for performing atom transfer radical addition of activated alkyl chlorides to alkenes is described. The reaction is promoted by blue light in the presence of an organic photocatalyst (3DPA2FBN), serving to generate free radicals, and a copper c

Rhodium-Catalyzed Remote C(sp3)?H Borylation of Silyl Enol Ethers

A rhodium-catalyzed remote C(sp3)?H borylation of silyl enol ethers (SEEs, E/Z mixtures) by alkene isomerization and hydroboration is reported. The reaction exhibits mild reaction conditions and excellent functional-group tolerance. This method is compatible with an array of SEEs, including linear and branched SEEs derived from aldehydes and ketones, and provides direct access to a broad range of structurally diverse 1,n-borylethers in excellent regioselectivities and good yields. These compounds are precursors to various valuable chemicals, such as 1,n-diols and aminoalcohols.

Ligand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids**

A nickel-catalyzed regiodivergent hydroarylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand environment around the metal center dictates the regiochemical outcome. Markovnikov hydrofunctionalization products are obtained under mild ligand-free conditions, with up to 99 % yield and >20:1 selectivity. Alternatively, anti-Markovnikov products can be accessed with a novel 4,4-disubstituted Pyrox ligand in excellent yield and >20:1 selectivity. Both electronic and steric effects on the ligand contribute to the high yield and selectivity. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining step induced by the optimal ligand. DFT calculations reveal that in the anti-Markovnikov pathway, repulsion between the ligand and the alkyl group is minimized (by virtue of it being 1° versus 2°) in the rate- and regioselectivity-determining transmetalation transition state.

Site-selective catalytic deaminative alkylation of unactivated olefins

A catalytic deaminative alkylation of unactivated olefins is described. The protocol is characterized by its mild conditions, wide scope - including the use of ethylene as substrate -, and exquisite site-selectivity pattern for both a-olefins and internal olefins, thus unlocking a new catalytic platform to forge sp3-sp3 linkages, even in the context of late-stage functionalization.

Design and synthesis of affinity chromatography ligands for the purification of 5-hydroxyeicosanoid dehydrogenase

Arachidonic acid (AA) is converted to biologically active metabolites by different pathways, one of the most important of which is initiated by 5-lipoxygenase (5-LO). 5-Hydroxyeicosatetraenoic acid (5-HETE), although possessing only weak biological activity itself, is oxidized to 5-oxo-6,8,11,14-eicosatetraenoic acid (5-oxo-ETE), a potent chemoattractant for eosinophils and neutrophils. Our main goal is to determine how the biosynthesis of 5-oxo-ETE is regulated and to determine its pathophysiological roles. To achieve this task, we designed and synthesized affinity chromatography ligands for the purification of 5-hydroxyeicosanoid dehydrogenase (5-HEDH), the enzyme responsible for the formation of 5-oxo-ETE.

A resin-linker-vector approach to radiopharmaceuticals containing 18F: Application in the synthesis of O-(2-[18F]- Fluoroethyl)-L-tyrosine

A Resin-linker-vector (RLV) strategy is described for the radiosynthesis of tracer molecules containing the radionuclide 18F, which releases the labelled vector into solution upon nucleophilic substitution of a polystyrene-bound arylsulfonate linker with [18F]-fluoride ion. Three model linker-vector molecules 7 a-c containing different alkyl spacer groups were assembled in solution from (4-chlorosulfonylphenyl)alkanoate esters, exploiting a lipase-catalysed chemoselective carboxylic ester hydrolysis in the presence of the sulfonate ester as a key step. The linker-vector systems were attached to aminomethyl polystyrene resin through amide bond formation to give RLVs 8 a-c with acetate, butyrate and hexanoate spacers, which were characterised by using magic-angle spinning (MAS) NMR spectroscopy. On fluoridolysis, the RLVs 8 a, b containing the longer spacers were shown to be more effective in the release of the fluorinated model vector (4-fluorobutyl)phenylcarbamic acid tert-butyl ester (9) in NMR kinetic studies and gave superior radiochemical yields (RCY≈60 %) of the 18F- labelled vector. The approach was applied to the synthesis of the radiopharmaceutical O-(2-[18F]-fluoroethyl)-L-tyrosine ([ 18F]-FET), delivering protected [18F]-FET in >90 % RCY. Acid deprotection gave [18F]-FET in an overall RCY of 41 % from the RLV. Copyright

Eco-friendly molecular transformations catalyzed by a vitamin B 12 derivative with a visible-light-driven system

A new bio-inspired system composed of a vitamin B12 derivative and Rose Bengal, catalyzed the dehalogenations of various toxic alkyl halides such as 1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane (DDT) via a noble-metal-free and visible-light-driven process. This system also catalyzed radical-involved organic reactions such as the 1,2-migration of acyl group via a tin-free process. The Royal Society of Chemistry.

Novel hydrophobic Bronsted acidic ionic-liquids as efficient and reusable catalysts for organic reactions in water

Novel Hydrophobic Bronsted acidic ionic liquids (HBAIL) were prepared and utilized as acid catalysts in organic reactions in water. HBAILs were demonstrated, for the first time, to be effective catalysts for Prins cyclization of styrene derivatives in water with a formaldehyde water solution. Many styrene derivatives could be successfully converted to the corresponding 1,3-dioxanes. Other dehydration reactions also proceeded well using HBAILs in water. After reactions, HBAILs could be easily recovered and reused without significant loss of activity. Copyright

Melanocortin receptor ligands

Disclosed are MC-4 and/or MC-3 receptor ligands, the ligands having a structure according to Formula (I): wherein R2, R4, R4′, R5, R6, R6′, R7, R8, R8′, R9, R9′, R10, Ar, Z1, Z2, Z3, X, B, D, p, q, r and s are as described in the specification and claims, and optical isomers, diastereomers or enantiomers thereof; pharmaceutically-acceptable salts, hydrates, and biohydrolyzable esters, amides or imides thereof. Also disclosed are pharmaceutical compositions comprising the ligands of Formula (I), as well as methods of treating diseases mediate by the MC-4/MC-3 receptors, as described in the Detailed Descriptions section of the specification.