94-65-5

Usage

Uses

2-Propylcyclohexanone is commonly used for chemoselective reactions.

InChI:InChI=1/C9H16O/c1-2-5-8-6-3-4-7-9(8)10/h8H,2-7H2,1H3

Upstream product

• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 107-08-4 1-iodo-propane 
• 60386-53-0 2-propylidenecyclohexanone 
• 64-17-5 ethanol 
• 6279-91-0 ethyl 2-oxo-1-propylcyclohexanecarboxylate 
• 10488-25-2 cis-2-isopropylcyclohexan-1-ol 
• 927-77-5 n-propylmagnesium bromide 
• 822-87-7 2-Chlorocyclohexanone 
• 2417-93-8 propyllithium 
• 74-85-1 ethene 
• 769092-24-2 2-[(dimethylamino)methyl]cyclohexanone 
• 94-66-6 2-allylcyclohexan-1-one 
• 90676-80-5 1-Propyl-cyclohexandiol-(1,2) 
• 57295-92-8 2-(methoxycarbonyl)-2-propylcyclohexanone 

Downstream Products

• 5846-43-5 trans-2-n-propylcyclohexanol 
• 5857-86-3 2-n-propylcyclohexanol 
• 58928-67-9 2-allyl-2-propylcyclohexanone 
• 62664-66-8 Cyano-[2-propyl-cyclohex-(Z)-ylidene]-acetic acid ethyl ester 
• 144147-81-9 2-(2,2-Dimethoxy-acetyl)-6-propyl-cyclohexanone 
• 92207-92-6 C₁₇H₂₇NO₂S 
• 108-94-1 cyclohexanone 
• 130409-53-9 1-(propionyloxy)-2-propylcyclohexene 
• 4973-07-3 2-Propyl-1-(2-propyl-phenyl)-cyclohexan-1-ol 
• 5530-27-8 1-(2-tert-Butyl-phenyl)-2-propyl-cyclohexanol 
• 937-84-8 2-Propyl-cyclohexanon-cyanhydrin 
• 36302-45-1 (R)-2-propylcyclohexanone 
• 227464-42-8 2-bromo-2-(n-propyl)cyclohexanone 
• 4144-59-6 ethyl 6-oxononanoate 

Relevant academic research and scientific papers

Iridium-Catalyzed Alkene-Selective Transfer Hydrogenation with 1,4-Dioxane as Hydrogen Donor

The iridium-catalyzed transfer hydrogenation of alkenes using 1,4-dioxane as a hydrogen donor is described. The use of 1,2-bis(dicyclohexylphosphino)ethane (DCyPE), featuring bulky and highly electron-donating properties, led to high catalytic activity. A polystyrene-cross-linking bisphosphine PS-DPPBz produced a reusable heterogeneous catalyst. These homogeneous and heterogeneous protocols achieved chemoselective transfer hydrogenation of alkenes over other potentially reducible functional groups such as carbonyl, nitro, cyano, and imino groups in the same molecule.

Base-Free Transfer Hydrogenation of Ketones Using Cp?Ir(pyridinesulfonamide)Cl Precatalysts

N-(2-(Pyridin-2-yl)ethyl)benzenesulfonamide derivatives and 1,1,1-trifluoro-N-(2-(pyridin-2-yl)ethyl)methanesulfonamide (1-4), along with three-legged piano stool Cp?IrIIICl complexes (5-11) (Cp? = pentamethylcyclopentadienyl) bearing pyridinesulfonamide ligands with varying electronic parameters, were synthesized. These ligands and air-stable complexes were characterized by 1H and 13C{1H} NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction. Precatalysts, 5-11, were assessed for transfer hydrogenation of aryl, diaryl, dialkyl, linear, cycloaliphatic, and α,β-unsaturated ketones, diones, β-ketoesters, and a biomass-derived substrate with 2-propanol, using 1 mol % precatalyst. Catalysis was also efficient using a 0.1 mol % loading. Remarkably, all catalysis experiments can be conducted in air without dried and degassed substrates, and basic additives and halide abstractors are not required for high activity in transfer hydrogenation. Control experiments and a mercury poisoning experiment support a homogeneous catalyzed pathway. Overall, the fastest reactions are observed using electron-poor substrates and precatalysts bearing electron-rich ligands.

Novel selective inhibitors of neutral endopeptidase for the treatment of female sexual arousal disorder. Synthesis and activity of functionalized glutaramides

Female sexual arousal disorder (FSAD) is a highly prevalent sexual disorder affecting up to 40% of women. We describe herein our efforts to identify a selective neutral endopeptidase (NEP) inhibitor as a potential treatment for FSAD. The rationale for this approach, together with a description of the medicinal chemistry strategy, lead compounds, and SAR investigations are detailed. In particular, the strategy of starting with the clinically precedented selective NEP inhibitor, Candoxatrilat, and targeting low molecular weight and relatively polar mono-carboxylic acids is described. This led ultimately to the prototype development candidate R-13, for which detailed pharmacology and pharmacokinetic parameters are presented.

TREATMENT FOR ALZHEIMER'S DISEASE AND RELATED CONDITIONS

Compounds of formula (I): are useful in the treatment of diseases associated with deposition of β-amyloid in the brain.

Application of piperazine-derived hydrazone linkers for alkylation of solid-phase immobilized ketones

The preparation and application of three new solid supports with piperazine-derived hydrazine anchoring groups are described. The supports were used for immobilization of ketones. The ketones: cyclohexanone, 4-tert-butylcyclohexanone, 3-pentanone and tropinone, which were bound to polymers in the form of their hydrazones, were deprotonated with LDA and alkylated with propyl iodide or benzyl bromide. The resulting alkylated products were cleaved off the solid support on treatment with trifluoroacetic acid in dichloromethane. Linkers with 6- and 3-carbon atom spacers gave better results than the simple N-aminopiperazine linker.

(2-hydroxy)ethyl-thioureas useful as modulators of alpha2B adrenergic receptors

Compounds of formula (i) and of formula (ii) wherein the symbols have the meaning disclosed in the specification, specifically or selectively modulate α2B and/or α2C adrenergic receptors in preference over α2A adrenergic receptors, and as such are useful for alleviating chronic pain and allodynia and have no or only minimal cardivascular and/or sedatory activity.

Amidino derivatives useful as nitric oxide synthase inhibitors

The current invention discloses useful pharmaceutical compositions containing amidino derivative useful as nitric oxide synthase inhibitors.

Radical cyclizations of 2-(ω-haloalkylthio)enones to thiapolycycloalkanones

Radical cyclization of 2-(ω-haloalkylthio)enones gives predominantly fused-thiapolycycloalkanones. (C) 2000 Elsevier Science Ltd.

Copper(II) chloride mediated racemization-free hydrolysis of α- alkylated ketone SAMP-hydrazones

Treatment of ketone SAMP-hydrazones 1a-k with an aqueous copper(II) chloride solution yields the corresponding ketones 2a-k in 52-94% yield and with high enantiomeric purities (ee = 89-99%). The cleavage conditions do not affect functionalities sensitive to oxidation and strong acids. The alkylation/cleavage protocol can be carried out in 'one-pot'.

Highly controlled chemoselectivity of tin enolate by its hybridization state. Anionic complex of tin enolate coordinated by tetrabutylammonium bromide as halo selective reagent

The control of reactivity and/or selectivity of organotin(IV) enolates has been studied by means of a high coordination method in which the hybridization state of tin was effectively changed. An anionic tin complex, five-coordinated tin enolate 1(h), was formed by the coordination of bromide anion from tetrabutylammonium bromide (Bu4NBr) to neutral four-coordinated tin(IV) enolates 1(e). The highly coordinated enolates which attained a marked change in chemoselectivity have higher nucleophilicity to organic halides. In addition, they showed low nucleophilicity toward carbonyl moieties by the coordination of the bromide anion, whereas carbonyl addition readily proceeds using the usual four-coordinated tin enolate. NMR studies revealed the generation of HMPA- or bromide-anion-coordinated tin enolates in equilibrium between four-coordinated enolate 1c(e) and five-coordinated enolate 1c(h), showing a considerable upfield shift δ(119Sn) and increasing values of the coupling constants 1J(119Sn-13C). In detailed NMR analyses of highly coordinated tin enolate, it was shown that the contribution of highly coordinated species 1(h) to the equilibrium between 1(e) and 1(h) became more significant as the added amount of ligands such as Bu4NBr or HMPA was increased. Considering these results, it was assumed that the bromide-anion-coordinated tin enolate was generated, which showed a unique reactivity and selectivity. The effective control of chemoselectivity in the intermolecularly competitive reaction between organic halides and carbonyl compounds was demonstrated using two types of tin enolates, four-coordinated enolate and highly coordinated anionic enolate; halide displacement reaction exclusively took place using the bromide-anion-coordinated enolate, and the usual four-coordinated enolates reacted with only carbonyl compounds.