4336-20-3

Upstream product

• 60719-11-1 2-Carboethoxy-7-chlorocycloheptanon 
• 186581-53-3 diazomethane 
• 2495-35-4 benzylacrylate 
• 2409-87-2 methyl (2E)-penta-2,4-dienoate 
• 1732-09-8 dimethyl subarate 
• 7500-55-2 dimethyl cyclohex-4-ene-1,2-dicarboxylate 
• 131-11-3 phthalic acid dimethyl ester 
• 1687-30-5 cyclohexane-1,2-dicarboxylic acid 
• 74-88-4 methyl iodide 
• 14166-21-3 (+/-)-trans-1,2-cyclohexanedicarboxylic anhydride 
• 13149-00-3 1,2-cis-cyclohexanedicarboxylic anhydride 
• 67-56-1 methanol 
• 29516-56-1 E-2-carbo-tert-perbutoxy cyclohexanecarboxylic acid 
• 29516-56-1 Z-2-carbo-tert-perbutoxy cyclohexanecarboxylic acid 

Downstream Products

• 7719-08-6 trans-1,2-cyclohexanedicarboxylic acid,monomethyl ester 
• 83248-48-0 1,2-Dimethyl-cyclohexane-1,2-dicarboxylic acid dimethyl ester 
• 65376-02-5 (1S,6R)-8-oxabicyclo[4.3.0]nonan-7-one 
• 213993-31-8 (1S,2S)-2-amino-cyclohexylmethanol 
• 144478-67-1 ((1S,2S)-2-Hydroxymethyl-cyclohexylamino)-acetonitrile 
• 116174-40-4 (1S,2S)-2-Hydroxymethyl-cyclohexanecarboxylic acid amide 
• 116174-39-1 ((1S,2S)-2-Hydroxymethyl-cyclohexyl)-pyrrolidin-1-yl-methanone 
• 1158650-42-0 N-Cyanomethyl-N-((1S,2S)-2-hydroxymethyl-cyclohexyl)-benzamide 
• 144540-73-8 Methanesulfonic acid (1S,2S)-2-(benzoyl-cyanomethyl-amino)-cyclohexylmethyl ester 
• 144478-69-3 (2S,3aR,7aS)-1-Benzoyl-octahydro-indole-2-carbonitrile 
• 144478-68-2 (2R,3aR,7aS)-1-Benzoyl-octahydro-indole-2-carbonitrile 
• 1268629-29-3 methyl 2-(3-phenylpropylcarbamoyl)-cyclohexanecarboxylate 
• 72039-99-7 C₁₀H₁₄O₄^(2-)*2Li⁽¹⁺⁾ 
• 88335-92-6 (1S,2R)-2-(methoxycarbonyl)cyclohexanecarboxylic acid 

Relevant academic research and scientific papers

PRODUCTION METHOD OF CYCLIC COMPOUND

PROBLEM TO BE SOLVED: To provide an industrially simple production method of a cyclic compound. SOLUTION: A production method of a cyclic compound includes a step to obtain a reduced form (B) by reducing an unsaturated bond in a ring structure of an aromatic compound (A) by means of catalytic hydrogenation of the aromatic compound (A) or its salt using palladium carbon as a catalyst under a normal pressure, in which the aromatic compound (A) has one or more ring structures selected from a group consisting of a five membered-ring, a six membered-ring, and a condensed ring of the five membered-ring or the six membered-ring with another six membered-ring, a hetero atom can be included in the ring structure, and the aromatic compound (A) can have one or two side chains bonded to the ring structure and does not have any carbon-carbon triple bond in the side chain. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Can Heteroarenes/Arenes Be Hydrogenated Over Catalytic Pd/C Under Ambient Conditions?

Hydrogenation of over a dozen aromatic compounds, including both heteroarenes and arenes, over palladium on carbon (Pd/C, 1–100 molpercent) with H2-balloon pressure at room temperature is reported. Analyses using pyridine as a model substrate revealed that acetic acid was the best solvent, as using only 1 molpercent Pd/C provided piperidine quantitatively. Substrate scope analysis and density functional theory calculations indicated that reaction rates are highly dependent on frontier molecular orbital characteristics and the steric bulkiness of substituents. Moreover, the established method was used for the concise synthesis of the anti-Alzheimer drug donepezil (Aricept?).

Synthetic method of alicyclic diester

The invention discloses a synthetic method of alicyclic diester. The synthetic method comprises the following steps: enabling diacid comprising a multi-carbon lipid chain end group or diester containing a multi-carbon lipid chain end group to react with a first halogenation reagent, after the reaction is completed, adding a second halogenation reagent into a reaction product, after the reaction iscompleted, re-esterifying, and obtaining the di-ester of di-halogenation; adding the di-ester of the di-halogenation into an organic solvent, adding alkali to perform the reaction, after the reactionis completed, adding acid to perform the neutralization, and obtaining annular di-ester; and performing the reduction reaction for the annular di-ester, and obtaining the alicyclic diester. By adopting the synthetic method, a novel reaction path is developed, and the direct-chain end-group diacid or diester is used as a raw material to prepare the alicyclic diester by virtue of bromination reaction, ring-closing reaction and the reduction reaction. The initial raw material is low in cost, the process is simple, the reaction condition requirement is low, the safety is good, the product yield and purity are high, and the mass production is easy to realize. Moreover, the diester of a three-membered ring to an eighteen-membered ring can be prepared by utilizing the synthetic method of the invention.

Cobalt(II)-catalysed transfer hydrogenation of olefins

Catalytic transfer hydrogenation of olefins by isopropanol is achieved using an earth-abundant metal cobalt(ii) complex based on a pincer-type PNP ligand. A range of olefins including aromatic and aliphatic alkenes as well as internal and cyclic alkenes have been transfer hydrogenated in good to excellent yields. The catalyst also showed good functional group and water tolerance to olefin transfer hydrogenation reactions.

Structure-activity relationships of cycloalkylamide derivatives as inhibitors of the soluble epoxide hydrolase

Structure-activity relationships of cycloalkylamide compounds as inhibitors of human sEH were investigated. When the left side of amide function was modified by a variety of cycloalkanes, at least a C6 like cyclohexane was necessary to yield reasonable inhibition potency on the target enzyme. In compounds with a smaller cycloalkane or with a polar group on the left side of amide function, no inhibition was observed. On the other hand, increased hydrophobicity dramatically improved inhibition potency. Especially, a tetrahydronaphthalene (20) effectively increased the potency. When a series of alkyl or aryl derivatives of cycloalkylamide were investigated to continuously optimize the right side of the amide pharmacophore, a benzyl moiety functionalized with a polar group produced highly potent inhibition. A nonsubstituted benzyl, alkyl, aryl, or biaryl structure present on the right side of the cycloalkylamide function induced a big decrease in inhibition potency. Also, the resulting potent cycloalkylamide (32) showed reasonable physical properties.

Anionic decomposition of an organic peroxide leading to o-xylene

Reaction of 1,2-dimethyl-1,2-dihydrophthalic anhydride (8) with t-BuOONa at 40 deg C gave o-xylene as the only observed product.This reaction is proposed to occur through intermediacy of the anionic peroxide 10 whose conversion to o-xylene is calculated to be exothermic by 84 kcal/mol.Extension of this reaction to systems that do not have the possibility for gaining aromatic stabilization was unsuccessful.

Regioselectivity in cycloaddition reactions on solid phases

A 1percent crosslinked divinylbenzene-styrene copolymer, incorporating benzyl acrylate groups, reacted in normal Diels-Alder reactions with E-1-phenyl-1,3-butadiene or methyl E-2,4-pentadienoate to give their respective polymer-bound benzyl cyclohexenecarboxylates.Polymer-bound benzyl propiolate and polymer-bound benzyl phenylpropiolate reacted with benzonitrile oxide in a typical 1,3-dipolar addition reaction to give their respective polymer-bound isoxazoles.Cleavage of the polymer-bound Diels-Alder adducts and the polymer-bound 1,3-dipolar addition adduct derived from polymer-bound benzyl propiolate gave mixtures of ortho and meta regiomers similar to those produced in analogous reactions in solution.Cleavage of the polymer-bound 1,3-dipolar addition adduct, derived from polymer-bound benzyl phenylpropiolate, followed by esterification, gave a solitary adduct, 4-carbomethoxy-3,5-diphenylisoxazole, but an analogous solution 1,3-dipolar addition yielded a 1:1 ratio of the two possible regiomers.