49543-02-4

Upstream product

• 6125-56-0 (+/-)-methyl cis-3-hydroxycyclohexanecarboxylate 
• 67-56-1 methanol 
• 17983-30-1 (RS)-3-oxocyclohexanecarbonitrile 
• 37722-82-0 methyl 3-hydroxycyclohexanecarboxylate 
• 124-41-4 sodium methylate 
• 107986-99-2 methyl 1-bromomethyl-2-oxocyclopentane-1-carboxylate 
• 99407-64-4 (+/-)-methyl 3,3-dimethoxycyclohexanecarboxylate 
• 41088-52-2 methyl 7-oxabicyclo[4.1.0]heptane-3-carboxylate 
• 16205-98-4 3-oxo-cyclohexanecarboxylic acid 
• 19438-10-9 methyl 3-hydroxybenzoate 
• 76644-52-5 rac-3-acetoxycyclohexene 
• 4630-82-4 methyl cyclohexylcarboxylate 
• 54396-74-6 3-oxocyclohex-1-ene-1-carboxylic acid methyl ester 
• 135908-66-6 2,2-Dimethyl-5-oxa-2-sila-bicyclo[5.3.1]undec-1⁽¹⁰⁾-en-6-one 

Downstream Products

• 33668-25-6 ethyl 3-oxocyclohexanecarboxylate 
• 58173-91-4 methyl 3-methylenecyclohexane-1-carboxylate 
• 886587-85-5 3-hydroxymethyl[bis(4-methoxymethoxyphenyl)methylene]cyclohexane 
• 886587-82-2 methyl 3-[bis(4-methoxymethoxyphenyl)methylene]cyclohexanecarboxylate 
• 99407-64-4 (+/-)-methyl 3,3-dimethoxycyclohexanecarboxylate 
• 138825-96-4 N-(2-Carbomethoxy-4-bromo-phenyl)acetamide 
• 886587-77-5 3-[bis-(4-hydroxy-phenyl)-methylene]-cyclohexanecarboxylic acid methyl ester 
• 102437-53-6 5-carbomethoxy-2-cis-allylcyclohexanol 
• 102437-53-6 5-carbomethoxy-2-trans-allylcyclohexanol 
• 102437-44-5 2-Allyl-3-oxo-cyclohexanecarboxylic acid methyl ester 
• 102437-45-6 4-Allyl-3-oxo-cyclohexanecarboxylic acid methyl ester 
• 84694-72-4 methyl 2-allylcyclohexanecarboxylate 
• 102437-48-9 methyl trans-4-allylcyclohexanecarboxylate 
• 6125-56-0 (3S)-3-hydroxycyclohexane-1-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Silylated cyclohexadienes: New alternatives to tributyltin hydride in free radical chemistry

An environmentally benign alternative to the toxic tin hydrides in radical chemistry is offered by the introduction of silylated cyclohexadienes 1. Most of the common radical reactions, such as dehalogenations, deselanations, deoxygenations, cyclizations, and intermolecular radical addition reactions can be conducted by using these readily available new reagents. X = Cl, Br, I, SePh, OCSOPh.

Asymmetric Synthesis of N-Substituted γ-Amino Esters and γ-Lactams Containing α,γ-Stereogenic Centers via a Stereoselective Enzymatic Cascade

γ-Amino esters and γ-lactams containing α,γ-stereogenic centers are widely used as chiral intermediates in various bioactive compounds, while their efficient synthesis remains a challenge. Herein, an enzymatic cascade reaction involving an ene reductase (

DIHYDROPYRIMIDINE DERIVATIVES AND USES THEREOF IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES

Provided herein are dihydropyrimidine derivatives which are useful in the treatment of HBV infection or HBV-induced diseases, as well as pharmaceutical or medical applications thereof.

Reductive Cyclization of Unactivated Alkyl Chlorides with Tethered Alkenes under Visible-Light Photoredox Catalysis

The chemical inertness of abundant and commercially available alkyl chlorides precludes their widespread use as reactants in chemical transformations. Presented in this work is a metallaphotoredox methodology to achieve the catalytic intramolecular reductive cyclization of unactivated alkyl chlorides with tethered alkenes. The cleavage of strong C(sp3)?Cl bonds is mediated by a highly nucleophilic low-valent cobalt or nickel intermediate generated by visible-light photoredox reduction employing a copper photosensitizer. The high basicity and multidentate nature of the ligands are key to obtaining efficient metal catalysts for the functionalization of unactivated alkyl chlorides.

Organic dye-catalyzed radical ring expansion reaction

Herein, we reported an attractive method for synthesizing medium-sized rings that are catalyzed by erythrosine B under fluorescent light irradiation. This synthetic approach featured mild conditions, a facile procedure, a broad substrate scope, and modera

Biocatalytic access to nonracemic γ-oxo esters: Via stereoselective reduction using ene-reductases

The asymmetric bioreduction of α,β-unsaturated γ-keto esters using ene-reductases from the Old Yellow Enzyme family proceeds with excellent stereoselectivity and high conversion levels, covering a broad range of acyclic and cyclic derivatives. Various strategies were employed to provide access to both enantiomers, which are versatile precursors of bioactive molecules. The regioselectivity of hydride addition on di-activated alkenes was elucidated by isotopic labeling experiments and showed strong preference for the keto moiety as activating/binding group as opposed to the ester. Finally, chemoenzymatic synthesis of (R)-2-(2-oxocyclohexyl)acetic acid was achieved in high ee on a preparative scale combining enzymatic reduction followed by ester hydrogenolysis.

Biocatalytic synthesis of chiral cyclic γ-oxoesters by sequential C-H hydroxylation, alcohol oxidation and alkene reduction

A three-step biocatalytic procedure is described for the conversion of methyl and ethyl cyclopentene- and cyclohexenecarboxylates into both the enantiomers of the corresponding chiral 3-oxoesters, which are useful building blocks for the synthesis of active pharmaceutical ingredients. The allylic hydroxylation of the starting cycloalkenecarboxylates is carried out by using R. oryzae resting cells entrapped in alginate beads, in acetate buffer solution at 25 °C. The oxidation of the intermediate allylic alcohols to unsaturated ketones, performed by the laccase/TEMPO system, and the ene-reductase mediated hydrogenation of the alkene bond were carried out in the same reaction vessel in a sequential mode at 30 °C. Being entirely biocatalytic, our multistep procedure provides considerable advantages in terms of selectivity and environmental impact over reported chemical methods.

TRPV4 ANTAGONISTS

The present invention relates to spirocarbamate analogs, pharmaceutical compositions containing them and their use as TRPV4 antagonists.

Electrochemical reduction of 1-bromomethyl-2-oxocycloalkane-1-carboxylates at silver cathodes in dimethylformamide: One-carbon ring-expansion reactions

Cyclic voltammetry and controlled-potential (bulk) electrolysis have been employed to investigate the separate electrochemical reductions of methyl 1-bromomethyl-2-oxocyclopentane-1-carboxylate (1) and ethyl 1-bromomethyl-2-oxocyclohexane-1-carboxylate (2) at silver cathodes in dimethylformamide (DMF) containing 0.10 M tetramethylammonium tetrafluoroborate (TMABF4). Oneelectron reductive cleavage of the carbon-bromine bond of each substrate yields a radical intermediate that undergoes a ring-expansion reaction, followed by hydrogen-atom abstraction from the solvent, to afford methyl 3-oxocyclohexane-1-carboxylate (3a) and ethyl 3-oxocycloheptane-1-carboxylate (3b), respectively, in good yield. Each substrate gives rise to three other products: (a) a debrominated analogue of each starting material, (b) a dimeric species formed via radical coupling, and (c) a species possessing an ester group extended by one carbon atom. Electrolyses of 1 and 2 done in the presence of D2O have revealed that carbanion intermediates result in small amounts from two-electron cleavage of carbon-bromine bonds. A mechanistic scheme, involving both radicals and carbanions, is proposed to account for the formation of the various products.

TRPV4 ANTAGONISTS

The present invention relates to spirocarbamate compounds of Formula (I) in which R1, (R2)Y, R3, R4, X and A have the meanings given in the specification. The invention further provides pharmaceutical compositions containing the compounds or pharmaceutically acceptable salts thereof and relates to their use of these compounds as TRPV4 antagonists in treating or preventing conditions associated with TRPV4 imbalance.