1552-92-7

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL CYCLOHEXYLIDENEACETATE is used as a pharmaceutical intermediate for the development and production of various medications. Its role in the synthesis process is crucial, as it helps in creating the desired active pharmaceutical ingredients (APIs) that are used to treat a wide range of medical conditions.
As a pharmaceutical intermediate, ETHYL CYCLOHEXYLIDENEACETATE is used for:
1. Facilitating the synthesis of APIs with specific therapeutic properties.
2. Enhancing the overall efficiency of the drug production process.
3. Contributing to the development of innovative and effective medications.

InChI:InChI=1/C10H16O2/c1-2-12-10(11)8-9-6-4-3-5-7-9/h8H,2-7H2,1H3

Upstream product

• 1772-43-6 2,4,4-trimethyl oxazoline 
• 64-17-5 ethanol 
• 108-94-1 cyclohexanone 
• 342430-08-4 2-Allyloxyspiro<2.5>octan-1-carbonsaeureaethylester 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 58751-78-3 N-cyclohexylidenemethanamine N-oxide 
• 124755-24-4 ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate 
• 105-36-2 ethyl bromoacetate 
• 86294-63-5 ethyl α-bromo-α-trimethylsilylacetate 
• 120-92-3 cyclopentanone 
• 5326-50-1 (1-hydroxycyclohexyl)acetic acid ethyl ester 
• 7647-01-0 hydrogenchloride 
• 4709-59-5 ethyl 2-(1-cyclohexenyl)acetate 
• 141-52-6 sodium ethanolate 

Downstream Products

• 4355-11-7 1,1-cyclohexanediacetic acid 
• 67061-28-3 ethyl (1-butylcyclohexyl)acetate 
• 40203-74-5 methyl 2-cyclohexylideneacetate 
• 343235-90-5 1-Methyl-3-phenyl-2-aza-spiro[4.5]dec-1-ene-4-carboxylic acid ethyl ester 
• 75373-57-8 (R)-14-Aza-dispiro[5.1.5.2]pentadec-14-ene-7-carboxylic acid ethyl ester; compound with picric acid 
• 75373-42-1 (7S,15R)-15-(Diethoxy-phosphoryl)-14-aza-dispiro[5.1.5.2]pentadecane-7-carboxylic acid ethyl ester 
• 75373-49-8 (3R,4S)-3-Phenyl-2-aza-spiro[4.5]dec-1-ene-4-carboxylic acid ethyl ester; compound with picric acid 
• 117103-12-5 3-Phenyl-2-aza-spiro[4.5]dec-2-ene-4-carboxylic acid ethyl ester; compound with picric acid 
• 14352-61-5 methyl cyclohexylacetate 
• 5452-75-5 ethyl 2-cyclohexylacetate 
• 934-86-1 C-Cyclohexyliden-acetamid 
• 178242-64-3 (1-amino-cyclohexyl)-acetic acid methyl ester 
• 178242-60-9 α-aminocyclohexylacetamide 
• 80385-43-9 2-cyclohexylideneacetyl chloride 

Relevant academic research and scientific papers

Synthetic spirocyclic endoperoxides: New antimalarial scaffolds

Here we report the development of a straightforward synthetic procedure for the preparation of spirocyclic endoperoxides as synthetic analogues of the natural product dihydroplakortin. The peroxides presented here are more potent antiplasmodials than dihydroplakortin itself and we proved for the first time their antimalarial activity in vivo. This journal is

CATHODIC PROMOTION OF HORNER REACTION

It has been established that the electrolysis of α-substituted phosphonates (I) on Pt or glassy carbon cathodes involves the cleavage of activated C-H bond with the formation of the carbanion (II) which further reacts with the carbonyl compounds (III) to form olefines (IV) in satisfactory yields.

Cyclopropanation in Vinyl Radical Cyclizations: the Importance of Structural Constraints.

Cyclopropanation has been observed as sole reaction path in the vinyl radical cyclization of bicyclic olefins 1a and 1b.Additional models have been prepared to study the influence of structural parameters on the origin of this unusual reactivity.Structural constraints in the intermediate homoallyl radical formed stand out as the dominating factor in this case.

Benzotriazole-assisted β-lithiation of vinyl ethers

Benzotriazole-assisted β-deprotonation of (α-benzotriazolylvinyl) ethers occurs stereoselectively at the cis position as shown by quenching with a variety of electrophiles. Semiempirical calculations of the lithiated enol ethers by PM3 and MNDO methods disclosed a higher stabilization for the cis-isomers over the corresponding trans-isomers

Claisen rearrangement based methodology for the spiroannulation of a cyclopentane ring. Formal total synthesis of (±)-acorone and isoacorones

A Claisen rearrangement based methodology for spiroannulation of a cyclopentane ring to cyclic precursors and its application in the formal total synthesis of acorones 1 is described. Thus, Claisen rearrangement of 2-cycloalkylideneethanols 12 with 2-methoxypropene and a catalytic amount of mercuric acetate generates 4,4-substituted hex-5-en-2-ones 13. Ozonolytic cleavage of the terminal olefin in the enones 13 and intramolecular aldol condensation of the resulting keto-aldehydes 14 furnishes the spiroannulated compounds 15. (C) 2000 Elsevier Science Ltd.

HETEROCYCLIC COMPOUNDS AS INHIBITORS OF HPK1

This disclosure relates to heterocyclics as inhibitors of HPK1, in particular relates to a compound of Formula I or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition comprising said compound that useful for treatment of HPK1 mediated diseases and conditions such as cancer. (I)

Synthesis and Exploration of Abscisic Acid Receptor Agonists Against Dought Stress by Adding Constraint to a Tetrahydroquinoline-Based Lead Structure

New oxotetrahydroquinolinyl- and oxindolinyl sulfonamides interacting with RCAR/(PYR/PYL) receptor proteins were identified as lead structures against drought stress in crops starting from protein docking studies of a sulfonamide lead structure, followed by in-depth SAR studies. Optimized five to six step synthetic approaches via substituted amino oxo-tetrahydro-quinolines and amino oxo-indolines as essential intermediates gave access to the envisaged oxo-tetrahydroquinolinyl and oxindolinyl sulfonamides. Whilst oxo-tetrahydroquinolinyl sulfonamides with additional carbon substituents or spiro-cycloalkyl groups exhibited only low to moderate target affinities, the corresponding spiro-oxindolinyl and oxo-tetrahydroquinolinyl sulfonamides carrying optimized N-substituents revealed strong interactions with RCAR/(PYR/PYL) receptor proteins in Arabidopsis thaliana. Remarkably, the in vitro activity observed for these new compounds was on the same level as observed for the naturally occurring plant hormone in line with strong efficacy against drought stress in-vivo (canola and wheat as broad-acre crops).

Visible-Light Mediated Hydrosilylative and Hydrophosphorylative Cyclizations of Enynes and Dienes

Described herein is a visible-light mediated intermolecular radical cyclization approach to access heterocycles. Heteroatom radicals, such as silicon and phosphorus atom radicals, were generated via direct hydrogen atom abstraction by the photoexcited catalyst species with hydro-silanes and phosphine oxides. The radical addition/cyclization/HAT (hydrogen atom transfer) reaction sequences of 1,6-enynes and 1,6-dienes were highly efficient delivering the desired heterocycles in good yields.

Visible-Light-Promoted Intramolecular α-Allylation of Aldehydes in the Absence of Sacrificial Hydrogen Acceptors

We report herein an unprecedented protocol for radical cyclization of aldehydes with pendant alkenes via synergistic photoredox, cobaloxime, and amine catalysis. The transformation was achieved in the absence of external oxidants, providing a variety of 5-, 6-, and 7-membered ring products with alkene transposition in satisfactory yields. The reaction exhibits wide functional group compatibility and occurs under mild conditions with extrusion of H2.

Reusable and highly enantioselective water-soluble Ru(II)-Amm-Pheox catalyst for intramolecular cyclopropanation of diazo compounds

A reusable and highly enantioselective catalyst for the intramolecular cyclopropanation of various diazo ester and Weinreb amide derivatives was developed. The reactions catalyzed by a water-soluble Ru(II)-Amm-Pheox catalyst proceeded smoothly at room temperature, affording the corresponding bicyclic cyclopropane ring-fused lactones and lactams in high yields (up to 99%) with excellent enantioselectivities (up to 99% ee). After screening of various catalysts, the Ru(II)-Amm-Pheox complex having an ammonium group proved to be crucial for the intramolecular cyclopropanation reaction in a water/ether biphasic medium. The water-soluble catalyst could be reused at least six times with little loss in yield and enantioselectivity.