4341-24-6

Usage

Uses

Used in Pharmaceutical Synthesis:
5-METHYLCYCLOHEXANE-1,3-DIONE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the formation of complex molecules with potential therapeutic applications.
Used in the Synthesis of racemic (±)-fawcettimine:
5-METHYLCYCLOHEXANE-1,3-DIONE is used as a starting material for the synthesis of racemic (±)-fawcettimine, a compound with potential biological activities and applications in the pharmaceutical industry.
Used in the Synthesis of 3,6-dimethyl-2-phenylsulfanyl-3,5,6,7-tetrahydro-2H-benzofuran-4-one:
5-METHYLCYCLOHEXANE-1,3-DIONE is also used in the synthesis of 3,6-dimethyl-2-phenylsulfanyl-3,5,6,7-tetrahydro-2H-benzofuran-4-one, a complex organic molecule with potential applications in various fields, including pharmaceuticals and materials science.

InChI:InChI=1/C7H10O2/c1-5-2-6(8)4-7(9)3-5/h4-5,8H,2-3H2,1H3/t5-/m0/s1

Upstream product

• 28495-21-8 1,5-dimethoxy-3-methyl-1,4-cyclohexadiene 
• 67174-68-9 ethyl 4-hydroxy-2-oxo-6-methylcyclohex-3-ene-1-carboxylate 
• 14983-18-7 methyl-3-oxo-5-hexanoate de methyle 
• 34673-07-9 6-methyl-2,4-dioxo-cyclohexanecarboxylic acid ethyl ester 
• 3246-27-3 tert-butyl crotonate 
• 67-64-1 acetone 
• 10544-63-5 ethyl crotonate 
• 623-43-8 methyl crotonate 
• 1253281-17-2 2-hydroxy-6-methyl-4-oxo-cyclohex-1-enecarboxylic acid methyl ester 
• 56157-27-8 methyl 6-methyl-2,4-cyclohexanedione-1-carboxylate 
• 3261-01-6 1-ethoxy-hex-4-en-1-yn-3-ol 
• 3261-02-7 1-ethoxy-hex-4-en-1-yn-3-one 
• 625-33-2 3-penten-2-one 
• 56889-46-4 3-methylglutaric acid monochloride monomethyl ester 

Downstream Products

• 56576-02-4 2-allyl-5-methylcyclohexa-1,3-dione 
• 51480-74-1 5-Methyl-3-o-tolylamino-cyclohex-2-enone 
• 125812-06-8 N-(5,6,7,8-tetrahydro-7-methyl-2,5-dioxo-2H-1-benzopyran-3-yl)benzamide 
• 35023-83-7 3-ethoxy-5-methyl-cyclohex-2-enone 
• 148278-40-4 3-Benzylamino-5-methyl-cyclohex-2-enone 
• 77147-75-2 5-Methyl-3-(4-methyl-2-nitro-phenylamino)-cyclohex-2-enone 
• 61621-44-1 3-Methoxy-5-methylcyclohex-2-en-1-one 
• 205518-87-2 1-benzoyl-3-benzoylamino-1,5-dihydro-2H-pyrrol-2-one 
• 54398-84-4 1-Amino-5-methylcyclohex-1-en-3-one 

Relevant academic research and scientific papers

A substituted anilino enaminone acts as a novel positive allosteric modulator of GABAA receptors in the mouse brain

A small library of anilino enaminones was analyzed for potential anticonvulsant agents. We examined the effects of three anilino enaminones on neuronal activity of output neurons, mitral cells (MC), in an olfactory bulb brain slice preparation using whole

Construction of Multiple-Substituted Chiral Cyclohexanes through Hydrogenative Desymmetrization of 2,2,5-Trisubstituted 1,3-Cyclohexanediones

The construction of chiral multiple-substituted cyclohexanes motifs is a challenging topic in organic synthesis. By the combination of desymmetrization and remote stereocontrol, a ruthenium-catalyzed transfer hydrogenative desymmetrization of 2,2,5-trisubstituted 1,3-cyclohexanediones has been successfully developed for the construction of chiral multiple-substituted cyclohexanes with high enantioselectivity and diastereoselectivity. When an ester group was introduced to the two-position, a hydrogenative desymmetrization/transesterification cascade occurred, affording the bicyclic lactones bearing three stereocenters, including two discrete stereocenters and one quaternary stereogenic center, with high enantioselectivity. The products are the multiple-substituted chiral cyclohexanes bearing the hydroxyl and carbonyl functional groups, which provide a new opportunity for further precise elaboration.

Consecutive Michael-claisen process for cyclohexane-1,3-dione derivative (CDD) synthesis from unsubstituted and substituted acetone 1

A long-existing problem of cyclohexane-1,3-dione derivatives (CDD) synthesis from unreactive acetone through consecutive Michael-Claisen process was solved under this study. The practical applicability of this process was tested for a novel compound ethyl 3-(2,4-dioxocyclohexyl)propanoate for up to 20-gram scale. Furthermore, the scope of different acetone derivatives was investigated and resulted with similar consecutive Michael-Claisen process for CDD synthesis. The reaction exhibited remarkable regioselectivity in Michael addition followed by Claisen cyclization. In this process high substrate selectivity was observed for CDD synthesis following consecutive double-Michael-Claisen and Michael-Claisen cyclization. Georg Thieme Verlag Stuttgart · New York.

THIA-TRIAZA-AS-INDACENES AS PI3-KINASES INHIBITORS FOR THE TREATMENT OF CANCER

The present invention encompasses compounds of general formula (1) wherein R1 to R3 and X are defined as in claim 1, which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and the

Synthesis of chiloglottones - Semiochemicals from sexually deceptive orchids and their pollinators

A five-step synthesis of monoalkyl- and 2,5-dialkyl-1,3-cyclohexanediones (1) is described via a sequence involving sequential Birch reductions and alkylations from the readily accessible and inexpensive starting material, 3,5-dimethoxybenzoic acid. Two approaches were considered in which alkylation at C-2 occurs either prior or subsequent to the proposed reduction. The successful route, in which Birch reduction of a 3-alkyl resorcinol derivative (3) precedes alkylation was applied in the synthesis of chiloglottone 1 (1dc), in 58% overall yield. Chiloglottone 1 is a member of a new class of natural products, representing a known sex pheromone of the thynnine wasp Neozeleboria cryptoides and pollinator attractant in the Australian sexually deceptive orchid genus Chiloglottis. The synthetic homologues were assessed for their biological activity via electroantennographic detection.

Partially saturated indeno[1,2-b]indole derivatives via deoxygenation of heterocyclic α-hydroxy-N,O-hemiaminals

A series of 3-aminocyclohex-2-enones were reacted with indane-1,2,3-trione monohydrate (ninhydrin) yielding 4b,9b-dihydroxyindeno[ 1,2-b]indoles that were deoxygenated to indeno[1,2-b]indoles. Georg Thieme Verlag Stuttgart.

Synthesis and spectroscopic characterization of [5-13C]- and [6-13C]ubiquinone-10 for studies of bacterial photosynthetic reaction centers

This paper presents the synthesis and characterization by mass spectrometry and NMR spectroscopy of [2-13C]- and [3-13C]ubiquinone-0 and of [5-13C]- and [6-13C]ubiquinone-10. A scheme based on the synthetic approach to [5-13C]ubiquinone-10 has been worked out for the synthesis of ubiquinones 13C-labeled at any individual position and at every combination of positions in the quinone ring. The [5-13C]- and [6-13C]ubiquinone-10 isotopomers were incorporated into the QA-site of the photosynthetic reaction center of Rhodobacter sphaeroides R-26. Magic angle spinning NMR subsequently revealed an unperturbed 6-position, while the signal of the 5-position was absent. These results corroborate the recently reported detection of an asymmetric binding of QA with a dynamic perturbation involving the 4-carbonyl functionality.

Enaminone esters

The present invention concerns enaminones having the formula: STR1 wherein R is from the group consisting of COOCH3 and COOC2 H5 ; R1 is from the group consisting of H and CH3 ; R2 is from the group consisting of H when R1 is CH3 and CH3 when R1 is H; and R3 is from the group of first radicals consisting of benzyl, phenethyl, disubstituted phenyl and trisubstituted phenyl. The substituted species are second radicals having positive lipophilicity selected from the group consisting of F, Cl, Br, and I.

Synthesis and anticonvulsant activity of enaminones

A new series of novel enaminones has been synthesized from cyclic β- dicarbonyl precursors which were condensed with morpholine, pyrrolidine, phenethylamine, hydrazines, substituted benzyl amines, and substituted anilines. These compounds were subsequentl

Total Synthesis of rac-Sesquiterpenoid AE 1

rac-Sesquiterpenoid AE 1 (rac-1) can be obtained in an 11-step sequence starting from 5-methylresorcinol (2).The key compound 9 is synthesized by the use of a diastereoselective dienone cyclization with the allylic silane 8.Subsequent transformation of 9 leads to rac-1. Key Words: Sesquiterpenoid AE 1 / Dienone cyclization / Allylsilane