16807-60-6

Usage

Uses

Used in Fragrance and Flavor Industry:
3-Methoxy-2-cyclohexen-1-one is utilized as a scent additive in the fragrance and flavor industry, enhancing the aroma profiles of perfumes, soaps, and cosmetics. Its sweet, floral scent contributes to the creation of appealing and complex fragrances in these products.
Used as an Intermediate in Organic Synthesis:
In the realm of organic chemistry, 3-methoxy-2-cyclohexen-1-one serves as an intermediate in the synthesis of other organic compounds. Its reactivity and structural features make it a valuable component in the production of a variety of chemical products.
Used in Pharmaceutical Industry:
3-Methoxy-2-cyclohexen-1-one holds potential applications in the pharmaceutical industry, where its unique chemical properties may be leveraged for the development of new drugs or medicinal agents.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, 3-METHOXY-2-CYCLOHEXEN-1-ONE may find use due to its distinctive chemical characteristics, potentially contributing to the development of new agrochemical products.
However, it is crucial to handle 3-methoxy-2-cyclohexen-1-one with care, as it can cause irritation to the eyes, skin, and respiratory system if not properly managed, emphasizing the need for safe handling protocols in industrial applications.

InChI:InChI=1/C7H10O2/c1-9-7-4-2-3-6(8)5-7/h5H,2-4H2,1H3

Upstream product

• 917-58-8 potassium ethoxide 
• 504-02-9 1,3-cylohexanedione 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 56671-82-0 3-Iodocyclohex-2-enone 
• 53293-00-8 hex-5-ynoic acid 
• 931-57-7 1-methoxy-cyclohex-1-ene 
• 15791-03-4 1,1,4,4-tetramethoxycyclohexa-2,5-diene 
• 58697-08-8 iodure de methyl piperidinio-2 cyclohexene-2 one 
• 58697-12-4 iodure de methylammonio-2 cyclohexene-2 one 
• 186581-53-3 diazomethane 
• 877823-41-1 3-(hexyloxy)cyclohex-2-en-1-one 
• 16493-04-2 3-butanoxycyclohex-2-en-1-one 
• 104808-17-5 3-propanoxycyclohex-2-en-1-one 

Downstream Products

• 5446-71-9 3-(6-methoxy-[2]naphthyl)-cyclohex-2-enone 
• 930-68-7 cyclohexenone 
• 85493-96-5 2-bromo-3-methoxy-2-cyclohexenone 
• 17159-98-7 3-(4-methoxyphenyl)-2-cyclohexen-1-one 
• 132783-37-0 Isobutyric acid 4-methoxy-2-oxo-cyclohex-3-enyl ester 
• 132783-31-4 Benzoic acid 4-methoxy-2-oxo-cyclohex-3-enyl ester 
• 61563-72-2 Methanesulfonic acid 3-(3-oxo-cyclohex-1-enyl)-propyl ester 
• 61563-62-0 3-(3-oxocyclohex-1-enyl)propanoic acid 
• 171624-96-7 6-Benzyloxymethyl-3-methoxy-cyclohex-2-enone 
• 134891-99-9 diethyl <(3-oxo-1-cyclohexen-1-yl)methyl>phosphonate 
• 173171-34-1 diethyl <1-(3-oxo-1-cyclohexen-1-yl)ethyl>phosphonate 
• 85696-71-5 3-methoxy-6-(pent-4-enyl)cyclohex-2-enone 
• 67025-06-3 3-methoxy-6-methyl-2-cyclohexenone 
• 741680-08-0 1-phenyl-spiro[2.5]octan-5-one 

Relevant academic research and scientific papers

Nickel-catalyzed regio- and stereoselective homo 1,4-dialkenylation of conjugated dienes

2,3-Dimethyl-1,3-butadiene and cyclic dienes react with β-iodoenones (RI: 3-Iodo-2-cyclohexen-1-one, 5,5-dimethyl-3-iodo-2-cyclohexen-1-one and 3-iodo-2-cyclopenten-1-one) in the presence of Zn and catalytic amount of NiBr2 to afford the corresponding homo 1,4-addition products in good yields. For 2,3-dimethyl-1,3-butadiene, only the products RCH2C(CH3)=C(CH3)CH2R with Z geometry were observed. For cyclic dienes, the products observed are RCHCH=CHCHR(CH2)(n)CH2 in which the two alkenyl substituents R are cis to each other.

1H-IMIDAZO[4,5-H]QUINAZOLINE COMPOUND AS PROTEIN KINASE INHIBITOR

Provided is a 1H-imidazo[4,5-h]quinazoline compound of formula (I). The compound is a broad spectrum inhibitor having strong activity for cyclin-dependent kinase (CDK) and is applicable in treating cell proliferative disorder

Reversible chemoselective transetherification of vinylogous esters using Fe-catalyst under additive free conditions

An additive/Br?nsted acid/base free, highly efficient and chemoselective transetherification of electron deficient vinylogous esters and water mediated de-alkylation using an earth-abundant Fe-catalyst under very mild reaction conditions is described. This reaction is highly selective to primary alcohols over secondary alcohols, has good functional group tolerance, is scalable to gram scale and a purification free sequential transetherification in a continuous flow mode is demonstrated.

Rapid and Multigram Synthesis of Vinylogous Esters under Continuous Flow: An Access to Transetherification and Reverse Reaction of Vinylogous Esters

An environmentally benign approach for the synthesis of vinylogous esters from 1,3-diketone and its reverse reaction under continuous-flow has been developed with alcohols in the presence of inexpensive Amberlyst-15 as a catalyst. This methodology is highly selective and general for a range of cyclic 1,3-dicarbonyl compounds which gives a library of linear alkylated and arylated vinylogous esters in good to excellent yield under solvent and metal free condition. Furthermore, the long-time experiment in a continuous-flow up to 40 h afforded 8.0 g of the vinylogous ester with turnover number (TON) = 28.6 and turnover frequency (TOF) = 0.715 h-1 using Amberlyst-15 as a catalyst. Furthermore, a continuous-flow sequential transetherification of vinylogous esters with various alcohols has been achieved in high yield. Reversibly, this vinylogous ester was deprotected or hydrolyzed into ketone using environmentally benign water as a solvent and Amberlyst-15 as a catalyst under continuous-flow process.

Arene Trifunctionalization with Highly Fused Ring Systems through a Domino Aryne Nucleophilic and Diels–Alder Cascade

A convenient and efficient domino aryne process was developed under transition-metal-free conditions to generate a range of tetra- and pentacyclic ring systems. This transformation was realized via a 1,2-benzdiyne through a nucleophilic and Diels–Alder reaction cascade using styrene as the diene moiety. Three new chemical bonds, namely one C?N and two C?C bonds, and two benzofused rings could be constructed concomitantly, which was made possible by distinct chemoselective control at both the 1,2-aryne and 2,3-aryne stages. Moreover, in-depth studies were carried out on the domino aryne precursors and controlling the diastereoselectivity.

Lewis Acid Catalyzed Enantioselective Photochemical Rearrangements on the Singlet Potential Energy Surface

The oxadi-methane rearrangement of 2,4-cyclohexadienones to bicyclic ketones was found to proceed with high enantioselectivity (92-97% ee) in the presence of catalytic amounts of a chiral Lewis acid (15 examples, 52-80% yield). A notable feature of the transformation is the fact that it proceeds on the singlet hypersurface and that no triplet intermediates are involved. Rapid racemic background reactions were therefore avoided, and the catalyst loading could be kept low (10 mol %). Computational studies suggest that the enantioselectivity is determined within a Lewis acid bound singlet intermediate via a conical intersection. The utility of the method was demonstrated by a concise synthesis of the natural product trans-chrysanthemic acid.

Formation of meta-arylsulfanyl- and meta-(alkylsulfanyl)phenols from cyclohexane-1,3-diones

Reaction of cyclohexane-1,3-diones with TsCl/Et3N and treatment of the resulting 3-(tosyloxy)cyclohex-2-en-1-ones with aryl- or alkyl thiols and K2CO3 in MeCN gives 3-(arylsulfanyl)cyclohex-2-en-1-ones or 3-(alkylsulfanyl)cyclohex-2-en-1-ones, respectively. These compounds are easily brominated at C-2 by using NBS in MeCN; exposure to DBU in MeCN at room temperature then causes aromatization to afford meta-arylsulfanyl- and meta-(alkylsulfanyl)phenols.

AMINE-LINKED C3-GLUTARIMIDE DEGRONIMERS FOR TARGET PROTEIN DEGRADATION

This invention provides amine-linked C3-glutarimide Degronimers and Degrons for therapeutic applications as described further herein, and methods of use and compositions thereof as well as methods for their preparation.

BENZO[B]THIOPHENE DERIVATIVES AND THEIR USE FOR THE INHIBITION OF FIBROBLAST GROWTH FACTOR RECEPTOR KINASES (FGFRS) FOR THE USE OF NEO- AND HYPERPLASIA THERAPIES

The present invention relates to benzo[b]thiophene derivatives of general formula (I) and pharmaceutically acceptable salts, solvates, hydrates, stereoisomeric and polymorphic forms thereof wherein R1 is selected from the group of hydrogen; hydroxyl; substituted or unsubstituted heterocyclyl; optionally substituted amino; X, Y and Z are selected independently from the followings: CH (methine), nitrogen; R2, R3, R4 and R5 may stand for e.g. hydrogen, halogen, hydroxyl, alkyl, alkenyl, alkynyl, alkoxy and amino. The invention also relates to the use of them as of medication, as well as pharmaceutical compositions containing at least one of them as pharmaceutically active agent(s) together with pharmaceutically acceptable carrier, excipient and/or diluent, especially for the inhibition Fibroblast Growth Factor Receptor kinases (FGFR's), e.g. for the treatment of cancer.

Synthesis of (±) debenzoyl analogs of norsampsones as potential anticancer agents

Synthesis of (±) debenzoyl analogs of norsampsones 1 and 2 is reported starting from commercially available 1,3-cyclohexadione in six steps with overall yields of 37% and 36%, respectively. Compounds 1 and 2 were tested for their anticancer activity and showed moderate anticancer activity against HeLa cell lines.