27741-65-7

Usage

Uses

Used in Flavor and Fragrance Industry:
ACETIC ACID, 2-CYCLOBUTYLIDENE-, ETHYL ESTER is used as a flavoring agent for its fruity odor, adding unique scents and tastes to various food products and beverages.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, ACETIC ACID, 2-CYCLOBUTYLIDENE-, ETHYL ESTER is used as a solvent, facilitating the dissolution of various pharmaceutical compounds to improve their efficacy and stability.
Used in Food Industry:
ACETIC ACID, 2-CYCLOBUTYLIDENE-, ETHYL ESTER is used as a flavoring agent in the food industry, enhancing the taste and aroma of different food items.
Used in Synthetic Flavors and Fragrances Production:
ACETIC ACID, 2-CYCLOBUTYLIDENE-, ETHYL ESTER is used in the production of synthetic flavors and fragrances, contributing to the development of a wide range of scented products for various applications, including cosmetics, perfumes, and household products.

InChI:InChI=1/C8H12O2/c1-2-10-8(9)6-7-4-3-5-7/h6H,2-5H2,1H3

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 1191-95-3 cyclobutanone 
• 71032-10-5 (E)-ethyl 6-bromohex-2-enoate 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 891188-02-6 [1-(4-Hydroxy-2,3,5-trimethyl-phenylsulfanyl)-cyclobutyl]-acetic acid methyl ester 
• 1223573-54-3 ethyl 2-(1-(benzylamino)cyclobutyl)acetate 
• 1227159-94-5 ethyl {1-[4-(dibenzylamino)phenyl]cyclobutyl}acetate 
• 221342-48-9 spiro[3.5]nonane-6,8-dione 
• 229330-47-6 2-hydroxymethyl-1-oxaspiro[2.3]hexane 
• 1120-72-5 2-Methylcyclopentanone 
• 1431546-80-3 C₃₃H₃₅N₃O₆ 
• 1290053-86-9 (4-(3-(aminomethyl)phenyl)piperidin-1-yl)(3-(2-hydroxy-2-(1-hydroxycyclobutyl)ethoxy)phenyl)methanone 
• 2110507-78-1 ethyl 6-benzyl-6-azaspiro[3.4]octane-8-carboxylate 
• 1439902-62-1 2-(1-ethylcyclobutyl)acetic acid 
• 1431546-81-4 tert-butyl N-[[3-[1-[3-[2-(1-hydroxycyclobutyl)-2-oxo-ethoxy]benzoyl]-4-piperidyl]phenyl]methyl]carbamate 

Relevant academic research and scientific papers

Synthesis method of N-(phenylsulfonyl)benzamide compound and intermediate thereof

The present invention discloses a method for synthesizing an N- (phenylsulfonyl) benzamide compound and an intermediate thereof. The method comprises a synthesis method of Compound 1, which comprises the following steps: in a solvent, in the presence of a base and palladium catalyst, compound A is coupled with Compound B as shown below in Buchwald-Hartwig to give Compound 1; wherein R isC1-C8 alkyl. The present invention for the first time provides 3 intermediate compounds required for the target compound and a method for preparing them. The use of the present invention route synthesis compound 3 has high yield, good purity, reaction raw materials are cheap and easy to obtain, and suitable for industrial production advantages.

METHODS FOR SYNTHESIZING N-(PHENYLSULFONYL)BENZAMIDE COMPOUNDS AND INTERMEDIATES THEREOF

Disclosed is a method for synthesizing N-(phenylsulfonyl) benzamide compound and intermediate thereof. The method comprises a method for synthesizing a compound 1, comprising conducting a Buchwald-Hartwig coupling reaction as shown below with compound A and compound B in a solvent and in the presence of a base and a palladium catalyst to obtain the compound 1; wherein R is C1-C8 alkyl. The present disclosure synthesizes three intermediate compounds required by the target compound and their preparation methods for the first time. Using the method disclosed in the present disclosure to synthesize the target compound 3 has the advantages of high yield, good purity, easy-to-obtain reaction raw materials, suitable for industrial production.

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).

Synthesis of All-Carbon Quaternary Centers by Palladium-Catalyzed Olefin Dicarbofunctionalization

The redox-neutral dicarbofunctionalization of tri- and tetrasubstituted olefins to form a variety of (hetero)cyclic compounds under photoinduced palladium catalysis is described. This cascade reaction process was used to couple styrenes or acryl amides with a broad range of highly decorated olefins tethered to aryl or alkyl bromides (>50 examples). This procedure enables one or two contiguous all-carbon quaternary centers to be formed in a single step. The products could be readily diversified and applied in the synthesis of a bioactive oxindole analogue.

Bisheterocycle substituted oxa-spiro derivative, and preparation method and medical application thereof

The invention relates to a bisheterocyclic substituted oxa-spiro derivative, and a preparation method and medical application thereof. Specifically, the invention discloses compounds of formula (I) and formula (II) or pharmaceutically acceptable salts, stereoisomers or solvates thereof, and a preparation method and application thereof. Each group in the formulas is as defined in the specificationand claims in detail.

COMPOUND USED AS AUTOPHAGY REGULATOR, AND PREPARATION METHOD THEREFOR AND USES THEREOF

It is related to compounds used as autophagy modulators and a method for preparing and using the same, specifically providing a compound of general formula (I), or pharmaceutically acceptable salts thereof, which is a type of autophagy modulators, particularly mammalian ATG8 homologues modulators.

Synthesis of novel shikonin derivatives and pharmacological effects of cyclopropylacetylshikonin on melanoma cells

Despite much research in the last centuries, treatment of malignant melanoma is still challenging because of its mostly unnoticeable metastatic spreading and aggressive growth rate. Therefore, the discovery of novel drug leads is an important goal. In a previous study, we have isolated several shikonin derivatives from the roots of Onosma paniculata Bureau & Franchet (Boraginaceae) which evolved as promising anticancer candidates. β,β-Dimethylacrylshikonin (1) was the most cytotoxic derivative and exhibited strong tumor growth inhibitory activity, in particular, towards melanoma cells. In this study, we synthesized eighteen novel shikonin derivatives in order to obtain compounds which exhibit a higher cytotoxicity than 1. We investigated their cytotoxic potential against various melanoma cell lines and juvenile skin fibroblasts. The most active compound was (R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl cyclopropylacetate (cyclopropylacetylshikonin) (6). It revealed significant stronger tumor growth inhibitory activity towards two melanoma cell lines derived from metastatic lesions (WM164 and MUG-Mel2). Further investigations have shown that 6 induced apoptosis caspase-dependently, increased the protein levels of cleaved PARP, and led to double-stranded DNA breaks as shown by phosphorylation of H2AX. Cell membrane damage and cell cycle arrest were not observed.

USE OF SUBSTITUTE OXO TETRAHYDROQUINOLINE SULFONAMIDES OR SALTS THEREOF FOR RAISING STRESS TOLERANCE OF PLANTS

The invention relates to the use of substituted oxotetrahydroquinolinylsulfonamides or salts thereof where the radicals in the general formula (I) correspond to the definitions given in the description, for enhancing stress tolerance in plants to abiotic stress, and/or for increasing plant yield.

Synthesis of 6-Azaspiro[4.3]alkanes: Innovative Scaffolds for Drug Discovery

New scaffolds for drug discovery, 6-azaspiro[4.3]alkanes, have been synthesized in two steps from four-membered-ring ketones: cyclobutanone, thienone, N-Boc-azetidinone (Boc = tert-butoxycarbonyl), etc. The key transformation was the reaction between electron-deficient exocyclic alkenes and an in-situ generated N-benzylazomethine ylide.

The synthesis of α,α-disubstituted α-amino acids via ichikawa rearrangement

An approach to α,α-disubstituted α-amino acids is reported. The key step is allyl cyanate-to-isocyanate rearrangement. As demonstrated, the resultant allyl isocyanates can be directly trapped with various nucleophiles, for instance, alcohols, amines, and organometallic reagents, to provide a broad range of N-functionalized allylamines. The developed method has been successfully applied in the synthesis of two bioactive peptides: 2-aminoadamantane-2-carboxylic acid derived P2X7-evoked glutamate release inhibitor and 4-amino-tetrahydropyranyl-4-carboxylic acid derived dipeptide GSK-2793660, which is currently in clinical trials as cathepsin C inhibitor for the treatment of cystic fibrosis, noncystic fibrosis bronchiectasis, ANCA-associated vasculitis and bronchiectasis.