6914-71-2

Usage

InChI:InChI=1/C7H10O4/c1-10-5(8)7(3-4-7)6(9)11-2/h3-4H2,1-2H3

Upstream product

• 107-06-2 1,2-dichloro-ethane 
• 108-59-8 malonic acid dimethyl ester 
• 106-93-4 ethylene dibromide 
• 105-34-0 methyl 2-cyanoacetate 
• 107-21-1 ethylene glycol 
• 67-56-1 methanol 
• 598-10-7 cyclopropane-1,1-dicarboxylic acid 
• 247129-85-7 (2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate 

Downstream Products

• 127915-15-5 2-oxotetrahydrofuran-3-carboxylic acid methyl ester 
• 26717-67-9 dimethyl ethylmalonate 
• 187737-37-7 propene 
• 79-20-9 acetic acid methyl ester 
• 75-19-4 cyclopropane 
• 39590-81-3 [1-(hydroxymethyl)cyclopropyl]methanol 
• 848587-08-6 2-phenyl-3-thiophen-2-yl-[1,2]oxazinane-4,4-dicarboxylic acid dimethyl ester 
• 6914-80-3 1-(aminocarbonyl)-1-cyclopropanecarboxylic acid methyl ester 
• 113020-21-6 1,1-cyclopropanedicarboxylic acid monomethyl ester 
• 22059-21-8 aminocyclopropane-1-carboxylic acid 
• 6914-74-5 1-aminocarbonylcyclopropanecarboxylic acid 
• 942617-71-2 1-{3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5-hydroxy-4-phenyl-4,5-dihydro-isoxazol-5-yl}-cyclopropanecarboxylic acid methyl ester 
• 942617-72-3 1-{3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-phenyl-isoxazol-5-yl}-cyclopropanecarboxylic acid methyl ester 
• 942618-09-9 1-[5-hydroxy-3-(4-methoxy-phenyl)-4-phenyl-4,5-dihydro-isoxazol-5-yl]-cyclopropanecarboxylic acid methyl ester 

Relevant academic research and scientific papers

Preparation method of 1, 1-cycloalkane dicarboxylic acid and derivatives thereof

The invention discloses a preparation method of 1, 1-cycloalkane dicarboxylic acid and derivatives thereof, which at least comprises the following steps of: forming a mixed system from malonic acid or derivatives thereof, dihalogenated hydrocarbon, tert-butyl alcohol salt and a solvent in a reactor; AND according to the method, the raw material conversion rate and the product selectivity are improved, and side reactions are hardly generated.

A Spiroalkylation Method for the Stereoselective Construction of α-Quaternary Carbons and Its Application to the Total Synthesis of (R)-Puraquinonic Acid

Cyclic α-quaternary carbon stereocenters were prepared from biselectrophillic substrates and an easily prepared chiral bicyclic sulfonyl lactam. This was achieved in two steps by spiroalkylation, employing biphasic reaction conditions with a phase-transfer catalyst, followed by reduction and alkylation with a series of alkyl halide electrophiles. The products of this method were isolated in good yields with with high levels of diastereoselectivity. This methodology was employed in the enantioselective total synthesis of (R)-puraquinonic acid (1) for a late-stage installation of the α-quaternary carbon stereocenter. This enabled the shortest synthesis of 1 to date, an eight-pot sequence providing an overall yield of 14%.

Efficient synthesis of esters through oxone-catalyzed dehydrogenation of carboxylic acids and alcohols

Since esters are important organic synthesis intermediates, an environmentally friendly oxone catalyzed-esterification of carboxylic acids with alcohols has been developed. A series of carboxylic acid esters are obtained in high yield. This strategy requires mild reaction conditions, providing an attractive alternative for the construction of valuable carbonyl esters. Electron-rich and electron-deficient groups are compatible with the standard conditions and a variety of substrates are demonstrated. Moreover, the reaction could easily be adapted to typical prodrugs, drugs and gram-scale synthesis.

An efficient method for the synthesis of 2′,3′-nonsubstituted cycloalkane-1,3-dione-2-spirocyclopropanes using (2-bromoethyl)-diphenylsulfonium trifluoromethanesulfonate

An efficient and practical synthesis of 2′,3′-nonsubstituted cyclohexane-1,3-dione-2-spirocyclopropanes using a sulfonium salt was achieved. The reaction of 1,3-cyclohexanediones and (2-bromoethyl)diphenylsulfonium trifluoromethanesulfonate with powdered K2CO3 in EtOAc at room temperature (r.t.) provided the corresponding spirocyclopropanes in high yields. The synthetic method was also applied to 1,3-cyclopentanedione, 1,3-cycloheptanedione, 1,3-indanedione, acyclic 1,3-diones, ethyl acetoacetate, and Meldrum's acid.

Imidazolium salts as phase transfer catalysts for the dialkylation and cycloalkylation of active methylene compounds

The efficient synthesis of 1,1-disubstituted derivatives and the construction of cyclopropane and cyclopentane ring systems via dialkylation and cycloalkylation reactions of active methylene compounds using imidazolium salts as phase transfer catalyst is described. The dialkylation and cycloalkylation reactions of active methylene compounds in the presence of readily available imidazolium salts (ionic liquids) as phase transfer catalysts were performed to afford the respective dialkylated or cycloalkylated products. This method is very efficient for the synthesis of 1,1-disubstituted derivatives and cyclopropane and cyclopentane ring systems in a facile manner.

Process for the preparation of 1,1-cyclopropanedicarboxylic diesters

1,1-cyclopropanedicarboxylic diesters are prepared from malonic diesters, 1,2-dihaloethane and alkali metal carbonate in the presence of a mixture of available or in situ-produced phase transfer catalyst and polyalkylene glycol or derivatives thereof which are capped at one or both ends, in particular those with ether end groups, where the molar ratio of malonic diester: 1,2-dihaloethane: alkali metal carbonate is 1:(1 to 7):(1 to 1.4).

Process for the C-alkylation of malonic esters using phase-transfer agents

The invention relates to a process for the C-alkylation of dialkyl malonates, in which a dialkyl malonate is reacted with an alkyl halide in the presence of potassium carbonate as a hydrogen halide acceptor in an inert solvent, and a phase-transfer cataly

Practical large scale preparation of activated cyclopropanes

Simple and practical experimental conditions for the large scale preparation of activated cyclopropanes by K2CO3 promoted cycloalkylation of malonate precursors with 1,2-dibromoethane are described.

Formation of Cyclopropanes and Epoxides from Vinylselenonium Salts

Treatment of vinyl- and (5-oxo-1-cyclopentenyl)sulenonium tetrafluoroborates 2 and 4 with a variety of carboanions gives cyclopropane derivatives 3 and 5 in good yields.The reaction of vinylselenonium salt 2 with sodium alkoxides in the presence of aldehydes gives various kinds of glycidyl ethers 7 in excellent yields.The reaction of 2 with hydroxyacetone in the presence of K2CO3 affords cyclized products 8 and 9 together with the Michael addition product 10.

Synthesis and characterization of two-directional cascade molecules and formation of aqueous gels

Numerous two-directional cascade molecules (arborols) have been prepared via a simple two-step procedure. These cascade molecules have been abbreviated as [m]-n-[m] arborols, where m is the number of hydroxyl moieties on the cascade spherical surface and n is the number of methylenes connecting the cascade spheres. Several of the arborols in the [9]-n-[9] and [6]-n-[6] series form thermally reversible aqueous gels; properties of these gels are discussed. An aggregation model is proposed for the gel-forming molecules; preliminary molecular modeling calculations and electron micrograph data support this model.