1126-51-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Carbethoxybutyrolactone,γ-Carboethoxy-γ-butyrolactone is used as a reagent in organic synthesis for the development of pharmaceutical compounds. Its unique chemical structure allows for the creation of various drug molecules, contributing to the advancement of medicinal chemistry.
Used in Agricultural Industry:
In the agricultural sector, 4-Carbethoxybutyrolactone,γ-Carboethoxy-γ-butyrolactone serves as a precursor for the synthesis of other organic compounds that can be used in the development of agrochemicals, such as pesticides and herbicides. Its versatility in organic synthesis enables the creation of effective and targeted agricultural products.
Used in Industrial Applications:
4-Carbethoxybutyrolactone,γ-Carboethoxy-γ-butyrolactone is utilized in various industrial applications due to its solubility in water and organic solvents. It can be used as a starting material for the synthesis of other compounds that find use in different industries, such as the production of specialty chemicals, coatings, and adhesives.
It is crucial to note that the handling and use of 4-Carbethoxybutyrolactone,γ-Carboethoxy-γ-butyrolactone should be done with proper safety measures in place to minimize any potential hazards associated with this chemical compound.

InChI:InChI=1/C7H10O4/c1-2-10-7(9)5-3-4-6(8)11-5/h5H,2-4H2,1H3

Upstream product

• 21461-84-7 (2S)-tetrahydro-5-oxofuran-2-carboxylic acid 
• 64-17-5 ethanol 
• 141-78-6 ethyl acetate 
• 21461-85-8 (S)-(+)-tetrahydro-5-oxo-2-furancarboxylic acid methyl ester 
• 5965-53-7 diethyl 2-ketoglutarate 
• 56-86-0 L-glutamic acid 
• 13095-48-2 L-hydroxyglutaric acid 
• 69134-53-8 (+/-)-diethyl 2-hydroxypentandioate 
• 328-50-7 α-ketoglutaric acid 

Downstream Products

• 111171-66-5 6-tert-Butoxycarbonylmethyl-2,3-dihydroxy-benzoic acid tert-butyl ester 
• 111171-67-6 2-tert-Butoxycarbonylmethyl-3,6-dihydroxy-benzoic acid tert-butyl ester 
• 124563-39-9 2-tert-Butoxycarbonylmethyl-5-hydroxy-6-oxo-cyclohex-1-enecarboxylic acid tert-butyl ester 
• 124563-38-8 2-tert-Butoxycarbonylmethyl-3-hydroxy-6-oxo-cyclohex-1-enecarboxylic acid tert-butyl ester 
• 1126-51-8 (S)-(+)-tetrahydro-5-oxo-2-furancarboxylic acid ethyl ester 
• 33019-03-3 (R)-(-)-tetrahydro-5-oxo-2-furancarboxylic acid ethyl ester 
• 147058-30-8 TRANS-2R-CARBOETHOXY-5-HYDROXYTETRAHYDROFURAN 
• 155768-47-1 -Ethyl 2-hydroxy-5-<<5-(4-methoxyphenyl)-4-pentenyl>amino>-5-oxopentanoate 
• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 
• 1309671-55-3 C₆₇H₆₃N₂O₅P 
• 1309671-42-8 (S)-1-(benzyloxy)-5-(pyren-1-yl)pentan-2-ol 
• 1309671-49-5 (S)-5-(benzyloxy)-1,1-(dipyren-1-yl)pentan-1,4-diol 
• 1309671-51-9 (S)-1-(benzyloxy)-5,5-(dipyren-1-yl)pentan-2-ol 
• 1309671-44-0 (S)-1-[bis(4-methoxyphenyl)phenylmethoxy]-5-(pyren-1-yl)pentan-2-ol 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of optically active 4-methyl-tetrahydro-5-oxo- 2-furancarboxylic acids and esters

Enantiomerically pure 4-methyl-tetrahydro-5-oxo-2-furancarboxylic acids and esters are prepared by enzymatic resolution of the chiral racemic esters. Their stereochemistry as well as their absolute configurations have been established by chemical correlation. The influence of the alkoxycarbonyl group at C-2 and that of the methyl group at C-4 on the sign of the Cotton effect in their CD spectra have been investigated. Formation of enantiomerically pure hydroxydiesters, precursors of the above-mentioned γ- lactones, by baker's yeast reduction of the corresponding ketodiesters was unsatisfactory. (C) 2000 Elsevier Science Ltd.

ABSOLUTE CONFIGURATION OF ELDANOLIDE, THE WING GLAND PHEROMONE OF THE MALE AFRICAN CANE BORER, ELDANA SACCHARINA (WLK.) SYNTHESES OF ITS (+) AND (-) ENANTIOMERS.

Eldanolide 1, a novel terpenoid lactone pheromone, was shown to have (3S,4R) configuration by synthesis of both enantiomers and comparison of their CD with the natural pheromone.

Asymmetric synthesis of alkyl 5-oxotetrahydrofuran-2-carboxylates by enantioselective hydrogenation of dialkyl 2-oxoglutarates over cinchona modified Pt/Al2O3 catalysts

The first direct asymmetric synthesis of chiral alkyl 5- oxotetrahydrofuran-2-carboxylates (up to 96% ee), which are important building blocks in the synthesis of natural products by heterogeneous cinchona-modified Pt-catalyzed hydrogenation of α-ketoglutaric acid esters and subsequent cyclization of hydroxy esters is described.

Diastereocontrol in Glycosylation Reactions: Synthesis of β-D and β-L Dideocytidine Analogues

Expeditious and diastereoselective total syntheses of the antiviral agents, β-L-ddC, β-L-5FddC and β-D-5FddC have been achieved in four steps from commercially available R-(-)-5-oxo-2-tetrahydrofurancarboxylic and its 2S isomer respectively.

Ring-opened 4-hydroxy-δ-valerolactone subunit as a key structural fragment of polyesters that degrade without acid formation

Random copolymers of ?-caprolactone with O-benzyl-protected 4-hydroxy- or 2,4-dihydroxy-δ-valerolactone after hydrogenation form γ-hydroxy functionalized polyesters that degrade via the cyclization to γ-butyrolactone fragments without carboxylic acid formation.

Pyrene intercalating nucleic acids with a carbon linker

We have synthesized a carbon linker analogue of INA (oligonucleotides containing insertions of 1-O-(1-pyrenylmethyl)glycerol). Thermal stability studies showed an increase in melting temperature in favor of the carbon linker analogue. We also synthesized a carbon linker analogue with two pyrenes geminally attached. Fluorescence studies of this intercalating nucleic acid with the pyrene moieties inserted as a bulge showed formation of an excimer band. When a mismatch was introduced at the site of the intercalator, an excimer band was formed for the destabilized duplexes whereas an exciplex band was observed when the stability of the duplex was retained. Copyright Taylor and Francis Group, LLC.

Combination strategy using pure enzymes and whole cells as biocatalysts for the preparation of 2-hydroxyesters and lactones from 2-oxoglutaric acid

An innovative combination strategy that uses pure enzymes and whole microbial cells in the same process was used to prepare enantiomerically pure 3-carboxyalkyl-γ-butyrolactones and several alkyl esters of 2-hydroxyglutarate from 2-oxoglutaric acid. An innovative combination strategy that uses pure enzymes and whole microbial cells in the same process was used to prepare enantiomerically pure 3-carboxyalkyl-γ-butyrolactones and several alkyl esters of 2-hydroxyglutarates from 2-oxoglutaric acid. The method involves two consecutive biocatalytic steps. The first step, which converts the 2-oxoglutaric acid into the corresponding dialkyl esters, was catalyzed by a lipase. Then in the second step, by microbial reduction of the dialkyl-2-oxoglutarates, it is possible to obtain 3-carboxyalkyl-γ- butyrolactones or 2-hydroxyesters depending on the length of the chain in the alkyl moiety of the esters and on the fresh or lyophilized status of the cells.

Enantiomerically pure tetrahydro-5-oxo-2-furancarboxylic esters from dialkyl 2-oxoglutarates

Enantiomerically pure tetrahydro-5-oxo-2-furancarboxylic esters can be prepared either by enzymatic resolution of the racemic γ-lactones themselves or by bioreduction with baker's yeast of dialkyl 2-oxoglutarates and subsequent cyclization of the resulting dialkyl 2-hydroxyglutarates. The best results were obtained by the former route, by which the desired compounds were isolated in high enantiomeric excess. Bioreductions were less satisfactory. In fact the hydroxyester intermediates were initially formed as racemic mixtures and their final enantiomeric enrichment was reached by asymmetric destruction, occurring in the bioreaction medium, however at the same time large amounts of alkyl 4-hydroxybutanoates were formed as side products.

Processes for the diastereoselective synthesis of nucleoside analogues

The present invention relates to highly diastereoselective processes for production of cis-nucleosides and nucleoside analogues and derivatives in high optical purity, and intermediates useful in those processes.

Stereochemical control in microbial reduction. Part 31: Reduction of alkyl 2-oxo-4-arylbutyrates by baker's yeast under selected reaction conditions

Treatment of baker's yeast with phenacyl chloride in an aqueous-organic solvent has been proven to be an effective method of inhibiting the enzymes that afford (S)-enantiomers of α-hydroxy esters in the reduction of α-keto esters. The procedure is effective for the whole-cell system to produce the (R)-product with high chemical yield and high enantiomeric excess.