941-43-5

Usage

Uses

Used in Organic Synthesis:
Ethyl 2-methyl-1,3-dioxolane-2-propionate is used as a synthetic intermediate for the preparation of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows for a wide range of chemical reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Fragrance Industry:
Ethyl 2-methyl-1,3-dioxolane-2-propionate is used as a fragrance ingredient in the perfumery industry. Its pleasant aroma and stability make it suitable for use in a variety of fragrance formulations, including fine fragrances, personal care products, and household products.
Used in Flavor Industry:
In the flavor industry, ethyl 2-methyl-1,3-dioxolane-2-propionate is used as a flavoring agent to impart a fruity and sweet taste to food and beverage products. Its ability to enhance the flavor profile of various products makes it a popular choice among flavor chemists.
Used in Polymer Industry:
Ethyl 2-methyl-1,3-dioxolane-2-propionate is used as a monomer in the synthesis of polymers, such as polyethers and polyesters. These polymers find applications in various industries, including automotive, textiles, and packaging, due to their excellent mechanical properties and chemical resistance.
Used in Cosmetic Industry:
In the cosmetic industry, ethyl 2-methyl-1,3-dioxolane-2-propionate is used as a solvent and viscosity modifier in various cosmetic formulations, such as creams, lotions, and shampoos. Its ability to dissolve a wide range of cosmetic ingredients and adjust the viscosity of formulations makes it a valuable component in the development of cosmetic products.

InChI:InChI=1/C9H16O4/c1-3-11-8(10)4-5-9(2)12-6-7-13-9/h3-7H2,1-2H3

Upstream product

• 107-21-1 ethylene glycol 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 123-76-2 levulinic acid 
• 56-81-5 glycerol 
• 13175-68-3 1,2-bis (triethylsilyloxy) ethane 
• 78932-46-4 2-Methoxy-2-methyl-cyclopropanecarboxylic acid ethyl ester 
• 126-39-6 2-ethyl-2-methyl-1,3-dioxolane 

Downstream Products

• 73880-82-7 1-(2-Oxocyclohexyl)-1,4-pentandion 

Relevant academic research and scientific papers

Design, synthesis and anti-rheumatoid arthritis evaluation of double-ring conjugated enones

Four series of double-ring conjugated enones were designed, synthesized and studied for the inhibition of synovial cell activity through the modification of Dysodensiol K core structure, double-ring, double-bond and double-carbonyl groups. For in vitro synovial cell assay of rats, compound 151 and 168 exhibited good inhibitory activities, with IC50 values of 2.71 ± 0.18 and 2.68 ± 0.16 μM respectively. At the same time, the LDH release and LD50 test results revealed that the target compounds were low cytotoxicity and acute toxicity. For in vivo CIA model test through the oral administration, compounds 151 and 168 were exhibited similar effect to positive control group methotrexate.

Synthesis, activity and mechanism for double-ring conjugated enones

The relationship between TLR4 and inflammation-related diseases has been paid more and more attention. The studies have shown that TLR4/NF-κB signaling pathway plays an important role in the transmission of inflammatory signals. A large number of pro-inflammatory factors, chemokines, adhesion factors, TLR4 and its ligands interact with each other, and jointly promote the development of diseases. In this work, 8 target compounds were synthesized to screen the inhibitory activity of TLR4 in vitro. The results of TLR4 inhibition test in vitro showed that the double-ring conjugated enones had a good inhibitory activity, and the IC50 value of compound 4f was 0.56 ± 0.10 μM, and it was superior to the positive control methotrexate. To further study the anti-inflammatory effect and mechanism of double-ring conjugated enones by using LPS induced rat synovial cell inflammation model. The results of the mechanism test showed that compound 4f could effectively promote the apoptosis of rat synovial cells, and the mechanism might be related to the up-regulation of the expression of apoptosis-related protein Caspase-3. In addition, compound 4f could significantly inhibit the increase of inflammatory factors TNF-α, IL-1β and IL-6 in rat synovial cells induced by LPS, showing a good anti-inflammatory activity. In the TLR4/NF-κB signaling pathway test of rat synovial cells, compound 4f can effectively regulate the expression levels of TLR4, MyD88, NF-κB and IκB related proteins in TLR4/NF-κB signaling pathway, which may be due to its inhibition of LPS-induced inflammation in rat synovial cells. At the same time, it inhibits the abnormal proliferation of cells and its important mechanism promoted of apoptosis.

A Catalytic Asymmetric Ene Reaction for Direct Preparation of α-Hydroxy 1,4-Diketones as Intermediates in Natural Product Synthesis

Asymmetric access to α-hydroxy-1,4-diketones has been achieved by direct ene coupling of silyl enol ethers with glyoxal electrophiles, mediated by a chiral N, N ′-dioxide-nickel(II) complex catalyst. Successful union of a polyketide silyl enol ether with an α-quaternary glyoxal, generated by dioxirane oxidation of an α-diazo ketone, models a proposed C 5 -C 6 disconnection of the polyketide and spirocyclic imine domains of the marine natural product, portimine.

(5 E/ Z,7 E,9)-Decatrien-2-ones, Pineapple-like Flavors from Fomitopsis betulina - Structure Elucidation and Sensorial Properties

During the cultivation of the edible mushroom Fomitopsis betulina on agro-industrial side streams, a pleasant flavor strongly reminiscent of pineapple was perceived. Aroma extract dilution analyses identified two flavor components with a distinct pineapple odor. On the basis of mass spectrometric data, a Wittig reaction of (E)-penta-2,4-dien-1-yltriphosphonium bromide with ethyl levulinate was conducted. The resulting (5E/Z,7E,9)-decatrien-2-ones were identical to the compounds isolated from the fungal culture. Some structurally related methyl ketones were synthesized, confirmed by nuclear magnetic resonance and mass spectrometry, and their odor was characterized. The lowest odor threshold and most characteristic pineapple-like odor was found for (5Z,7E,9)-decatrien-2-one. Global minimum energy calculation of the methyl ketones and the comparison to (1,3E,5Z)-undecatriene, a character impact compound of fresh pineapple, showed that a chain length of at least 10 carbon atoms and a terminal double bond embedded in a "L"-shaped conformation were common to compounds imparting an intense pineapple-like odor. Both (5E/Z,7E,9)-decatrien-2-ones have not been described as natural flavor compounds.

Esterification and ketalization of levulinic acid with desilicated zeolite β and pseudo-homogeneous model for reaction kinetics

To maximize the production of esters (E), keto (K) and keto-ester (KE) by esterification and ketalization of levulinic acid (LA) has been reacted using diols such as 1,2-propane diol (PDOL),1,2-ethane diol (EDOL), and 1,2,3-propane triol or glycerol (TRIOL) with desilicated Hβ. This work aims to assess the conversion and selectivity for the production of esters using conventional and microwave-irradiated (MWI) reactors. Catalysts characterizations were performed using NH3-temperature programme desorption, Brunauer, Emmett and Teller surface area (BET), Barrett, Joyner, and Halenda (BJH), scanning electron microscope, transmission electron microscope, and dynamic light scattering. Operating parameters such as reaction temperature (170–180°C), reaction time (20–80?min), feed composition (LA:PDOL/EDOL/TRIOL, 1:8/10/12), and microwave energy (300–500 watt) have been systematically investigated. Note that 99–100% conversion was achieved with the product selectivity of E (40%), K (30%), and KE (30%) with1,2-EDOL; E (56%), K (2%), and KE (17%) with 1,2-PDOL; E (69%), K(0%), and KE (22%) with TRIOL using D-Hβ as a solid catalyst in an MWI reactor. Reaction paths and kinetics were studied using pseudo-homogeneous (PH) model.

Ni-Catalyzed Regioselective β,δ-Diarylation of Unactivated Olefins in Ketimines via Ligand-Enabled Contraction of Transient Nickellacycles: Rapid Access to Remotely Diarylated Ketones

We disclose a [(PhO)3P]/NiBr2-catalyzed regioselective β, δ-diarylation of unactivated olefins in ketimines with aryl halides and arylzinc reagents. This diarylation proceeds at remote locations to the carbonyl group to afford, after simple H+ workup, diversely substituted β, δ-diarylketones that are otherwise difficult to access readily with existing methods. Deuterium-labeling and crossover experiments indicate that diarylation proceeds by ligand-enabled contraction of transient nickellacycles.

Heterogeneous catalysis for the ketalisation of ethyl levulinate with 1,2-dodecanediol: Opening the way to a new class of bio-degradable surfactants

The acid-catalysed ketalisation between ethyl levulinate and two different alkyl 1,2-diols (ethylene glycol and 1,2-dodecanediol) was investigated using different acid catalysts, e.g. p-toluensolfonic acid, Amberlyst 70, zeolite H-ZSM-5, and niobium phosphate. Good activity and recyclability were achieved in the reaction with ethylene glycol catalysed by niobium phosphate. Very promising results (both in diol conversion and in selectivity towards the desired ketal) were ascertained in the reaction with the longer-chain 1,2-dodecanediol catalysed by heterogeneous catalysts. The alkaline hydrolysis of the synthetised long-chain ketal ester allowed us to obtain a new green surfactant, with surface tension values falling in the range of the commercial anionic ones.

GGA DERIVATIVES

This invention relates to geranylgeranyl acetone (GGA) derivatives, pharmaceutical compositions comprising GGA derivatives and the use of GGA derivatives.

METHODS FOR TREATING NEURON DAMAGE

This invention relates to the use of geranylgeranyl acetone (GGA), its isomers, and GGA derivatives in a method for for treating a disease in a subject mediated in part by miRNA-378 or miRNA-711 increased activity comprising administering to the subject a therapeutically effective amount of 5-trans-GGA or a derivative thereof.

GGA AND GGA DERIVATIVES COMPOSITIONS THEREOF AND METHODS FOR TREATING NEURODEGENERATIVE DISEASES INCLUDING PARALYSIS INCLUDING THEM

This invention relates to geranylgeranyl acetone (GGA) derivatives and the use of GGA, its isomers, and GGA derivatives in methods for inhibiting neural death, increasing neural activity, increasing axon growth and cell viability, and increasing the survival rate of subjects administered the GGA or GGA derivatives.