151864-81-2

Usage

Uses

Used in Fragrance Industry:
3-(4-Carboethoxy)phenyl propanal is used as a fragrance ingredient for its pleasant aroma, contributing to the scent profiles of various products.
Used as a Flavoring Agent in Food Products:
In the food industry, 3-(4-Carboethoxy)phenyl propanal is used as a flavoring agent to enhance the taste and aroma of different food items.
Used in Perfume Production:
3-(4-Carboethoxy)phenyl propanal is utilized as a key component in the creation of perfumes, adding to their unique and appealing scents.
Used in Cosmetics and Personal Care Products:
3-(4-Carboethoxy)phenyl propanal is also used in the formulation of cosmetics and other personal care products, where its aromatic properties enhance the sensory experience for consumers.
Used in Pharmaceutical Research:
3-(4-Carboethoxy)phenyl propanal has been studied for its potential pharmacological properties, such as antioxidant and antimicrobial activities, indicating its use in research and development for medicinal applications.
Overall, 3-(4-Carboethoxy)phenyl propanal is a versatile compound with applications spanning across fragrances, food, cosmetics, personal care products, and pharmaceuticals, valued for its aromatic and functional attributes.

InChI:InChI=1/C12H14O3/c1-2-15-12(14)11-7-5-10(6-8-11)4-3-9-13/h5-9H,2-4H2,1H3

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 107-18-6 allyl alcohol 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 3054-95-3 acrylaldehyde diethyl acetal 

Downstream Products

• 259145-25-0 4-(3-hydroxy-4-nitrobutyl)benzoic acid ethyl ester 
• 433726-44-4 4-[2-(6-oxo-6,7,8,9-tetrahydro-2,7,9a-triaza-benzo[cd]azulen-1-yl)-ethyl]-benzoic acid ethyl ester 
• 1027288-30-7 C₄₄H₄₃Cl₃N₂O₄S 
• 1233676-36-2 C₂₁H₃₂O₂ 
• 1449418-71-6 (R)-2-ethoxycarbonyl-3-(4-ethoxycarbonylphenyl)pentane-1,5-dioic acid 1-ethyl ester 5-ethyl ester 
• 1449418-57-8 (R)-2-(3-oxo-1-(4-ethoxycarbonylphenyl)propyl)malonic acid diethyl ester 

Relevant academic research and scientific papers

Radical Carbonyl Propargylation by Dual Catalysis

Carbonyl propargylation has been established as a valuable tool in the realm of carbon–carbon bond forming reactions. The 1,3-enyne moiety has been recognized as an alternative pronucleophile in the above transformation through an ionic mechanism. Herein, we report for the first time, the radical carbonyl propargylation through dual chromium/photoredox catalysis. A library of valuable homopropargylic alcohols bearing all-carbon quaternary centers could be obtained by a catalytic radical three-component coupling of 1,3-enynes, aldehydes and suitable radical precursors (41 examples). This redox-neutral multi-component reaction occurs under very mild conditions and shows high functional group tolerance. Remarkably, bench-stable, non-toxic, and inexpensive CrCl3 could be employed as a chromium source. Preliminary mechanistic investigations suggest a radical-polar crossover mechanism, which offers a complementary and novel approach towards the preparation of valuable synthetic architectures from simple chemicals.

Three-Component, Interrupted Radical Heck/Allylic Substitution Cascade Involving Unactivated Alkyl Bromides

Developing efficient and selective strategies to approach complex architectures containing (multi)stereogenic centers has been a long-standing synthetic challenge in both academia and industry. Catalytic cascade reactions represent a powerful means of rapidly leveraging molecular complexity from simple feedstocks. Unfortunately, carrying out cascade Heck-type reactions involving unactivated (tertiary) alkyl halides remains an unmet challenge owing to unavoidable β-hydride elimination. Herein, we show that a modular, practical, and general palladium-catalyzed, radical three-component coupling can indeed overcome the aforementioned limitations through an interrupted Heck/allylic substitution sequence mediated by visible light. Selective 1,4-difunctionalization of unactivated 1,3-dienes, such as butadiene, has been achieved by employing different commercially available nitrogen-, oxygen-, sulfur-, or carbon-based nucleophiles and unactivated alkyl bromides (>130 examples, mostly >95:5 E/Z, >20:1 rr). Sequential C(sp3)-C(sp3) and C-X (N, O, S) bonds have been constructed efficiently with a broad scope and high functional group tolerance. The flexibility and versatility of the strategy have been illustrated in a gram-scale reaction and streamlined syntheses of complex ether, sulfone, and tertiary amine products, some of which would be difficult to access via currently established methods.

Photocatalytic Reductive Radical-Polar Crossover for a Base-Free Corey–Seebach Reaction

A metal-free generation of carbanion nucleophiles is of prime importance in organic synthesis. Herein we report a photocatalytic approach to the Corey–Seebach reaction. The presented method operates under mild redox-neutral and base-free conditions giving the desired product with high functional group tolerance. The reaction is enabled by the combination of photo- and hydrogen atom transfer (HAT) catalysis. This catalytic merger allows a C?H to carbanion activation by the abstraction of a hydrogen atom followed by radical reduction. The generated nucleophilic intermediate is then capable of adding to carbonyl electrophiles. The obtained dithiane can be easily converted to the valuable α-hydroxy carbonyl in a subsequent step. The proposed reaction mechanism is supported by emission quenching, radical–radical homocoupling and deuterium labeling studies as well as by calculated redox-potentials and bond strengths.

Ligand-Controlled Regiodivergent Silylation of Allylic Alcohols by Ni/Cu Catalysis for the Synthesis of Functionalized Allylsilanes

The first Ni/Cu-catalyzed regiodivergent synthesis of allylsilanes directly from allylic alcohols through modulating the steric and electronic properties of the ligands on the nickel catalyst has been developed. Good yields and excellent selectivity were obtained regardless of whether linear or α-branched allylic alcohols were utilized. Mechanistic studies indicate that an allyloxyboronate species is formed during the reaction, which likely serves as an activated intermediate toward the oxidative addition of the C(allyl)-O bond.

Continuous preparing method of aryl propionic aldehyde compound

The invention discloses a continuous preparing method of an aryl propionic aldehyde compound. The method includes the following step of making a compound shown in the formula A and a compound shown inthe formula B have a reaction shown as follows in a tubular reactor in a solvent under the effect of a palladium catalyst, ligand and an organic base to prepare a compound shown in the formula C. Thepreparing method shortens the reaction time, reduces the consumption of the catalyst, is high in safety, ensures the product quality, reduces the cost, reduces the generation of a byproduct (tar), and is more suitable for industrial production.

N-Functionalised TsDPEN catalysts for asymmetric transfer hydrogenation; Synthesis and applications

A series of Ru(II)/arene complexes containing N-alkylated derivatives of TsDPEN were prepared and tested in the asymmetric transfer hydrogenation (ATH) of ketones. The results demonstrated that a wide variety of functionality were tolerated on the basic amine of the TsDPEN ligand, without significantly disrupting the ability of the catalyst to catalyse hydrogen transfer reactions.

Discovery of 5-substituted pyrrolo[2,3- d ]pyrimidine antifolates as dual-acting inhibitors of glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase in de novo purine nucleotide biosynthesis: Implications of inhibiting 5-aminoimidazole-4- carboxamide ribonucleotide formyltransferase to AMPK activation and antitumor activity

We synthesized 5-substituted pyrrolo[2,3-d]pyrimidine antifolates (compounds 5-10) with one-to-six bridge carbons and a benozyl ring in the side chain as antitumor agents. Compound 8 with a 4-carbon bridge was the most active analogue and potently inhibited proliferation of folate receptor (FR) α-expressing Chinese hamster ovary and KB human tumor cells. Growth inhibition was reversed completely or in part by excess folic acid, indicating that FRα is involved in cellular uptake, and resulted in S-phase accumulation and apoptosis. Antiproliferative effects of compound 8 toward KB cells were protected by excess adenosine but not thymidine, establishing de novo purine nucleotide biosynthesis as the targeted pathway. However, 5-aminoimidazole-4-carboxamide (AICA) protection was incomplete, suggesting inhibition of both AICA ribonucleotide formyltransferase (AICARFTase) and glycinamide ribonucleotide formyltransferase (GARFTase). Inhibition of GARFTase and AICARFTase by compound 8 was confirmed by cellular metabolic assays and resulted in ATP pool depletion. To our knowledge, this is the first example of an antifolate that acts as a dual inhibitor of GARFTase and AICARFTase as its principal mechanism of action.

Cobalt-catalyzed 1,4-hydrobutadienylation of 1-aryl-1,3-dienes with 2,3-dimethyl-1,3-butadiene

Round and round the olefin goes! A cobalt-catalyzed 1,4- hydrobutadienylation of a 1-aryl-substituted 1,3-diene with 2,3-dimethyl-1,3- butadiene yields 1,3,6-triene derivatives in excellent yield and chemoselectivity. The application of a bulky ligand (SchmalzPhos) leads to the selective formation of a single regio- and stereoisomer. Copyright

Symmetrie macrocycles by a prins dimerization and macrocyclization strategy

A tandem dimerization/macrocyclization reaction utilizing the Prins cyclization has been developed. This reaction develops molecular complexity through the formation of highly substituted dimeric tetrahydropyran macrocycles. Mild conditions utilizing rhen

NEW CLASSICAL ANTIFOLATES

The present invention is directed to antifolate compounds having the structure of formula (I). wherein: X is CHR9 or NR9; Y1, Y2, and Y3 independently are O or S; V1 and V2 independently are O, S, or NZ; Z is H, optionally substituted alkyl, optionally su