112780-04-8

Usage

Uses

Used in Chemical Synthesis:
METHYL 4-HYDROXY-2-HEXYNOATE is used as a reagent for facilitating the microwave-assisted azide-alkyne cycloaddition in water. This application is crucial in the synthesis of various complex molecules and compounds, which can be utilized in pharmaceuticals, materials science, and other related fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, METHYL 4-HYDROXY-2-HEXYNOATE is used as a key intermediate in the synthesis of drugs and drug candidates. Its unique chemical properties allow for the development of novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Materials Science:
METHYL 4-HYDROXY-2-HEXYNOATE is also used in the development of new materials with specific properties, such as improved strength, flexibility, or chemical resistance. These materials can be applied in various industries, including automotive, aerospace, and electronics, where high-performance materials are required.
Used in Research and Development:
In the field of research and development, METHYL 4-HYDROXY-2-HEXYNOATE is employed as a valuable tool for exploring new chemical reactions and understanding the underlying mechanisms. This knowledge can lead to the discovery of new compounds and materials with potential applications in various industries.

Upstream product

• 123-38-6 propionaldehyde 
• 922-67-8 propynoic acid methyl ester 
• 600678-32-8 methyl 4-{[(1E)-3-methoxy-3-oxo-1-propenyl]oxy}-2-hexynoate 

Downstream Products

• 1562377-27-8 C₃₂H₃₉NO₆Si 
• 1279015-33-6 (S)-5-(1,1-difluoropropyl)-2-(3'-isopropylbiphenyl-3-yloxymethyl)-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one 
• 1278585-40-2 toluene-4-sulfonic acid (S)-5-(1,1-difluoro-propyl)-7-oxo-2,3-dihydro-7H-oxazolo[3,2-a]pyrimidin-2-ylmethyl ester 
• 119648-14-5 1,4-dimethyl-5,6-diphenyl-3-propionylbicyclo<2.2.1>hepta-2,5-diene-2-carboxamide 
• 90407-90-2 1,4-dimethyl-5,6-diphenyl-3-propionylbicyclo<2.2.1>hepta-2,5-diene-2-carbonitrile 
• 797762-76-6 3-((Z)-4-methoxy-3-(benzyldimethylsilyl)-2-hexenoyl)-2-oxazolidinone 
• 797762-93-7 (Z)-3-(Benzyl-dimethyl-silanyl)-4-methoxy-hex-2-enoic acid methyl ester 
• 797762-94-8 (Z)-3-(Benzyl-dimethyl-silanyl)-4-methoxy-hex-2-enoic acid 

Relevant academic research and scientific papers

Efficient domino process based on the catalytic generation of non-metalated, conjugated acetylides in the presence of aldehydes or activated ketones

The extremely mild and highly efficient catalytic generation of non-metalated, conjugated acetylides is reported. These acetylides are used to generate enol-protected functionalized propargylic alcohols 1, 1,3-dioxolane compounds 2, or 3,4,5-trisubstituted 4,5-dihydrofurans 4 through serial multibond-forming processes. The method calls for a nucleophile (a tertiary amine or phosphine) as a chemical activator, a conjugated terminal acetylene as the acetylide source, and an aldehyde or activated ketone as the electrophilic partner. The chemical outcome of this process depends on the nature of the nucleophile, the temperature, stoichiometry and solvent, and it can be tailored selectively by the appropriate choice of the experimental conditions.

Microwave-Assisted Organocatalyzed Rearrangement of Propargyl Vinyl Ethers to Salicylaldehyde Derivatives: An Experimental and Theoretical Study

The microwave-assisted imidazole-catalyzed transformation of propargyl vinyl ethers (PVEs) into multisubstituted salicylaldehydes is described. The reaction is instrumentally simple, scalable, and tolerates a diverse degree of substitution at the propargylic position of the starting PVE. The generated salicylaldehyde motifs incorporate a broad range of topologies, spanning from simple aromatic monocycles to complex fused polycyclic systems. The reaction is highly regioselective and takes place under symmetry-breaking conditions. The preparative power of this reaction was demonstrated in the first total synthesis of morintrifolin B, a benzophenone metabolite isolated from the small tree Morinda citrifolia L. A DFT study of the reaction was performed with full agreement between calculated values and experimental results. The theoretically calculated values support a domino mechanism comprising a propargyl Claisen rearrangement, a [1,3]-H shift, a [1,7]-H shift (enolization), a 6π electrocyclization, and an aromatization reaction.

Base-catalyzed highly stereoselective conversion of γ-hydroxy- α,β-acetylenic esters to γ-acetoxy dienoates

γ-Hydroxy-α,β-acetylenic esters can be conveniently prepared from the reaction of methyl propiolate with aldehydes in the presence of ZnEt2 and N-methylimidazole at room temperature. It is discovered that the γ-hydroxy-α,β-acetylenic esters can

Alkyne hydrosilylation catalyzed by a cationic ruthenium complex: Efficient and general trans addition

The complex [Cp*Ru(MeCN)3]PF6 is shown to catalyze the hydrosilylation of a wide range of alkynes, Terminal alkynes afford access to α-vinylsilane products with good regioselectivity. Deuterium labeling studies indicate a clean trans

Synthesis and antifungal activity evaluation of 3-hetaryl-2,5-dihydrofuran-2-ones. An unusual fragmentation of the oxazole ring via 2,3-selenoxide shift

In continuing the studies on the synthesis and evaluation of antifungal activity of the analogues of (-)incrustoporine, the replacement of the phenyl moiety at C3 of the furanone ring with a hetaryl substituent was considered. Thus, a series of 5-alkyl-3-hetaryl-2,5-dihydrofuran-2-ones with the thienyl, furyl and thiazolyl moieties attached to C3 was synthesized, and the compounds subjected to antifungal activity screening. In the preparation of compounds containing the oxazolyl fragment, the [2,3]-sigmatropic rearrangement led to the fragmentation of the oxazole ring, resulting in the formation of 3-(1-benzamido-2-oxoethylidene)-5-methyltetrahydrofuran-2-one. Somewhat surprisingly, the antifungal efficiency of the derivatives was lower in comparison with analogues containing a substituted phenyl at C3.