1073-11-6

Usage

Uses

1. Used in Pharmaceutical Industry:
Dihydro-5-methyl-5-vinylfuran-2(3H)-one is used as an intermediate in the synthesis of γ-CEHC (C249200) for its role in the production of Vitamin E. Vitamin E is essential for various biological functions, including antioxidant activity and maintaining the integrity of cell membranes.
2. Used in Flavor and Fragrance Industry:
Dihydro-5-methyl-5-vinylfuran-2(3H)-one is used as a fragrance ingredient for its floral aroma. It contributes to the creation of various scents in the perfumery and cosmetics industry, enhancing the sensory experience of products.
3. Used in Food and Beverage Industry:
Dihydro-5-methyl-5-vinylfuran-2(3H)-one is used as a flavor enhancer in the food and beverage industry. Its floral aroma can be utilized to add a pleasant and distinct taste to various products, such as beverages, confectionery, and other food items.
4. Used in Nutraceutical Industry:
Dihydro-5-methyl-5-vinylfuran-2(3H)-one is used as a component in the synthesis of Vitamin E, which has various health benefits. It can be incorporated into nutraceutical products, such as dietary supplements and functional foods, to support overall health and well-being.
5. Used in Agricultural Industry:
Dihydro-5-methyl-5-vinylfuran-2(3H)-one can be used in the agricultural industry as a natural compound with potential applications in pest control or as a component in the development of biopesticides, leveraging its unique chemical properties.

InChI:InChI=1/C7H10O2/c1-3-7(2)5-4-6(8)9-7/h3H,1,4-5H2,2H3

Upstream product

• 60047-17-8 2-methyl-5-(2'-propyl-2'-hydroxy)-2-vinyltetrahydrofuran 
• 67304-14-7 2-methyl-2-vinyl-5-isopropylidenetetrahydrofuran 
• 1826-67-1 vinyl magnesium bromide 
• 3536-96-7 vinylmagnesium chloride 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 71328-53-5 5-(1'-bromo-1'-methyl) ethyl-2-methyl-2-vinyltetrahydrofurane 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 

Downstream Products

• 178167-77-6 racemic 2,7,8-trimethyl-2-(β-carboxyethyl) chroman 
• 4072-32-6 racemic 2,5,7,8-tetramethyl-2-(β-carboxyethyl)-6-hydroxy chroman 
• 1091618-53-9 C₁₇H₁₉NO₄ 
• 1091618-50-6 C₁₇H₁₉NO₄ 
• 3121-68-4 2,3,5-trimethyl-6-(2-(2-methyl-5-oxotetrahydrofuran-2-yl)ethyl)cvclohexa-2,5-diene-1,4-dione 
• 18794-84-8 (E)-β-farnesene 

Relevant academic research and scientific papers

Stereoselective synthesis of 1-methyl-1,2-and 1,3-cyclopentanediols via γ-lactones

A method for the synthesis of 1-methylcarbapentofuranose derivatives was developed, where 1,2-cis- and 1,2-trans-4-hydroxymethyl-1- methylcyclopentanediols were obtained from intramolecular opening of a 4-epoxy-4-methyl-γ-lactone. An intramolecular aldol reaction of 4-methyl-4-(2-oxoethyl)-γ-lactone derivatives yielded 1,3-cis- and 1,3-trans-4-hydroxymethyl-1-methylcyclopentanediols.

OXIDATION OF TETRAHYDROFURAN METHANOL DERIVATIVES WITH PYRIDINIUM CHLOROCHROMATE: A FACILE SYNTHESIS OF γ-BUTYROLACTONES

Treatment of a number of tetrahydrofuran methanol derivatives with pyridinium chlorochromate led to the formation of the corresponding γ-butyrolactones with the loss of one or more carbon atoms in good yields under mild reaction conditions.

Palladium-Catalyzed Cyclization of Free Hydroxyalkenoic Acids: Regio- and Chemoselective Access to Methylene Lactones

A general and collective synthesis of medium-sized methylene lactones via controlled cyclizations of easily accessible collective precursors is described. The rapid composition of key–hydroxyalkenoic acid scaffold yields an assembly of oxocanones, oxepanones, and pyranones in a regioselective and stereodirected fashion via palladium-catalyzed cyclization. (Figure presented.).

Catalytic Redox Chain Ring Opening of Lactones with Quinones to Synthesize Quinone-Containing Carboxylic Acids

Catalytic ring opening of five- to eight-membered lactones with quinones is achieved through a redox chain mechanism. With low loading of a simple metal triflate Lewis acid catalyst and a chain initiator, C-H bonds of many quinones were efficiently functionalized with carboxylic acid-containing side chains. This method also features 100% atom economy and wide substrate scope. A novel route to the anti-asthma drug Seratrodast was developed. Mechanism study suggests that the redox chain reaction likely undergoes a carbocation intermediate.

CYCLIZATION PROCESSES OF HYDROXYALKENOIC AICDS AND PRODUCTS THEREOF

The invention provides efficient cyclization processes of hydroxyalkenoic acids and products produced therefrom. The following reactions are claimed: Formula (I), (II), (V) and (VI).

The scent of bacteria: Headspace analysis for the discovery of natural products

Volatile compounds released by 50 bacterial strains, 45 of them actinobacteria in addition to three chloroflexi and two myxobacteria, have been collected by use of a closed-loop stripping apparatus, and the obtained headspace extracts have been analyzed by GC-MS. Excluding terpenes that have recently been published elsewhere, 254 compounds from all kinds of compound classes have been identified. For unambiguous compound identification several reference compounds have been synthesized. Among the detected volatiles 12 new natural products have been found, in addition to mellein, which was released by Saccharopolyspora erythraea. The iterative PKS for this compound has recently been identified by in vitro experiments, but mellein production in S. erythraea has never been reported before. These examples demonstrate that headspace analysis is an important tool for the discovery of natural products that may be overlooked using conventional techniques. The method is also useful for feeding experiments with isotopically labeled precursors and was applied to investigate the biosynthesis of the unusual nitrogen compound 1-nitro-2-methylpropane, which arises from valine. Furthermore, several streptomycetes emitted compounds that were previously recognized as insect pheromones, thus questioning if bacterial symbionts are involved in insect communication.

Diastereoselective γ-vinyl butyrolactone synthesis via gold catalyzed cyclization of allylic acetate

An efficient method for the preparation of polysubstituted γ-vinyl butyrolactones was developed through gold catalyzed highly diastereoselective cyclization of the malonate substituted allylic acetates.

Vitamin E metabolites: Synthesis of [D2]- and [D 3]-γ-CEHC

Deuterated analogues of α- and γ-CEHC, main urinary and plasma metabolites of vitamin E, can be traced and accurately determined quantitatively by MS in complex matrices. In that regard, here we report the first synthesis of rac-[D3]-γ-CEHC together with a simple route to 7a,8a-[D2]-γ-CEHC through the set up of efficient procedures for the preparation of the corresponding deuterated hydroquinone building blocks. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.

Compounds having protected hydroxy groups

The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.