20482-11-5

Usage

Uses

Used in Food Industry:
(S)-2-[(2S,5R)-5-Methyl-5-ethenyltetrahydrofuran-2-yl]-6-methyl-5-heptene-3-one is used as a flavoring agent for its distinct taste and aroma, enhancing the sensory experience of food products.
Used in Fragrance Industry:
In the fragrance industry, (S)-2-[(2S,5R)-5-Methyl-5-ethenyltetrahydrofuran-2-yl]-6-methyl-5-heptene-3-one is used as a scent ingredient for its unique aromatic properties, contributing to the creation of various perfumes and scented products.
Used in Pharmaceutical Industry:
(S)-2-[(2S,5R)-5-Methyl-5-ethenyltetrahydrofuran-2-yl]-6-methyl-5-heptene-3-one may be utilized as an active pharmaceutical ingredient or as a component in the development of new drugs, given its unique chemical structure and potential biological activities.

InChI:InChI=1/C15H24O2/c1-6-15(5)10-9-14(17-15)12(4)13(16)8-7-11(2)3/h6-7,12,14H,1,8-10H2,2-5H3/t12-,14+,15+/m1/s1

Upstream product

• 1226970-20-2 C₁₅H₂₆O₂ 
• 86699-44-7 (E)-(2S,3R)-2,6-Dimethyl-oct-6-ene-1,3-diol 
• 33081-34-4 (S)-2-((2R,5S)-5-Methyl-5-vinyl-tetrahydro-furan-2-yl)-propan-1-ol 
• 86699-50-5 1-Bromo-4-[(E)-(R)-4-methyl-1-((S)-1-methyl-2-trityloxy-ethyl)-hex-4-enyloxymethyl]-benzene 
• 143984-90-1 Acetic acid (S)-2-((2R,5S)-5-methyl-5-vinyl-tetrahydro-furan-2-yl)-propyl ester 
• 50585-10-9 3-methyl-2-butenyllithium 
• 21682-46-2 (R)-2-((2R,5S)-5-Methyl-5-vinyl-tetrahydro-furan-2-yl)-propionic acid 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 113753-24-5 5,5-Dimethyl-2-[(S)-1-((2S,5R)-5-methyl-5-vinyl-tetrahydro-furan-2-yl)-ethyl]-[1,3]dioxane 
• 113729-59-2 2-{(S)-1-[(2S,5R)-5-(1-Iodo-ethyl)-5-methyl-tetrahydro-furan-2-yl]-ethyl}-5,5-dimethyl-[1,3]dioxane 
• 113729-60-5 (2R,5S)-5-((S)-1-[1,3]Dithian-2-yl-ethyl)-2-methyl-2-vinyl-tetrahydro-furan 
• 113729-61-6 (2R,5S)-2-Methyl-5-{(S)-1-[2-(3-methyl-but-2-enyl)-[1,3]dithian-2-yl]-ethyl}-2-vinyl-tetrahydro-furan 
• 86699-51-6 Acetic acid (E)-(2R,3S)-3-(4-bromo-benzyloxy)-2,6-dimethyl-oct-6-enyl ester 

Downstream Products

• 88243-64-5 (4E,2S)-6-hydroxy-6-methyl-2-[(2S,5R)-5-methyl-5-vinyltetrahydrofuran-2-yl]hept-4-en-3-one 
• 88125-07-9 (6S,7S,10R)-2-hydroperoxy-2,6,10-trimethyl-7,10-epoxydodeca-3,11-dien-5-one 

Relevant academic research and scientific papers

Stereospecific total synthesis of (+)-davana acid, (+)-nordavanone and (+)-davanone

A short, total synthesis of (+)-davana acid, (+)-nordavanone and (+)-davanone, which are principle components of davana oil, is described. The notable features are the use of the Evans syn aldol reaction and cyclic ether formation by an intramolecular SN2 displacement reaction as key steps. Georg Thieme Verlag Stuttgart.

A concise, biomimetic total synthesis of (+)-davanone

A concise, biomimetic synthesis of the antifungal and antispasmodic natural product (+)-davanone is described. The key stereoselective reactions are a Sharpless asymmetric epoxidation, a thiazolium-catalyzed esterification, and a palladium-mediated cycliz

Stereoselective Syntheses of (+)-Davanone and (+)-Artemone via Anti-selective Epoxidation and Iodo-cyclization

Chiral sesquiterpenes, (+)-Davanone and (+)-Artemone, were synthesized via anti-selective epoxidation and iodo-cyclization by the use of (S)-ethyl lactate as a chiral source.

A HIGHLY STEREOSELECTIVE SYNTHESIS OF DAVANONE

Iodocyclization of the anti 4-bromobenzyl ether acetate 4f is a key step in the first stereocontrolled synthesis of the trisubstituted tetrahydrofuran davanone.