5208-59-3

Usage

Uses

Used in Fragrance Industry:
β-bourbonene is used as a fragrance ingredient for its pleasant and spicy scent, adding depth and complexity to perfumes and other scented products.
Used in Pharmaceutical Research:
β-bourbonene is being researched as a potential antibacterial agent, with applications in the development of new antimicrobial drugs to combat resistant strains of bacteria.
Used in Anti-inflammatory Applications:
Due to its potential anti-inflammatory properties, β-bourbonene may be utilized in the formulation of medications aimed at reducing inflammation and alleviating symptoms associated with inflammatory conditions.
Used in Antioxidant Formulations:
β-bourbonene's antioxidant capabilities suggest its use in health supplements and skincare products to protect cells from oxidative damage and promote overall health and wellness.
Used in Anticancer Research:
β-bourbonene is under investigation for its potential as an anticancer agent, with possible applications in the development of novel cancer therapies that target various types of cancer cells.
Used in Pesticide Development:
Given its natural insect-repellent properties, β-bourbonene may be employed in the creation of eco-friendly and sustainable pest control solutions for agricultural and household use.

Upstream product

• 19493-09-5 Methylenetriphenylphosphorane 
• 105453-16-5 germacrene D 
• 317819-80-0 (1Z,6Z,8S)-1-methyl-5-methylidene-8-propan-2-ylcyclodeca-1,6-diene 
• 90460-40-5 5-Isopropyl-8-methylene-bicyclo[4.2.0]octan-2-one 
• 90460-42-7 8-Isopropyl-bicyclo[7.1.1]undec-1⁽¹¹⁾-en-5-one 
• 90460-41-6 5-Isopropyl-8-methylene-2-vinyl-bicyclo[4.2.0]octan-2-ol 
• 14845-55-7 2-isopropylcyclopentanone 
• 13844-03-6 (1R)-cis-10-isopropyl-7-methyl-cis-1-transoid-1,2-cis-2-tricyclo<5.3.0.0^2,6>decane-3-one 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 84077-33-8 C₁₈H₂₆O₆ 
• 112837-18-0 (4S)-(-)-4,5-dihydroxy-3-methyl-2-butenoic acid 1,4-lactone 
• 81480-31-1 (S)-(-)-4-methyl-5-trityloxymethyl-2(5H)-furanone 
• 695-56-7 1,4-dioxaspiro[4.4]non-6-ene 
• 13828-09-6 5-Hydroxymethylen-2-isopropyl-cyclopentanon-⁽¹⁾ 

Downstream Products

• 5208-58-2 α-bourbonene 

Relevant academic research and scientific papers

The role of germacrene D as a precursor in sesquiterpene biosynthesis: Investigations of acid catalyzed, photochemically and thermally induced rearrangements

Germacrene D is considered as a precursor of many sesquiterpene hydrocarbons. We have investigated the acid catalyzed as well as the photochemically and thermally induced rearrangement processes of germacrene D isolated from several Solidago species, which contain both enantiomers of germacrene D. Enantiomeric mixtures of sesquiterpenes of the cadinane, eudesmane (selinane), oppositane, axane, isodaucane, and bourbonane group as well as isogermacrene D were identified as main products and made available as reference compounds for structure investigations and stereochemical assignments of plant constituents. δ-Amorphene, one of the rearrangement products, was identified as a natural product for the first time. The absolute configuration of γ-amorphene was revised by correlation with the absolute configuration of germacrene D. The mechanisms of the rearrangement reactions are discussed. (C) 2000 Elsevier Science Ltd.

Stereoselective Reactions. XVI. Total Synthesis of (-)-β-Bourbonene by Employing Asymmetric (2+2) Photocycloaddition Reaction of Chiral Butenolide

Total synthesis of (-)-β-bourbonene (3) was achieved by employing the (2+2) photocycloaddition reaction of (S)-γ-pivaloyloxymethyl-β-methyl-γ-butenolide (5e) with cyclopentenone ethyleneacetal (15).The major photoadduct (16) was readily converted to the c

CONFORMATIONAL CONTROL OF ENOLATE GEOMETRY: A SHORT SYNTHESIS OF GERMACRENE-D

A synthesis of (+/-)-germacrene-D is reported that employs a site- and stereoselective enolization of a conformationally biased ten-membered ring ketone.

AN ASYMMETRIC SYNTHESIS OF CIS, ANTI, CIS-TRICYCLO2,6>DECANES APPLYING γ-HYDROXYMETHYL-γ-BUTYROLACTONE AS A CHIRAL SYNTHON. FIRST ASYMMETRIC TOTAL SYNTHESIS OF (-)-β-BOURBONENE

The asymmetric total synthesis of cis, anti, cis-tricyclo2,6>decane sesquiterpene β-bourbonene is described.The key (2+2) photocycloaddition was carried out applying the optically pure butenolide derivative 6b as a chiral synthon.