540-04-5

Usage

Uses

Used in Pharmaceutical Industry:
7,7,8,8,11,11,12,12-octahydro-psi,psi-carotene is used as an intermediate in the biosynthesis of carotenoids for the pharmaceutical industry. Carotenoids have various health benefits, including antioxidant, anti-inflammatory, and immune-boosting properties. They are also used in the development of drugs targeting various diseases, such as cancer and age-related macular degeneration.
Used in Cosmetic Industry:
In the cosmetic industry, 7,7,8,8,11,11,12,12-octahydro-psi,psi-carotene is used as an intermediate in the production of carotenoid-based compounds. These compounds are known for their antioxidant and anti-aging properties, making them valuable ingredients in skincare and beauty products.
Used in Food Industry:
7,7,8,8,11,11,12,12-octahydro-psi,psi-carotene is used as an intermediate in the biosynthesis of carotenoids for the food industry. Carotenoids are responsible for the vibrant colors in fruits and vegetables and are known for their health-promoting properties. They are often used as natural colorants and additives in the food industry to enhance the appearance and nutritional value of various products.
Used in Agricultural Industry:
In the agricultural industry, 7,7,8,8,11,11,12,12-octahydro-psi,psi-carotene is used as an intermediate in the biosynthesis of carotenoids to improve the nutritional content and visual appeal of crops. By enhancing the carotenoid content in plants, farmers can increase the market value of their produce and contribute to a healthier diet for consumers.

Purification Methods

Purify phytoene by chromatography on columns of magnesium oxide-Supercel (a diatomaceous filter aid) or alumina [Rabourn et al. Arch Biochem Biophys 48 267 1954]. Store it as a solution in pet ether under nitrogen at -20o. [Beilstein 1 IV 1155.]

Upstream product

• 38818-91-6 (((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)sulfonyl)benzene 
• 116059-44-0 ((6E,10E,14E,16Z,18E,22E,26E)-2,6,10,14,19,23,27,31-Octamethyl-dotriaconta-2,6,10,14,16,18,22,26,30-nonaene-16-sulfonyl)-benzene 
• 93040-98-3 all-E 3,7,11,15-tetramethyl-2,4,6,10,14-hexadecapentanenal 
• 57784-37-9 triphenyl-((2E,6E,10E)-3,7,11,15-tetramethyl-hexadeca-2,6,10,14-tetraenyl)-phosphonium; bromide 
• 116059-40-6 Acetic acid (3E,7E,11E)-2-benzenesulfonyl-4,8,12,16-tetramethyl-1-((1E,5E,9E)-2,6,10,14-tetramethyl-pentadeca-1,5,9,13-tetraenyl)-heptadeca-3,7,11,15-tetraenyl ester 
• 116059-54-2 (6E,10E,14E,18E,22E,26E)-17-Benzenesulfonyl-2,6,10,14,19,23,27,31-octamethyl-dotriaconta-2,6,10,14,18,22,26,30-octaen-16-ol 

Relevant academic research and scientific papers

METHOD FOR THE PRODUCTION OF PHYTOFLUENE

The invention relates to a method for the production of phytofluene of formula I, where a) a phosphonium salt of formula II is condensed with an aldehyde of formula III to give an acetal of formula IV in a Wittig reaction, b) the condensation product of formula IV undergoes an acid-catalysed acetal hydrolysis to give the aldehyde of formula V and c) V is condensed with a phosphonium salt of formula VI to give phytofluene in a further Wittig reaction, whereby the groups R1, R2, R7, X- and Y- have the meanings given in the description.

Formation of symmetrical alkenes by homocoupling of metallated sulfones under nickel catalysis

Summary -Allylic sulfones undergo a coupling reaction with organometallic compounds (Mg or Li) not only with copper catalysts but also with iron or nickel salts. With 7,7-disubstituted allylic sulfones and also saturated aliphatic sulfones, however, another reaction was observed whereby two molecules of the starting sulfone are coupled to give symmetrical alkenes. The scope of this reaction was investigated. Elsevier.

POLYPRENOLS AND HYDROXYLATED LYCOPERSENES FROM MYRIOPHYLLUM VERTICILLATUM

Key Word Index-Myriophyllum verticillatum; Haloragaceae; terpenoids; polyprenols; hydroxy lycopersene; iso-hydroxy lycopersene.In a chemical investigation of the aquatic plant Myriophyllum verticillatum three polyprenols and two monohydroxy lycopersenes have been characterized on the basis of their chemical and physical features.The novel compounds hydroxy lycopersene and iso-hydroxy lycopersene may be easily included in the carotenoid biosynthetic pathway.

Syntheses with Sulfones L : Preparation of β-Hydroxysulfones through the Combined Oxidative Desulfonylation/Condensation Reaction of Sulfonyl Anions. Application to Terpene Synthesis.

The oxidative desulfonylation of primary sulfonyl anions with the molybdenum peroxide reagent, MoO5.Py.HMPA, leads directly to β-hydroxysulfones through condensation of the starting α-sulfonyl anion with the aldehyde formed in situ.Symmetrical polyenes such as (Z)-12-dehydrosqualene and (Z)-16-phytoene have been obtained in three steps in > 87percent stereoslectivity from the corresponding β-hydroxysulfones.

Synthese d'olefines et de polyenes par doublement d'anions α-sulfonyles en presence de sels de nickel

The lithium or magnesium derivatives of allyl, benzyl and alkyl sulphones are converted efficiently by a catalytic amount of nickel(II) acetylacetonate into symmetrical olefins in THF at 60 deg C.Thus, phytoene was obtained in a 70percent yield from geranylgeranylsulphone.