53282-28-3

Usage

Uses

Used in Organic Synthesis:
(E,E)-[3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)penta-2,4-dienyl]triphenylphosphonium chloride is used as a reactant in organic synthesis for the preparation of functionalized phosphonium salts. Its unique structure and reactivity make it a valuable component in the synthesis of various organic compounds.
Used in Pharmaceutical Production:
This phosphonium salt serves as a precursor in the production of pharmaceuticals. Its ability to form stable complexes and participate in various chemical reactions contributes to the development of new drug molecules with potential therapeutic applications.
Used in Agrochemical Industry:
(E,E)-[3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)penta-2,4-dienyl]triphenylphosphonium chloride is utilized in the agrochemical industry as a starting material for the synthesis of agrochemicals. Its versatility in organic synthesis allows for the creation of compounds with pesticidal or herbicidal properties.
Used in Materials Science:
In the field of materials science, this phosphonium salt is employed in the development of new materials with specific properties. Its ability to form stable compounds and participate in various chemical reactions makes it a useful building block for the synthesis of advanced materials with applications in various industries.
Used in Research:
(E,E)-[3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)penta-2,4-dienyl]triphenylphosphonium chloride is also used in research settings to explore its chemical properties and potential applications. Its unique structure and reactivity make it an interesting subject for studies in organic chemistry and related fields.

InChI:InChI=1/C33H38P.ClH/c1-27(22-23-32-28(2)15-14-25-33(32,3)4)24-26-34(29-16-8-5-9-17-29,30-18-10-6-11-19-30)31-20-12-7-13-21-31;/h5-13,16-24H,14-15,25-26H2,1-4H3;1H/q+1;/p-1/b23-22+,27-24+;

Upstream product

• 32659-14-6 4-bromo-3-methyl-2-buten-1-ol acetate 
• 24529-80-4 (E)-1-O-acetyl-4-chloro-3-methyl-2-buten-1-ol 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 3917-38-2 3-methyl-5-acetoxy-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-pentadiene 
• 56013-01-5 triphenyl((2,6,6-trimethylcyclohex-1-enyl)methyl)phosphonium bromide 
• 59633-88-4 2-(bromomethyl)-1,3,3-trimethylcyclohex-1-ene 
• 59057-30-6 (1E)-1-(2,6,6-trimethylcyclohex-1-enyl)-3-methyl-1,4-pentadien-3-ol 
• 603-35-0 triphenylphosphine 
• 55732-70-2 5-(2,6,6-trimethyl-cyclohex-1-enyl)-3-methyl-1-chloro-penta-2,4-diene 

Downstream Products

• 5299-98-9 (2E,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienenitrile 
• 29706-61-4 9-cis-13-demethyl-retinal 
• 24336-20-7 7-methyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenal 
• 29706-62-5 11-cis-13-Demethylretinal 
• 74311-19-6 (13Z)-13-Desmethylretinal 
• 127-47-9 (11Ξ)-O-acetyl-retinol 
• 26903-39-9 (all-E)-20,20'-dinor-β,β-carotene 
• 6895-64-3 (all-E)-15,15'-dihydro-β-β-carotene 
• 27123-33-7 20-nor-β,β-carotene 
• 127-47-9 Retinol acetate 
• 79-81-2 retinyl palmitate 
• 302-79-4 all-trans-retinoic-acid 
• 4759-48-2 13-cis-retinoic acid 
• 302-79-4 9,13-di-cis-retinoic acid 

Relevant academic research and scientific papers

Preparation method of vitamin A acetate intermediate C15 and vitamin A acetate

The invention provides a preparation method of a vitamin A acetate intermediate C15 and vitamin A acetate. The method comprises the following steps: taking 1-halogenated-2-methyl-4-acetoxy-2-butene asa raw material, preparing a corresponding Wittig reagent through a substitution reaction with triphenylphosphine or triester phosphite, then carrying out a Wittig reaction with beta-cyclocitral, hydrolyzing an ester group under an alkaline condition, acidifying to obtain a corresponding halide, and carrying out a substitution reaction with triphenylphosphine or triester phosphite again to prepareC15. The vitamin A acetate can be prepared by carrying out a Wittig reaction on the obtained C15 and 2-methyl-4-acetoxy-2-butenal under an alkaline condition. The method has the advantages of singlereaction type, easy operation and realization of reaction conditions, safe and environment-friendly operation, simple post-treatment and low cost; and the reaction activity is strong, the reaction selectivity is high, the atom economy is high, and the target product yield and purity are high.

Preparation method of vitamin A ester intermediate C15 and vitamin A ester

The invention provides a preparation method of a vitamin A ester intermediate C15 and vitamin A ester. The method comprises the following steps: carrying out a halogenation reaction and a cyclizationreaction on 3, 7-dimethyl-3-hydroxy-1, 6-octadiene as an initial raw material, carrying out a substitution reaction on the obtained product and triphenylphosphine or triester phosphite to prepare a corresponding Wittig reagent, carrying out a Wittig reaction on the Wittig reagent and 2-methyl-4-acetoxy-2-butenal, performing acidifying, hydrolyzing and acidifying the obtained product, and carryingout a substitution reaction on the hydrolyzed and acidified product and triphenylphosphine or triester phosphite to prepare C15. The vitamin A ester can be prepared by carrying out a Wittig reaction on the obtained C15 and 2-methyl-4-R3 substituent carbonyloxy-2-butenal. The method has the advantages of single reaction type, easy operation and realization of reaction conditions, safe and environment-friendly operation, simple post-treatment and low cost; and the reaction activity is strong, the reaction selectivity is high, the atom economy is high, and the target product yield and purity arehigh.

PROCESS FOR PREPARATION OF HIGHLY PURE ISOTRETINOIN

The present invention relates to a process for preparation of isotretinoin and more specifically, to a purification process for obtaining highly pure isotretinoin that is useful as a keratolytic agent, particularly useful for the treatment of acne. The process involves treating isotretinoin containing metal contamination and/or other impurities with a base in a suitable solvent to form a solution of isotretinoin, followed by adsorption, precipiation, and filtration or centrifugation

Process for the preparation of 13-cis-retinoic acid

A process for the preparation of 13-cis-retinoic acid (I) from 3-methyl-5-(2,6,6-trimethyl-1-cyclohexan-1-yl)-2,4-pentadienyl)-triphenylphosphonium chloride (IIa) and 5-hydroxy-4-methyl-2(5H)-furanone (III) is herein disclosed. Compounds (IIa) and (III) are reacted in ethanol as the solvent and KOH as the base at a temperature ranging from -5 to 0°C to give a mixture of retinoic acids which is isomerised to (I) by treatment with a palladium complex.

Retinoids and Carotenoids, V.- Synthesis of Modified Retinals

The syntheses of 13-demethyl-13-ethyl-, 13-demethyl-13-propyl-, 13-demethyl-, 13-demethyl-14-methyl-, and 14-methylretinal are described.The UV spectra of some geometric isomers of these compounds are discussed.

Electro-organic Reactions. Part 16. The Preparative-scale Cathodic Hydrogenolysis and Coupling of Benzyl-, Allyl-, Cinnamyl-, and Polyenylphosphonium salts

An investigation of the cathodic reduction of benzyltriphenylphosphonium nitrate confirms that optimum yields of the product of coupling (bibenzyl) are formed at an aluminium cathode using high current densities and in dimethylformamide or hexamethylphosphoramide solution.The cathodic reduction of allylphosphonium salts gives mainly cleavage; e.g. α-farnesene (5) is obtained in 32percent yield from the corresponding farnesylphosphonium salt.Moderately efficient coupling (ca. 30percent) is observed for the electro-reduction of trans-cinnamyltriphenylphosphonium nitrate (6) and a C15 polyenylphosphonium salt (7).The products of coupling have been fully characterised; the relative proportions of positional isomers are apparently dictated by steric factors.