80736-89-6

Upstream product

• 110-93-0 6-Methyl-hept-5-en-2-on 
• 5146-66-7 geranonitrile 
• 23089-87-4 5-methyl-4-hexenenitrile 
• 145106-79-2 3-hydroxy-2,6,6-trimethylcyclohex-1-enecarbonitrile 
• 74285-68-0 5-(2,6,6-trimethyl-3-oxo-4-hydroxy-1-cyclohexen-1-yl)-3-methyl-3-hydroxy-1,4-pentadiene 
• 56830-39-8 2,4,4-Trimethylcyclohex-2-en-1-one-3-carbonitrile 
• 29538-78-1 (2E,4E)-3-methyl-5-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4-pentadienol 
• 57524-13-7 2,6,6-trimethyl-2-cyclohexenecarbonitrile 
• 94669-81-5 (E)-6-Hydroxy-3-(5-hydroxy-3-methyl-1,3-pentadienyl)-2,4,4-trimethyl-2-cyclohexen-1-on 
• 264279-25-6 ethyl (2E,4E)-3-methyl-5-(2,10,10-trimethyl-4,7-dioxaspiro[4,5]dec-1-en-1-yl)-2,4-pentadienoate 
• 264279-27-8 (2E,4E)-3-methyl-5-(2,10,10-trimethyl-4,7-dioxaspiro[4,5]dec-1-en-1-yl)-2,4-pentadienol 
• 264279-22-3 2,10,10-trimethyl-4,7-oxadispiro[4,5]dec-1-enecarbonitrile 
• 264279-23-4 2,10,10-trimethyl-4,7-dioxaspiro[4,5]dec-1-enecarbaldehyde 
• 264279-20-1 2,3-epoxy-2,6,6-trimethyl-1-cyclohexanecarbonitrile 

Downstream Products

• 7542-45-2 3,3'-dihydroxy-β,β-carotene-4,4'-dione 

Relevant academic research and scientific papers

PROCESS FOR THE SYNTHESIS OF INTERMEDIATES FOR THE PREPARATION OF ASTAXANTHIN

The present invention relates to a process for the preparation of intermediates useful in the synthesis of Astaxanthin, in particular C15-Wittig salts, but also 4-oxo-β-ionones, 3-hydroxy-4-oxo-β-ionones and the aryl esters thereof. 4-oxo-β-ionone is prepared by starting from a β-ionone by oxidation with bromates in the presence of iodine or iodide. 3-hydroxy-4-oxo-β-ionone is prepared in 4 steps, starting from 4 -oxo- β-ionone by oxidation with peracids; the aryl esters thereof are solids that are easily isolated and purified by crystallisation, and may be converted in 5 steps to C15-Wittig salts and finally, by the Wittig reaction, to Astaxanthin.

Synthesis and characterization of all-E-(4,4'-13C2)-astaxanthin strategies for labelling the C15-end groups of carotenoids

The all-E isomer of (4,4'-13C2)astaxanthin (1a) has been prepared by total synthesis starting from commercially available 99% 13C enriched acetonitrile. The labelled astaxanthin was obtained in high purity and with high isotope incorporation. For this synthesis, the C15 + C10 + C15 strategy was used. The central C10-synthon, 2,7-dimethylocta-2,4,6-triene- 1,8-dial (3), was coupled with 13C-enriched C15-phosphonium salt 2a. The new synthetic scheme for the preparation of the C15-phosphonium salt is discussed in this paper; the same scheme can be used to label all positions and combinations of positions of the C15-phosphonium salt.