60760-95-4Relevant articles and documents
METHODS FOR SYNTHESIS OF CHIRAL INTERMEDIATES OF CAROTENOIDS, CAROTENOID ANALOGS, AND CAROTENOID DERIVATIVES
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Page/Page column 58, (2010/10/20)
A method used for synthesizing intermediates for use in the synthesis of carotenoids and carotenoid analogs, and/or carotenoid derivatives. In some embodiments, the invention includes methods for synthesizing optically active intermediates useful for the synthesis of optically active carotenoids.
Technische Verfahren zur Synthese von Carotinoiden und verwandten Verbindungen aus 6-Oxo-isophoron. III. Ein neues Konzept fuer die Synthese der enantiomeren Astaxanthine
Zell, Reinhard,Widmer, Erich,Lukac, Teodor,Leuenberger, Hans Georg Wilhelm,Schoenholzer, Peter,Broger, Emil A.
, p. 2447 - 2462 (2007/10/02)
A new and efficient concept for the total synthesis of (3S,3'S)- and (3R,3'R)-astaxanthin (1a and 1c, resp.) in high overall yield and up to 99,2percent enantiomeric purity is described.Key intermediates are the (S)- and (R)-acetals 10 and 17, respectively (Scheme 2).These chiral building blocks were synthesized via three different routes: a) functionalization of enantiomeric 3-hydroxy-6-oxo-isophorons 2 and 11, respectively (Scheme 2); b) optical resolution of 3,4-dihydroxy-compound 19 (Scheme 3), and c) fermentative reductions of 6-oxo-isophorone derivatives (Schemes 4 and 5). - The absolute configurations of the two intermediates 12 and 13 (Scheme 2) have been confirmed by X-ray analysis.The final steps leading to the enantiomeric astaxanthins are identical with those described for optically inactive astaxanthin .
Synthesis of optically active natural carotenoids and structurally related compounds. II. Synthesis of (3S,3'S)-astaxanthin
Kienzle,Mayer
, p. 2609 - 2615 (2007/10/15)
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