Isolation of cis-trans isomers of canthaxanthin by high-performance liquid chromatography using a calcium hydroxide column and identification of their configurations by 1H NMR spectroscopy

1988 ◽  
Vol 448 ◽  
pp. 182-187 ◽  
Author(s):  
Hideki Hashimoto ◽  
Yasushi Koyama ◽  
Toshio Shimamura
Keyword(s):  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
Nmr Spectroscopy ◽  
Calcium Hydroxide ◽  
1H Nmr ◽  
1H Nmr Spectroscopy ◽  
High Performance ◽  
Trans Isomers

scholarly journals Efficient resolution of racemic crown-shaped cyclotriveratrylene derivatives and isolation and characterization of the intermediate saddle isomer

2019 ◽  
Vol 15 ◽  
pp. 1339-1346
Author(s):  
Sven Götz ◽  
Andreas Schneider ◽  
Arne Lützen
Keyword(s):  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
Nmr Spectroscopy ◽  
High Performance ◽  
Chiral Stationary Phase ◽  
Hplc Separation ◽  
Promising Alternative ◽  
Isolation And Characterization ◽  
C Nmr

The preparative resolution of a trifunctionalized C 3-symmetrical chiral cyclotriveratrylene derivative was achieved via high-performance liquid chromatography (HPLC) on a chiral stationary phase. This approach is a promising alternative to the previously reported resolution through formation of diastereomeric esters because it involves fewer synthetic steps and is less prone to thermal (re)racemization. During these studies an intermediate saddle conformer could also be isolated and characterized by 1H and 13C NMR spectroscopy. The HPLC separation method was further developed in order to allow investigations on the racemization behavior of the cyclotriveratrylene derivative.

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