ISSN:
0941-1216
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The continuous chromatographic seperation by maens of Simulated Moving Bed (SMB) - Chromatography was used to produce the enantiomers of 5-(1,2,3,4-tetrahydroquinoline-6-yl)-6-methyl-3,6-dihydro-1,3,4-thiadiazin-2-one (EMD 53986), a precursor of the novel Ca-sensitizing drug 5-(1-(3,4-dimethoxybenzoyl)-1,2,3,4-tetrahydroquinoline-6-yl)-6-methyl-3,6-dihydro-1,3,4-thiadiazin-2-one (EMD 57033). The (+)-enantiomer EMD 57033 is a potent Ca-sensitizing drug, whereas its (-)-antipode is a pure phosphodiesterase-(PDE)-inhibitor without any Ca-sensitizing activity. A chromatographic seperation of the enantiomers was developed on two different chiral stationary phases: a cellulose-tri-(p-methyl-benzoate) phase and a polymeric silica based stationary phases. A process simulation software was used to calculate the starting parameters for the SMB-system. For both stationary phases the SBM-parameters were optimized and pure enantiomers were produced using a system with 8 columns of 26 mm internal diameter. A comparison of the purities and throughput achieved with both stationary phases is given.
Additional Material:
10 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19973390159
Permalink
