Chiral stationary phase based on yohimbine
AssigneeUop LLC
InventorDavid W. House
Life of this patent
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Abstract
A set of chiral stationary phases is based on yohimbine and its derivatives. In particular, the hydroxyl functionality of yohimbine and its analogs is covalently bonded via a urethane linkage to a polymethylenesilyl chain attached to the bound hydroxyl groups of a refractory inorganic oxide by Si-O bonds. The resulting chiral stationary phases have multiple chiral recognition sites and can be used with a broad spectrum of materials as eluents without leaching.
Claims6
A chiral stationary phase represented by ##STR5## where carrier represents a refractory inorganic oxide having bound surface hydroxyl groups, O-Si is the covalent bond between the bound surface hydroxyl groups of said refractory inorganic oxide and silicon, where R.sub.1 is selected from the group consisting of alkyl moieties containing from 1 up to 10 about 20 carbon atoms, and aryl and alkaryl moieties containing from 7 up to about 20 carbon atoms, and where R.sub.2 is selected from the group consisting of hydrogen, alkyl moieties containing from 1 up to about 20 carbon atoms, alkylaminocarbonyl moieties having two to 10 carbon atoms, arylaminocarbonyl moieties having 6 to about 10 carbon atoms, and acyl moieties containing from 2 up to about 20 carbon atoms.
A chiral stationary phase comprising a carrier of a refractory inorganic oxide covalently bonded via bound surface hydroxyl groups to silicon atoms contained in a spacer agent of formula (RO).sub.x Hal.sub.y Si(CH.sub.2).sub.n NHC(O)--, where R is an alkyl group, Hal is a halogen, x and y are integers such that x+y=3, and n is an integer from 1 up to about 12, and where said spacer agent is covalently bonded at the carbon atom of the carbonyl group to the hydroxyl group of yohimbine and its analogs.
Dependencies are inferred from the claim text.