Patent ID: 9133222
Filing Date: 2015-09-15
Classification: C07F

Abstract:
1. A method for producing polyprenyl phosphates having general structural formula (I): where each isoprene unit contains 5 carbon atoms, W is an ω-end isoprene unit, T is a trans-isoprene unit, C is a cis-isoprene unit, S is a 2,3-dihydroisoprene unit, a=0-10, b=0-39, c=0-1, a+b+c=4-40, and X is a group having the general formula OPO 3 MM′, wherein M and M′ are identical or different and are selected from the group consisting of a hydrogen cation, a monovalent inorganic cation, a monovalent organic cation, a divalent inorganic cation, and a divalent organic cation, the method comprising the steps of: carrying out a phosphorylation reaction of the corresponding polyprenol or the mixture of oligomer homologues of general formula (I), where X is a hydroxyl group, using the substituted ammonium salt of phosphoric acid in the presence of condensing agent in a medium consisting of a first aprotic organic solvent; and isolating, by extraction and precipitation, the polyprenyl phosphate in the form of disubstituted salts thereof with monovalent cations, wherein the polyprenyl phosphate is isolated in the form of disubstituted salt thereof with monovalent cation when carrying out steps of: distilling off the first aprotic organic solvent from the reaction mixture or from its part; removing the water-soluble impurities from the obtained residue by extraction in the system the first organic solvent-water; evaporating the organic phase; precipitating the unpurified disubstituted salt of polyprenyl phosphate by treating with a solution of the monovalent metal salt and hydroxide of this metal in the alcohol; extracting non-phosphorylated compounds consecutively with the alcohol and second aprotic organic solvent in which the polyprenyl phosphate salt is insoluble; and obtaining the disubstituted salt of polyprenyl phosphate having at least 95 wt % purity.