Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2007-04-24
2007-04-24
Saeed, Kamal A. (Department: 1626)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
active
10502632
ABSTRACT:
A method of manufacturing an amorphous form of the hemi-calcium salt of (3R, 5R) 7-[3-phenyl-4-phenylcarbamoyl-2-(4-fluorophenyl)-5-isopropyl-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid of formula (I), in which (3R, 5R) 7-[3-phenyl-4-phenylcarbamoyl-2-(4-fluorophenyl)-5-isopropyl-pyrrol-1-yl]-3,5-dihydroxyheptanoic acid or its salt with a cation M+wherein M30is either a cation of an alkali metal or an ammonium cation of formula RnN(+)H(4−n)wherein R is lower C1–C5alkyl, n may reach values ranging between 0 and 3, is, without isolating the intermediate in the form of the hemi-calcium salt or of another salt, acid or lactone, converted, in a solution, by the treatment with the calcium salt or calcium hydroxide, or a calcium C1–C5alcoholate, to the hemi-calcium salt, and the latter is precipitated with a C1–C5hydrocarbon or dialkylether of formula R1OR2, wherein each of R1and R2is a C1–C5alkyl group. The starting acid or its salt is prepared starting from (3R, 5R) tert-butyl (6-{2-[3-phenyl-4-phenylcarbamoyl-2-(4-fluorophenyl)-5-isopropyl-pyrrol-1-yl]-ethyl}-2,2-dimethyl-[1,3]dioxane-4-yl) acetate of formula II.
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Brower, Philip L. et al.: “The synthesis of (4R-cis)-1, 1-dimethylethyl 6-cyanomethyl-2,2-dimethyl-1,3-dioxane-4-acetate, a key intermediate for the prepartaion of Cl-981, a high potent, tissue selective inhibitor of HMG-CoA reductase” Tetrahedron Letters (1992), 33(17), 2279-82, XP000608147, p. 2284, line 3—line 15; figure 1.
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Radl Stanislav
Stach Jan
Grazier Nyeemah
Saeed Kamal A.
Zentiva A. S.
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