Novel singly protected 2,2′-dihydroxybiaryls, electrochemical process for preparation of singly protected 2,2′-dihydroxybiaryls.

Novel singly protected 2,2′-dihydroxybiaryls, electrochemical process for preparation of singly protected 2,2′-dihydroxybiaryls.

The present invention provides processes for the preparation of 3, 5-Dihydroxy-4-isopropyl-trans-stilbene or a salt or solvate thereof and novel intermediates used therein. In some embodiments the 3, 5-Dihydroxy-4-isopropyl-trans-stilbene is prepared from (E)-2-chloro-2-isopropyl-5-styrylcyclohexane-1,3-dione. Also disclosed are crystal forms of 3, 5-Dihydroxy-4-isopropyl-trans-stilbene or a salt or solvate thereof and pharmaceutical compositions comprising same.

The present invention provides processes for the preparation of 3, 5-Dihydroxy-4-isopropyl-trans-stilbene or a salt or solvate thereof and novel intermediates used therein. In some embodiments the 3, 5-Dihydroxy-4-isopropyl-trans-stilbene is prepared from (E)-2-chloro-2-isopropyl-5-styrylcyclohexane-1,3-dione. Also disclosed are crystal forms of 3, 5-Dihydroxy-4-isopropyl-trans-stilbene or a salt or solvate thereof and pharmaceutical compositions comprising same.

The invention provides a new process for the preparation of treprostinil of formula (I) and its salts using several new intermediates during the building of the ring system.

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The invention provides a new process for the preparation of treprostinil of formula (I) and its salts using several new intermediates during the building of the ring system.

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A polyfluoroalkyl allyl compound represented by the general formula:

CF.sub.3(CF.sub.2).sub.n(CH.sub.2CF.sub.2).sub.a(CF.sub.2CF.sub.2).sub.bCH.sub.2CH═CH.sub.2  [I]

(n: 0 to 5, a: 1 or 2, b: 0 to 3). The polyfluoroalkyl allyl compound is produced by reacting a carboxylic acid allyl adduct represented by the general formula:

CF.sub.3(CF.sub.2).sub.n(CH.sub.2CF.sub.2).sub.a(CF.sub.2CF.sub.2).sub.bCH.sub.2CHICH.sub.2OCOR′  [II]

(n, a, and b are as defined above, and R′: a C.sub.1-C.sub.3 alkyl group) with a transition metal. This method for producing provides a polyfluoroalkyl allyl compound used as a synthetic intermediate for a fluorine-containing alkylsilane compound that can remove free iodine derived from the raw material compound, before a hydrosilylation reaction is performed, without using a metal reagent having a high environmental impact, and that has excellent handling properties.

A polyfluoroalkyl allyl compound represented by the general formula:

CF.sub.3(CF.sub.2).sub.n(CH.sub.2CF.sub.2).sub.a(CF.sub.2CF.sub.2).sub.bCH.sub.2CH═CH.sub.2  [I]

(n: 0 to 5, a: 1 or 2, b: 0 to 3). The polyfluoroalkyl allyl compound is produced by reacting a carboxylic acid allyl adduct represented by the general formula:

CF.sub.3(CF.sub.2).sub.n(CH.sub.2CF.sub.2).sub.a(CF.sub.2CF.sub.2).sub.bCH.sub.2CHICH.sub.2OCOR′  [II]

(n, a, and b are as defined above, and R′: a C.sub.1-C.sub.3 alkyl group) with a transition metal. This method for producing provides a polyfluoroalkyl allyl compound used as a synthetic intermediate for a fluorine-containing alkylsilane compound that can remove free iodine derived from the raw material compound, before a hydrosilylation reaction is performed, without using a metal reagent having a high environmental impact, and that has excellent handling properties.

A polyfluoroalkyl allyl compound represented by the general formula:

CF.sub.3(CF.sub.2).sub.n(CH.sub.2CF.sub.2).sub.a(CF.sub.2CF.sub.2).sub.bCH.sub.2CH═CH.sub.2  [I]

(n: 0 to 5, a: 1 or 2, b: 0 to 3). The polyfluoroalkyl allyl compound is produced by reacting a carboxylic acid allyl adduct represented by the general formula:

CF.sub.3(CF.sub.2).sub.n(CH.sub.2CF.sub.2).sub.a(CF.sub.2CF.sub.2).sub.bCH.sub.2CHICH.sub.2OCOR′  [II]

(n, a, and b are as defined above, and R′: a C.sub.1-C.sub.3 alkyl group) with a transition metal. This method for producing provides a polyfluoroalkyl allyl compound used as a synthetic intermediate for a fluorine-containing alkylsilane compound that can remove free iodine derived from the raw material compound, before a hydrosilylation reaction is performed, without using a metal reagent having a high environmental impact, and that has excellent handling properties.

A long life catalyst is provided that is conveniently and inexpensively capable of being produced and that is highly active and has inhibited metal leakage. According to aspects of the present invention, a catalyst is provided that includes: a polymer including a plurality of first structural units and a plurality of second structural units; and metal acting as a catalytic center, wherein at least part of the metal is covered with the polymer, each of the plurality of first structural units has a first atom constituting a main chain of the polymer and a first substituent group bonded to the first atom, a second atom included in each of the plurality of second structural units is bonded to the first atom, and the second atom is different from the first atom, or at least one of all substituent groups on the second atom is different from the first substituent group.