In order to provide a novel compound that has good solvent solubility, has high storage stability (dissolution stability) during refrigerated or frozen storage, and can be used as a crosslinking agent, a substituted trisphenol compound represented by formula (2) below is provided:

##STR00001##

Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesised rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I)

##STR00001## is defined including a step in which (i) a compound of formula (II) is reacted with a compound of formula (III)

##STR00002## wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.

Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesised rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I)

##STR00001## is defined including a step in which (i) a compound of formula (II) is reacted with a compound of formula (III)

##STR00002## wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.

The present invention relates to compositions comprising alkene benzenes or alkene benzene sulfonates or alkylbenzenes or alkylbenzene sulfonates; methods for making alkene benzenes or alkene benzene sulfonates or alkylbenzenes or alkylbenzene sulfonates; where the benzene ring is optionally substituted with one or more groups designated R*, where R* is defined herein. More particularly, the present invention relates to compositions comprising 2-phenyl linear alkene benzenes or 2-phenyl linear alkene benzene sulfonates or 2-phenyl linear alkylbenzenes or 2-phenyl linear alkylbenzene sulfonates; methods for making 2-phenyl alkene benzenes or 2-phenyl alkene benzene sulfonates or 2-phenyl alkylbenzenes or 2-phenyl alkylbenzene sulfonates; where the benzene ring is optionally substituted with one or more groups designated R*, where R* is defined herein. This invention also relates to compositions, methods of making, use of, and articles of manufacture comprising 2-ethoxylated hydroxymethylphenyl linear alkyl benzenes. This invention also relates to compositions, methods of making, use of, and articles of manufacture comprising 2-propoxylated hydroxymethylphenyl linear alkyl benzenes.

The present invention relates to compositions comprising alkene benzenes or alkene benzene sulfonates or alkylbenzenes or alkylbenzene sulfonates; methods for making alkene benzenes or alkene benzene sulfonates or alkylbenzenes or alkylbenzene sulfonates; where the benzene ring is optionally substituted with one or more groups designated R*, where R* is defined herein. More particularly, the present invention relates to compositions comprising 2-phenyl linear alkene benzenes or 2-phenyl linear alkene benzene sulfonates or 2-phenyl linear alkylbenzenes or 2-phenyl linear alkylbenzene sulfonates; methods for making 2-phenyl alkene benzenes or 2-phenyl alkene benzene sulfonates or 2-phenyl alkylbenzenes or 2-phenyl alkylbenzene sulfonates; where the benzene ring is optionally substituted with one or more groups designated R*, where R* is defined herein. This invention also relates to compositions, methods of making, use of, and articles of manufacture comprising 2-ethoxylated hydroxymethylphenyl linear alkyl benzenes. This invention also relates to compositions, methods of making, use of, and articles of manufacture comprising 2-propoxylated hydroxymethylphenyl linear alkyl benzenes.

Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesized rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I) ##STR00001## is defined including a step in which (i) a compound of formula (II) is reacted with a compound of formula (III) ##STR00002## wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.

Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesized rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I) ##STR00001## is defined including a step in which (i) a compound of formula (II) is reacted with a compound of formula (III) ##STR00002## wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.

The invention relates to a new enantioselective process for producing useful intermediates for the manufacture of NEP inhibitors or prodrugs thereof, in particular NEP inhibitors comprising a -amino--biphenyl--methylalkanoic acid, or acid ester, backbone.

The invention relates to a new enantioselective process for producing useful intermediates for the manufacture of NEP inhibitors or prodrugs thereof, in particular NEP inhibitors comprising a -amino--biphenyl--methylalkanoic acid, or acid ester, backbone.

A composition comprising a mixture of two or more stereoisomers of a synthetic charged isoprenoid glycolipid of Formula (I), or a pharmaceutically acceptable salt thereof, in which n is 0 or 1, R and R are independently hydrogen or hydroxyl, each Y is independently hydrogen or a sulfate group, and wherein at least one Y is a sulfate group, and less than 25% of the synthetic charged isoprenoid glycolipid molecules in the mixture comprise an archaeol moiety of the configuration (R)-2,3-bis(((3R,7R,11R)-3,7,11,15-tetramethylhexadecyl)oxy) propan-1-ol. Further provided are archaeosomes and immunogenic compositions comprising the composition, use of the composition as an adjuvant or immunostimulant, and processes for synthesizing the composition.

##STR00001##