Provided herein are methods and intermediates for making (1R,2R,5R)-5-amino-2-methylcyclohexanol hydrochloride, which are useful for the preparation of compounds useful for the treatment of a disease, disorder, or condition associated with the JNK pathway.

Provided herein are methods and intermediates for making (1R,2R,5R)-5-amino-2-methylcyclohexanol hydrochloride, which are useful for the preparation of compounds useful for the treatment of a disease, disorder, or condition associated with the JNK pathway.

Provided herein are methods and intermediates for making (1R,2R,5R)-5-amino-2-methylcyclohexanol hydrochloride, which are useful for the preparation of compounds useful for the treatment of a disease, disorder, or condition associated with the JNK pathway.

The present invention describes a naturally occurring chemical compound, specifically guayulins A, B, C and D used in medicine having null cytotoxicity and genotoxicity on healthy lymphocyte cells. Said active compounds interfere with the inflammatory process and have antitumoral activity in human cancer cell lines, since they inhibit their growth through a senescence process.

The present invention describes a naturally occurring chemical compound, specifically guayulins A, B, C and D used in medicine having null cytotoxicity and genotoxicity on healthy lymphocyte cells. Said active compounds interfere with the inflammatory process and have antitumoral activity in human cancer cell lines, since they inhibit their growth through a senescence process.

A process for a reactive extraction and subsequent purification of organic molecules from biomass comprises extracting one or more products from the biomass using an extraction solvent to solvate the products, contacting the biomass with a reactant during the extracting, recovering the one or more products, performing ultrafiltration to remove impurities from the one or more products to produce a filtered extract, extracting oils in the filtered extract using adsorption to produce a de-oiled extract, performing transesterification or hydrolysis on the de-oiled extract, and performing adsorptive purification on the ferulic acid, coumaric acid, ferulate, coumarate, or a combination thereof. The one or more products comprise extracted organic molecules comprising a ferulate or a coumarate, and the one or more products are separated from the biomass as a liquid extract.

A process for a reactive extraction and subsequent purification of organic molecules from biomass comprises extracting one or more products from the biomass using an extraction solvent to solvate the products, contacting the biomass with a reactant during the extracting, recovering the one or more products, performing ultrafiltration to remove impurities from the one or more products to produce a filtered extract, extracting oils in the filtered extract using adsorption to produce a de-oiled extract, performing transesterification or hydrolysis on the de-oiled extract, and performing adsorptive purification on the ferulic acid, coumaric acid, ferulate, coumarate, or a combination thereof. The one or more products comprise extracted organic molecules comprising a ferulate or a coumarate, and the one or more products are separated from the biomass as a liquid extract.

A process for a reactive extraction and subsequent purification of organic molecules from biomass comprises extracting one or more products from the biomass using an extraction solvent to solvate the products, contacting the biomass with a reactant during the extracting, recovering the one or more products, performing ultrafiltration to remove impurities from the one or more products to produce a filtered extract, extracting oils in the filtered extract using adsorption to produce a de-oiled extract, performing transesterification or hydrolysis on the de-oiled extract, and performing adsorptive purification on the ferulic acid, coumaric acid, ferulate, coumarate, or a combination thereof. The one or more products comprise extracted organic molecules comprising a ferulate or a coumarate, and the one or more products are separated from the biomass as a liquid extract.

The multifunctional compound is represented by formula X—C(R)RF—Y, in which X and Y are each independently —C(O)—O-M, —C(O)-HAL, —C(O)—NR.sup.1.sub.2, —C≡N, —C(O)NR.sup.1—SO.sub.2—R.sub.f.sup.1-W, or a fluorinated alkenyl group that is optionally interrupted by one or more —O— groups. HAL is —F, —Cl, or —Br. R.sub.f.sup.1 is a fluorinated alkylene group that is optionally interrupted by one or more —O— groups. W is —F, —SO.sub.2Z, —CF═CF.sub.2, —O—CF═CF.sub.2, or —O—CF.sub.2—CF═CF.sub.2. Z is —F, —Cl, —NR.sup.1.sub.2, or —OM. Each R.sup.1 is a hydrogen atom or alkyl having up to four carbon atoms. M is an alkyl group, a trimethylsilyl group, a hydrogen atom, a metallic cation, or a quaternary ammonium cation. R is a bromine, chloride, fluorine or hydrogen atom; and RF is a fluorinated alkenyl group that is unsubstituted or substituted by at least one chlorine atom, aryl group, or a combination thereof or RF is a fluorinated alkyl group or arylalkylenyl group that is substituted by bromine or iodine and uninterrupted or interrupted by at least one —O— group. A process for making the compound is also disclosed. A fluoropolymer made from the compound and a method of making the fluoropolymer are also disclosed.

The multifunctional compound is represented by formula X—C(R)RF—Y, in which X and Y are each independently —C(O)—O-M, —C(O)-HAL, —C(O)—NR.sup.1.sub.2, —C≡N, —C(O)NR.sup.1—SO.sub.2—R.sub.f.sup.1-W, or a fluorinated alkenyl group that is optionally interrupted by one or more —O— groups. HAL is —F, —Cl, or —Br. R.sub.f.sup.1 is a fluorinated alkylene group that is optionally interrupted by one or more —O— groups. W is —F, —SO.sub.2Z, —CF═CF.sub.2, —O—CF═CF.sub.2, or —O—CF.sub.2—CF═CF.sub.2. Z is —F, —Cl, —NR.sup.1.sub.2, or —OM. Each R.sup.1 is a hydrogen atom or alkyl having up to four carbon atoms. M is an alkyl group, a trimethylsilyl group, a hydrogen atom, a metallic cation, or a quaternary ammonium cation. R is a bromine, chloride, fluorine or hydrogen atom; and RF is a fluorinated alkenyl group that is unsubstituted or substituted by at least one chlorine atom, aryl group, or a combination thereof or RF is a fluorinated alkyl group or arylalkylenyl group that is substituted by bromine or iodine and uninterrupted or interrupted by at least one —O— group. A process for making the compound is also disclosed. A fluoropolymer made from the compound and a method of making the fluoropolymer are also disclosed.