The present disclosure provides methods of preparing a compound of Formula (1): wherein R.sup.1, R.sup.2, and R.sup.3 are as defined as set forth in the application. In one embodiment, a compound of Formula (1) is prepared in >95% chemical purity and >95% enantiomeric excess.

##STR00001##

The present disclosure provides methods of preparing a compound of Formula (1): wherein R.sup.1, R.sup.2, and R.sup.3 are as defined as set forth in the application. In one embodiment, a compound of Formula (1) is prepared in >95% chemical purity and >95% enantiomeric excess.

##STR00001##

The present disclosure discloses a 1-carboxy-2-hydroxy-3-iminopropane and an extraction method thereof, and belongs to the technical fields of food, health food and medicine. A method for extracting the 1-carboxy-2-hydroxy-3-iminopropane of the present disclosure includes the following steps: (1) adding a diaphragma juglandis fructus powder into an ethanol solution for extraction and filtration to obtain a supernatant, and conducting concentration on the supernatant under reduced pressure to obtain a walnut alcohol extract; (2) adding a filter residue of step (1) into water for extraction and filtration to obtain a supernatant, and conducting concentration on the supernatant under reduced pressure to obtain a walnut water extract; and (3) mixing the walnut alcohol extract and the water extract to obtain a diaphragma juglandis fructus mixed extract, sequentially conducting elution through an AB-8 type macroporous resin column, an MCI column and an ODS column, and conducting separation to obtain a precipitate, namely the 1-carboxy-2-hydroxy-3-iminopropane. In the present disclosure, the 1-carboxy-2-hydroxy-3-iminopropane in diaphragma juglandis fructus is found for the first time and has great sedation and hypnosis activity.

The present disclosure discloses a 1-carboxy-2-hydroxy-3-iminopropane and an extraction method thereof, and belongs to the technical fields of food, health food and medicine. A method for extracting the 1-carboxy-2-hydroxy-3-iminopropane of the present disclosure includes the following steps: (1) adding a diaphragma juglandis fructus powder into an ethanol solution for extraction and filtration to obtain a supernatant, and conducting concentration on the supernatant under reduced pressure to obtain a walnut alcohol extract; (2) adding a filter residue of step (1) into water for extraction and filtration to obtain a supernatant, and conducting concentration on the supernatant under reduced pressure to obtain a walnut water extract; and (3) mixing the walnut alcohol extract and the water extract to obtain a diaphragma juglandis fructus mixed extract, sequentially conducting elution through an AB-8 type macroporous resin column, an MCI column and an ODS column, and conducting separation to obtain a precipitate, namely the 1-carboxy-2-hydroxy-3-iminopropane. In the present disclosure, the 1-carboxy-2-hydroxy-3-iminopropane in diaphragma juglandis fructus is found for the first time and has great sedation and hypnosis activity.

The present disclosure discloses a 1-carboxy-2-hydroxy-3-iminopropane and an extraction method thereof, and belongs to the technical fields of food, health food and medicine. A method for extracting the 1-carboxy-2-hydroxy-3-iminopropane of the present disclosure includes the following steps: (1) adding a diaphragma juglandis fructus powder into an ethanol solution for extraction and filtration to obtain a supernatant, and conducting concentration on the supernatant under reduced pressure to obtain a walnut alcohol extract; (2) adding a filter residue of step (1) into water for extraction and filtration to obtain a supernatant, and conducting concentration on the supernatant under reduced pressure to obtain a walnut water extract; and (3) mixing the walnut alcohol extract and the water extract to obtain a diaphragma juglandis fructus mixed extract, sequentially conducting elution through an AB-8 type macroporous resin column, an MCI column and an ODS column, and conducting separation to obtain a precipitate, namely the 1-carboxy-2-hydroxy-3-iminopropane. In the present disclosure, the 1-carboxy-2-hydroxy-3-iminopropane in diaphragma juglandis fructus is found for the first time and has great sedation and hypnosis activity.

The invention discloses a monosubstituted or polysubstituted amphiphilic hypocrellin derivative, and a preparation method and application thereof. The amphiphilic hypocrellin derivative substituted by a group containing PEG, a quaternary ammonium salt or the like prepared according to the invention has an obvious red shift in its absorption spectrum and a significantly enhanced molar extinction coefficient, compared with the parent hypocrellin, can efficiently produce singlet state oxygen and other reactive oxygen species under photosensitive conditions; has different amphiphilicities and increased biocompatibility with cells or tissues by regulating its hydrophilicity and hydrophobicity; can meet the requirements of different clinical drugs, and solves the requirements of different drug delivery methods for different drug hydrophilicity and lipophilicity. Under identical conditions, the amphiphilic hypocrellin derivative photosensitizer according to the invention has higher ability to photodynamically inactivate tumor cells than the first and second generation commercial photosensitizers.

The invention discloses a monosubstituted or polysubstituted amphiphilic hypocrellin derivative, and a preparation method and application thereof. The amphiphilic hypocrellin derivative substituted by a group containing PEG, a quaternary ammonium salt or the like prepared according to the invention has an obvious red shift in its absorption spectrum and a significantly enhanced molar extinction coefficient, compared with the parent hypocrellin, can efficiently produce singlet state oxygen and other reactive oxygen species under photosensitive conditions; has different amphiphilicities and increased biocompatibility with cells or tissues by regulating its hydrophilicity and hydrophobicity; can meet the requirements of different clinical drugs, and solves the requirements of different drug delivery methods for different drug hydrophilicity and lipophilicity. Under identical conditions, the amphiphilic hypocrellin derivative photosensitizer according to the invention has higher ability to photodynamically inactivate tumor cells than the first and second generation commercial photosensitizers.

The present disclosure relates to using green solvents to synthesize an array of imines, imine-related and imine-derived compounds in an efficient and eco-friendly matter, satisfying green chemistry requirements. Reaction embodiments are performed using solvents, such as ethyl lactate and dimethyl isosorbide, which are both individually characterized as green. In embodiments, solvents include lactic whey and/or water as co-solvents. In these green solvents, the synthesis process discussed herein can produce up to quantitative yields of product at room temperature in a short duration. Embodiments include a method of forming an imine, imine-related or imine-derived compound product. In embodiments, the methods include mixing an aldehyde reactant with a nucleophilic/nitrogen-containing reactant in a green solvent at a temperature between negative twenty degrees Celsius (−20° C.) and positive fifty degrees Celsius (50° C.); stirring the mixture; and forming an imine, imine-related or imine-derived compound product.

The present disclosure relates to using green solvents to synthesize an array of imines, imine-related and imine-derived compounds in an efficient and eco-friendly matter, satisfying green chemistry requirements. Reaction embodiments are performed using solvents, such as ethyl lactate and dimethyl isosorbide, which are both individually characterized as green. In embodiments, solvents include lactic whey and/or water as co-solvents. In these green solvents, the synthesis process discussed herein can produce up to quantitative yields of product at room temperature in a short duration. Embodiments include a method of forming an imine, imine-related or imine-derived compound product. In embodiments, the methods include mixing an aldehyde reactant with a nucleophilic/nitrogen-containing reactant in a green solvent at a temperature between negative twenty degrees Celsius (−20° C.) and positive fifty degrees Celsius (50° C.); stirring the mixture; and forming an imine, imine-related or imine-derived compound product.

Oxo-nitrogenated iron complex having general formula (I): in which: R.sub.1 and R.sub.2, identical or different, represent a hydrogen atom; or they are selected from linear or branched, optionally halogenated C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15, alkyl groups, optionally substituted cycloalkyl groups, optionally substituted aryl groups; R.sub.3 represents a hydrogen atom, or it is selected from linear or branched, optionally halogenated C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15 alkyl groups, optionally substituted cycloalkyl groups, optionally substituted aryl groups; X, identical or different, represent a halogen atom such as, for example, chlorine, bromine, iodine, preferably chlorine; or they are selected from. linear or branched C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15, alkyl groups, —OCOR.sub.4 groups or —OR.sub.4 groups in which R.sub.4 is selected from linear or branched C.sub.1-C.sub.20, preferably C.sub.1-C.sub.15, alkyl groups; n is 2 or 3. Said oxo-nitrogenated iron complex having general formula (I) can be advantageously used in a catalytic system for the (co)polymerization of conjugated dienes.

##STR00001##