Abstract: A method for preparing chiral synthetic nicotine includes the following steps: Step S1. condensing nicotinic acid ester and ?-butyrolactone under the action of alkaline condensate in organic solvent I to obtain the first mixture; Step S2. performing a ring-opening reaction to the first mixture obtained in Step S1 by adding an acidic substance to obtain a second mixture; Step S3. separating 4-chloro-1-(3-pyridine)-1-butanone from the second mixture obtained in Step S2, reacting with chiral tert-butyl sulfinamide to obtain chiral N-(4-chloro-1-(pyridin-3-yl)butene)-2-methylpropane-2-sulfinamide; Step S4: reacting the chiral N-(4-chloro-1-(pyridin-3-yl) butene)-2-methylpropane-2-sulfenamide with a reducing agent, and then cyclizing under the action of hydrogen halide to obtain a chiral demethylized nicotine; and Step S5: performing methylamination to the chiral demethylized nicotine to obtain a chiral nicotine.

Abstract: The present application discloses a synthesis method of chiral nicotine from nicotinate and ?-butyrolactone, including the following steps: Step S1: performing condensation under an alkaline condition, and performing ring opening reaction with hydrochloric acid; Step S2: reacting with (+)—B-diisopinocampheyl chloroborane to produce a chiral hydroxyl group; Step S3: performing a chlorination reaction; and Step S4: performing cyclization under an alkaline condition to obtain the chiral nicotine. In the present application, nicotinate and ?-butyrolactone, both cheap and readily available, are used as raw materials, so as to reduce the production cost of (S)-nicotine. (+)—B-diisopinocampheyl chloroborane is used to reduce a carbonyl group of an intermediate to obtain a target chiral center.

Abstract: The present application provides a preparation method for synthesizing a chiral nicotine from a chiral tert-butylsulfenamide, which includes steps as follows: condensating 3-pyridinecarboxaldehyde with tert-butylsulfenamide at the presence of a titanate; and then reacting (1,3-dioxane-2-yl ethyl) magnesium bromide; cyclizing under an acidic condition; finally obtaining chiral nicotine after reduction and amine methylation.

Abstract: The present application provides a preparation method of racemic nicotine, including the following steps: Nicotinyl chloride and methylamine are reacted under alkaline conditions to obtain methylnicotinamide, then condensed with monochloroacetone to obtain N-methyl-N-(2-oxopropyl) nicotinamide, then self-aldol condensed to obtain 1-methyl-5-(pyridin-3-yl)-1,2-dihydro-3H-pyrrol-3-one, and finally reduced to obtain racemic nicotine.

Abstract: A method for preparing chiral synthetic nicotine includes the following steps: Step S1. condensing nicotinic acid ester and ?-butyrolactone under the action of alkaline condensate in organic solvent I to obtain the first mixture; Step S2. performing a ring-opening reaction to the first mixture obtained in Step S1 by adding an acidic substance to obtain a second mixture; Step S3. separating 4-chloro-1-(3-pyridine)-1-butanone from the second mixture obtained in Step S2, reacting with chiral tert-butyl sulfinamide to obtain chiral N-(4-chloro-1-(pyridin-3-yl)butene) -2-methylpropane-2-sulfinamide; Step S4: reacting the chiral N-(4-chloro-1-(pyridin-3-yl) butene)-2-methylpropane-2-sulfenamide with a reducing agent, and then cyclizing under the action of hydrogen halide to obtain a chiral demethylized nicotine; and Step S5: performing methylamination to the chiral demethylized nicotine to obtain a chiral nicotine.

Abstract: The present invention provides a preparation method for synthesizing S-nicotine from glutarate, including: reacting nicotinate with glutarate in the presence of a base catalyst to obtain 5-carbonyl-5-(pyridin-3-yl)pentanoic acid, reacting with an amination reagent to obtain 5-oxo-5-(pyridin-3-yl)pentanamide, performing Hofmann degradation on to obtain 4-amino-1-(pyridin-3-yl)butanone, reducing a carbonyl group of the 4-amino-1-(pyridin-3-yl)butanone by using (+)-B-diisopinocampheyl chloroborane to obtain (S)-4-amino-1-(pyridin-3-yl)butan-1-ol, performing chlorination and cyclization to obtain S-demethylnicotine, and finally performing amine methylation to obtain S-nicotine.