US 11,981,653 B2
Synthesis method of chiral (S)-nicotine
Jun Zou, Guangdong (CN); Yang Zou, Guangdong (CN); Meisen Liu, Guangdong (CN); and Weixian Luo, Guangdong (CN)
Assigned to SHENZHEN ZINWI BIO-TECH CO., LTD, Shenzhen (CN)
Filed by SHENZHEN ZINWI BIO-TECH CO., LTD, Guangdong (CN)
Filed on Apr. 11, 2022, as Appl. No. 17/718,313.
Claims priority of application No. 202110781163.8 (CN), filed on Jul. 10, 2021; and application No. 202111029637.X (CN), filed on Sep. 3, 2021.
Prior Publication US 2023/0044688 A1, Feb. 9, 2023
Int. Cl. C07D 401/04 (2006.01)
CPC C07D 401/04 (2013.01) 20 Claims
 
1. A synthesis method of chiral nicotine from nicotinate and γ-butyrolactone as raw materials, comprising 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.