US 11,655,255 B2
Method for catalytic asymmetric synthesis of phosphorus-stereogenic (P-stereogenic) nucleoside derivative and catalyst used therein
Wanbin Zhang, Shanghai (CN); Mo Wang, Shanghai (CN); Lu Zhang, Shanghai (CN); Xiaohong Huo, Shanghai (CN); Zhenfeng Zhang, Shanghai (CN); Qianjia Yuan, Shanghai (CN); and Jianzhong Chen, Shanghai (CN)
Assigned to SPH NO.1 BIOCHEMICAL & PHARMACEUTICAL CO., LTD., Shanghai (CN); and Shanghai Jiaotong University, Shanghai (CN)
Filed by SPH NO.1 BIOCHEMICAL & PHARMACEUTICAL CO.,LTD., Shanghai (CN); and Shanghai Jiaotong University, Shanghai (CN)
Filed on Oct. 17, 2022, as Appl. No. 17/967,117.
Prior Publication US 2023/0085986 A1, Mar. 23, 2023
Int. Cl. C07D 487/04 (2006.01)
CPC C07D 487/04 (2013.01) 7 Claims
 
1. A method for preparing a phosphorus-stereogenic (P-stereogenic) nucleoside derivative of formula (3), comprising:
subjecting a nucleoside and phosphoryl chloride to asymmetric reaction in a solvent under the catalysis of a chiral bicyclic imidazole catalyst in the presence of a base to obtain the P-stereogenic nucleoside derivative of formula (3):

OG Complex Work Unit Chemistry
wherein the base is an inorganic base, and the inorganic base is selected from the group consisting of sodium carbonate, potassium carbonate, cesium carbonate, disodium hydrogen phosphate, sodium bicarbonate and potassium bicarbonate.