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Highly Enantioselective Ir-Catalyzed Hydrogenation of Pyrazolo[1,5-a]pyrimidine for the Synthesis of Zanubrutinib.
Yuan, Haohuan; Yao, Wei; Zhang, Xiaomin; Wei, Zhao; Xi, Jiayue; Hao, Yuanyuan; Liu, Xian; Jiang, Ru; Nie, Huifang.
Affiliation
  • Yuan H; Department of Medicinal Chemistry, School of Pharmacy, Fourth Military Medical University, Xi'an 710032, China.
  • Yao W; Department of Medicinal Chemistry, School of Pharmacy, Fourth Military Medical University, Xi'an 710032, China.
  • Zhang X; Department of Medicinal Chemistry, School of Pharmacy, Fourth Military Medical University, Xi'an 710032, China.
  • Wei Z; Department of Medicinal Chemistry, School of Pharmacy, Fourth Military Medical University, Xi'an 710032, China.
  • Xi J; Department of Medicinal Chemistry, School of Pharmacy, Fourth Military Medical University, Xi'an 710032, China.
  • Hao Y; Xi'an Central Hospital, Xi'an 710003, China.
  • Liu X; Department of Pharmaceutical Sciences, Beijing Institute of Radiation Medicine, Beijing 100850, China.
  • Jiang R; Department of Medicinal Chemistry, School of Pharmacy, Fourth Military Medical University, Xi'an 710032, China.
  • Nie H; Department of Medicinal Chemistry, School of Pharmacy, Fourth Military Medical University, Xi'an 710032, China.
J Org Chem ; 89(3): 1748-1752, 2024 Feb 02.
Article in En | MEDLINE | ID: mdl-38262733
ABSTRACT
A highly enantioselective catalytic reduction of pyrazolo[1,5-a]pyrimidine to zanubrutinib has been realized by the Ir/(R)-t-Bu-FcPhox complex. This chiral product could be obtained in up to >99% ee in the asymmetric transformation without any other additives, providing a new route for the asymmetric synthesis of zanubrutinib.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2024 Document type: Article Affiliation country:
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2024 Document type: Article Affiliation country: