The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Apr. 08, 2025

Filed:

Dec. 17, 2020
Applicant:

Zhejiang Jiuzhou Pharmaceutical Co., Ltd., Taizhou, CN;

Inventors:

Qilin Zhou, Tianjin, CN;

Fenghua Zhang, Tianjin, CN;

Jianhua Xie, Tianjin, CN;

Lixin Wang, Tianjin, CN;

Assignee:
Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07F 9/50 (2006.01); B01J 31/18 (2006.01); B01J 31/24 (2006.01); B01J 37/00 (2006.01); C07B 53/00 (2006.01);
U.S. Cl.
CPC ...
C07F 9/5022 (2013.01); B01J 31/1805 (2013.01); B01J 31/2409 (2013.01); B01J 37/00 (2013.01); B01J 2231/643 (2013.01); C07B 53/00 (2013.01); C07B 2200/07 (2013.01);
Abstract

The present invention relates to a preparation method for and an application of a chiral spirocyclic phosphine-nitrogen-phosphine tridentate ligand SpiroPNP and an iridium catalyst Ir-SpiroPNP thereof. The chiral spirocyclic phosphine-nitrogen-phosphine tridentate ligand is a compound represented by formula I, or a racemate or optical isomer thereof or a catalytically acceptable salt thereof; and the main structural feature is a phosphine ligand having a chiral spiro indene skeleton and a large sterically hindered substituent. The chiral spirocyclic phosphine-nitrogen-phosphine tridentate ligand can be synthesized into a chiral starting material from a 7-diaryl/alkylphosphino-7′-amino-1,1′-spirodihydroindenyl compound having a spiro ring skeleton. The iridium catalyst of the chiral spirocyclic phosphino-7′-amino-1,1′-spirodihydroindenyl compound having a spiro ring skeleton. The iridium catalyst of the chiral spirocyclic phosphine-nitrogen-phosphine tridentate ligand is a compound represented by formula II, or a racemate or optical isomer thereof, or a catalytically acceptable salt thereof. The iridium catalyst can be used to catalyze the asymmetric catalytic hydrogenation of carbonyl compounds, and especially in the asymmetric catalytic hydrogenation of simple dialkyl ketones. Said catalyst exhibits high yield (>99%) and enantioselectivity (up to 99.8% ee), thus having practical value.


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