Electron-rich diphosphine ligand as well as preparation and application thereof

By complexing an electron-rich chiral bisphosphine ligand with a metal transition metal precursor to form a catalyst, the low efficiency and safety issues of asymmetric hydrogenation in the synthesis of sacubitril intermediates were solved, achieving high-yield and selective N-Boc amino alcohol synthesis. This method is applicable to various amino protecting groups and reduces production costs and operational hazards.

CN122233936APending Publication Date: 2026-06-19SHENZHEN CATALYS SCI & TECH CO LTD
1 Cites 0 Cited by

Patent Information

Application Number
CN202610337206.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-04-16
Publication Date
2026-06-19

AI Technical Summary

Technical Problem

The existing synthetic routes for N-Boc amino alcohols, intermediates of sacubitril, suffer from high production costs and are not conducive to industrialization due to the large amount of asymmetric hydrogenation, low proportion of diastereomers, environmental unfriendliness, and high operational risks.

Method used

A metal complex catalyst is formed by complexing electron-rich chiral bisphosphine ligands with various metal transition metal precursors for asymmetric hydrogenation steps, thereby reducing the enantiomer ratio and improving the catalyst's stability and selectivity.

Benefits of technology

This method enables the high-yield and selective synthesis of N-Boc amino alcohols, reduces production costs, minimizes operational hazards and environmental pollution, adapts to various amino protecting groups, and meets the requirements of industrial production.

✦ Generated by Eureka AI based on patent content.
Patent Text Reader

Abstract

The invention relates to the technical field of asymmetric hydrogenation, in particular to electron-rich chiral diphosphine ligands, the ligands are specifically L1-L5, synthesis routes of the ligands L1-L5 and intermediate compounds 1-5 in the synthesis routes are disclosed, L1-L7 are complexed with different transition metal precursors, such as [Rh (COD) 2] BArF4, [Rh (NBD) 2] BF4 and [Rh (NBD) Cl] 2; rh (acac) (CO) 2; rh (ethene) 2 (acac), and Rh (ethene) 2 (acac); a series of catalysts which are stable in property, simple to prepare and low in cost are obtained through the reaction of the raw materials such as [Rh (ethene) 2Cl] 2 and the like, and the catalysts can be used for asymmetric hydrogenation and particularly can be used for an asymmetric hydrogenation step in an N-Boc amino alcohol synthesis path, so that the steric effect under different conditions of amino protecting groups is effectively overcome. Under the participation of the catalyst, the technical defect that dangerous articles are used in the prior art is overcome by the asymmetric hydrogenation step in the N-Boc amino alcohol synthesis path, the production safety coefficient is improved, and the asymmetric yield and selectivity both meet the industrial production requirements under the participation of the catalyst.
Need to check novelty before this filing date? Find Prior Art