6 results about "Chiral diamine" patented technology

The invention discloses a method for preparing a chiral amine compound through asymmetric hydrogenation of ruthenium catalyzed imine. The chiral ruthenium catalyst is a chiral metal ruthenium complex prepared by reacting metal ruthenium salt with a chiral phosphine-phosphoramidite ester ligand and chiral diamine in a solvent and carrying out column chromatography. Compared with other chiral amine synthesis methods, the method provided by the invention has the characteristics of cheap catalyst, easy preparation of chiral ligand, mild reaction conditions, simple operation, high yield and enantioselectivity and the like, and can be applied to large-scale preparation of chiral amine compounds. The method is also suitable for synthesis of the key intermediate of the herbicide (S)-metolachlor, the yield can reach 92%, the enantioselectivity can reach 90%, and the method has good industrial application prospects.

The present application relates to a kind of chiral six-tooth nitrogen-containing binuclear ligand, the present application is first synthesized chiral diamine as parent skeleton, the binuclear chiral ligand containing pyridine and chiral oxazoline unit, use chiral diamine as chiral skeleton to tie two pyridine oxazoline groups, wherein chiral diamine and chiral oxazoline unit have (S) or (R) configuration chiral center carbon.The synthesis method of ligand is obtained by five steps or six steps reaction with simple available raw materials.The ligand is functional ligand, can be able to with two same or different metal coordination, in reaction binuclear jointly activates substrate or mononuclear activates substrate, another metal as ligand influences catalytic center activity.This kind of binuclear catalyst is expected to realize the reaction that conventional mononuclear catalyst is difficult to realize by unique metal-metal bond, and be applied to many asymmetric catalytic reactions, with good application prospect.

The invention discloses a chiral spiro compound and a preparation and use method thereof. In particular, provided are spiro compounds useful as chiral ligands and chiral organic catalysts, including chiral spiro diamines, chiral spiro aminonaphthol, chiral spiro bis (indole), chiral spiro diaryl diol, chiral spiro diaryl diamines, chiral spiro aminonaphthol, chiral spiro diaryl diindole, and chiral spiro phosphoropentane. Due to molecular shape and three-dimensional orientation, chiral diamine and chiral aminonaphthol molecules provide backbones for use as ligands and organocatalysts.

This invention provides an ultra-chiral covalent organic framework, its preparation method, and its applications, belonging to the field of chiral covalent organic framework materials. It aims to solve the technical problem of racemization of chiral signals caused by existing high-temperature synthesis methods. First, a C3-symmetric aldehyde monomer is reacted with a chiral monoamine in an alcohol solvent to generate a 1:1 precursor molecule. Then, an achiral diamine is added, and ligand exchange and chiral transfer are performed at room temperature to form a trilobal propeller-structured macromolecule with pure uniform chirality. Finally, long-range conjugation and crystallization are completed via a water bath or air bath, followed by washing and drying to obtain the target product. The obtained material exhibits ultra-high chiral signal, with a circular dichroism spectral signal intensity CD≈±2,000 mdeg and an asymmetry factor g. abs The chiral stability reached ±0.085, and a cascade chiral amplification effect of up to 200-fold was observed. Furthermore, the material exhibited excellent chiral stability, maintaining its stability for at least 5 years. In addition, it can be used as a recognition reagent, capable of distinguishing at least seven pairs of amino acid enantiomers and five other small molecule enantiomers.

This invention discloses a method for preparing triarylmethanes via an asymmetric photochemical reaction of chiral primary amine-catalyzed pyridinetriazole and boric acid, belonging to the field of organic synthesis. This application develops a highly efficient modular asymmetric photochemical strategy, with the following synthetic route: The chiral catalyst used is one of C1-C9, with the following structural formulas: Using pyridinetriazole (Formula I) and boric acid (Formula II) as substrates, and employing novel chiral diamine-derived pyrroles or primary amines as catalysts, this application successfully and efficiently synthesized a variety of triarylmethanes with high yields and high enantioselectivity. This method not only demonstrates broad substrate applicability and excellent functional group tolerance, but also utilizes inexpensive D₂O as a deuterium source to precisely synthesize a series of deuterated derivatives, providing an efficient and economical route for synthesizing high-value molecules containing chiral C–D bonds.

The invention belongs to the field of synthetic chemistry and biological medicine, and particularly relates to a difluoromethyl modified chiral diamine derivative as well as a synthetic method and application thereof. The difluoromethyl modified chiral diamine derivative is obtained by taking p-toluenesulfonyl difluoromethyl diazomethane, aromatic amine, organic aldehyde and electron-rich aromatic hydrocarbon as raw materials and taking chiral phosphoric acid as a chiral inducer and an organic reagent as a solvent through a one-step reaction under the catalysis of transition metal. According to the difluoromethyl modified chiral diamine derivative and the synthesis method, the raw materials are cheap and easy to obtain, safe and non-toxic, the reaction condition is mild, the operation is simple and safe, and the synthesized difluoromethyl modified chiral diamine derivative has good anti-tumor activity and has huge development potential in the field of drug research and development.