90933-76-9

Upstream product

• 1122-62-9 2-acetylpyridine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 53547-68-5 (S)-(-)-α-methyl-N-[1-(2-pyridinyl)ethylidene]benzenemethaneamine 
• 341527-60-4 methanesulfonic acid (R)-1-pyridin-2-yl-ethyl ester 
• 917-54-4 methyllithium 
• 95341-88-1 (S)-1-phenyl-N-((E)-pyridin-2-ylmethylene)ethanamine 
• 53547-68-5 (S)-α-Methyl-N-<1-(2-pyridinyl)ethyliden>phenylmethanamin 

Downstream Products

• 95464-45-2 C₁₅H₁₇N₂^(1-)*Li⁽¹⁺⁾ 
• 90933-81-6 C₁₅H₁₇N₂O 

Relevant academic research and scientific papers

B(C6F5)3-Catalyzed Asymmetric Reductive Amination of Ketones with Ammonia Borane

The first example of metal-free B(C6F5)3-catalyzed asymmetric reduction amination of ketones with chiral α-methylbenzylamine (α-MBA) using ammonia borane as the reductant is reported. This one-pot method has a broad substrate scope and provides various chiral amines in 81-95% yield with 80-99% de. This protocol was further applied in the total synthesis of cinacalcet.

Preparation method of chiral amine compounds

The invention discloses a preparation method of chiral amine compounds. The preparation method of the chiral amine compounds specifically comprises the following steps: adding ketone compounds and chiral auxiliary (S)-a-phenylethylamine or (R)-a-phenylethylamine to an organic solvent to prepare an imine intermediate under the action of a large-steric-hindrance boron catalyst and a water removing agent; adding a reducing agent to the imine intermediate without separation and purification, and preparing the chiral amine compounds with a one-pot method. By calculation, the product yield is 81%-96%, and the highest de value can reach 99%. Compared with the prior art, the use amount of the large-steric-hindrance boron catalyst in the method can be reduced to 0.1 mol%, use of the equivalent metal catalyst is avoided from the source, and the method has the characteristics of being simple to operate, mild in reaction condition, wide in substrate applicability, environmental friendly and the like, and has better application value and potential economic and social benefits.

Zinc complexes bearing N,N′-bidentate entiopure ligands: Synthesis, structure and catalytic activity toward ring opening polymerisation of rac-lactide

Dichloro zinc complexes with (S)-1-phenyl-N-[(S)-1-(pyridin-2-yl)ethyl] ethanamine (PMMA) and (S)-1-(6-methylpyridin-2-yl)-N-[(S)-1-phenylethyl] ethanamine (MPMMA) were prepared and characterised by X-ray diffraction. The catalytic activity of the dimethyl complexes, generated in situ, was high in the ring opening polymerization of rac-lactide. Specifically, the dimethyl derivative of (PMMA)ZnCl2 yielded a highly stereocontrolled polylactide with Pr = 0.84.

Synthesis of chiral nonracemic 1-(2-pyridinyl)ethylamines: Stereospecific introduction of amino function onto the 2-pyridinylmethyl carbon center

Stereospecific substitutions of optically pure 1-(pyridinyl)ethyl methanesulfonates with various amines are described. The reaction of (R)- or (S)-1-(2-pyridinyl)ethyl methanesulfonate with primary amines, including amino acid esters, gives N-substituted

Diastereoselective addition of methyllithium and dimethylcuprate-boron trifluoride to imines derived from (S)-1-phenylethylamine

The reactions of dimethylcuprate-boron trifluoride reagents with the imines derived from (S)-1-phenylethylamine afforded the secondary amines by addition to the Si face of the imines. (S,S)-bis(1-phenylethyl)amine and (S)-1-cyclohexylethanamine were prepa

ENANTIOSELECTIVE REDUCTION OF ACETOPHENONE BY BORANE.CHIRAL AMINE COMPLEXES

The enantioselective reduction of acetophenone by the borane.chiral amine complexes BH3.1a - BH3.1d affords 1-phenyl-1-ethanol with o.y. up to 42percent.

Diastereoselective Synthesis of Chiral Secondary Amines with Two Chiral Centers Directly Attached to the Nitrogen Atom

The synthesis of the amines 1a-f by hydrogenation of the corresponding imines 4a-f occurs with a diastereoselectivity ranging from 33percent to higher than 90percent.The absolute configurations of 1b-f have been determined by either X-ray analysis (1b and

ENANTIOSELECTIVE ADDITION OF N-BUTYLLITHIUM TO BENZALDEHYDE IN THE PRESENCE OF CHIRAL LITHIUM AMIDES

The reaction of n-butyllithium with benzaldehyde in the presence of chiral lithium amides 1a-e gives 1-phenyl-1-pentanol with optical yields up to 90 percent.