135357-90-3

Upstream product

• 2935-35-5 (S)-2-phenylglycine 
• 98-88-4 benzoyl chloride 
• 74879-43-9 (S)-2-Phenyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-ethanol 
• 7352-07-0 N-benzoyl-α-phenylglycine 
• 20989-17-7 (2S)-2-phenylglycinol 
• 100-52-7 benzaldehyde 
• 670278-81-6 methyl N-benzyl-(S)-α-phenylglycinate 
• 100-44-7 benzyl chloride 
• 100-47-0 benzonitrile 

Downstream Products

• 14231-69-7 (S)-3-benzyl-4-phenyloxazolidine-2-thione 
• 140170-68-9 (2S,4S)-3-benzyl-2-methyl-4-phenyl-1,3-oxazolidine 
• 462871-29-0 {[benzyl-(2-hydroxy-1S-phenyl-ethyl)-amino]methyl}-phosphonic acid diethyl ester 
• 197142-90-8 (S)-2-(N,N-dibenzylamino)-2-phenyl-1-ethanol 
• 462871-80-3 [Benzyl-((S)-2-hydroxy-1-phenyl-ethyl)-amino]-acetic acid ethyl ester 
• 1201574-96-0 3-{benzyl[(1S)-2-hydroxy-1-phenylethyl]amino}propanenitrile 
• 1421593-15-8 (2S)-2-{benzyl[2-(benzyl{(1S)-2-[(diphenylphosphanyl)oxy]-1-phenylethyl}amino)ethyl]amino}-2-phenylethyl diphenylphosphinite 
• 1421593-11-4 (2S)-2-[benzyl(2-{benzyl[(1S)-2-hydroxy-1-phenylethyl]amino}ethyl)amino]-2-phenylethan-1-ol 
• 28102-51-4 (4S*)-N-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 573701-29-8 (2S)-2-[benzyl(methyl)amino]-2-phenylethan-1-ol 
• 142342-61-8 (S)-3-[Benzyl-((S)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester 
• 142342-69-6 (R)-3-[Benzyl-((S)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester 

Relevant academic research and scientific papers

Microwave-Assisted CuCl-Catalyzed Three-Component Reactions of Alkynes, Aldehydes, and Amino Alcohols

A microwave (MW)-assisted three-component coupling of amino alcohols, aldehydes, and alkynes is developed under catalysis by CuCl. Compared with thermal conditions, MW irradiation greatly increases the reaction efficiency. The reactions of various primary N -alkyl/arylamino alcohols, aliphatic/aromatic aldehydes, and alkynes are systematically investigated, affording the desired products in moderate to good yields. Notably, acetylene is also an effective reactant under the current MW-assisted conditions.

NMR and X-ray crystallographic studies of axial and equatorial 2-ethoxy-2-oxo-1,4,2-oxazaphosphinane

Condensation of (S)-(N-benzyl)-phenylglycinol with formaldehyde in the presence of diethylphosphite afforded hydroxyaminophosphonate (S)-3, which upon treatment with KH yielded a 97:3 mixture of the interesting, phosphorus-containing 2-ethoxy-2-oxo-1,4,2-

Cobalt complex, preparation method thereof, and application thereof in selective catalysis of transfer hydrogenation reaction of cyano group

The invention discloses a cobalt complex, a preparation method thereof, and an application thereof in the selective catalysis of a transfer hydrogenation reaction of a cyano group. The structural formula of the cobalt complex is represented by formula I. The cobalt complex is prepared through a reaction of a cobalt salt and an NNP ligand or a PNP ligand under the protection of an inert atmosphere;and the chemical formula of the cobalt salt is CoX12, wherein X1 represents halogen, a sulfate radical, a perchlorate radical, a hexafluorophosphate radical, a hexafluoroantimonate radical, a tetrafluoroborate radical, a trifluoromethanesulfonate radical or a tetra(pentafluorophenyl)borate radical. The cobalt complex can be used in the selective catalysis of the transfer hydrogenation reaction ofthe cyano group to obtain a primary amine compound, a secondary amine compound and a tertiary amine compound, the primary amine compound, the secondary amine compound and the tertiary amine compoundare important intermediates in a series of subsequent functionalizing reactions, and the cobalt complex has a very high catalysis activity, and has great research values and a great application prospect.

Mild and Selective Cobalt-Catalyzed Chemodivergent Transfer Hydrogenation of Nitriles

Herein, we describe a selective cobalt-catalyzed chemodivergent transfer hydrogenation of nitriles to synthesize primary, secondary, and tertiary amines. The solvent effect plays a key role for the selectivity control. The general applicability of this procedure was highlighted by the synthesis of more than 70 amine products bearing various functional groups in high chemoselectivity. Moreover, this mild system achieved >2000 TONs (turnover numbers) for the transfer hydrogenation of nitriles.

Design and synthesis of enantiomeric (R)- and (S)-copper(II) and diorganotin(IV)-based antitumor agents: Their in vitro DNA binding profile, cleavage efficiency and cytotoxicity studies

New chiral reduced Schiff base ligands (R)/(S)-2-(2-hydroxy-1- phenylethylaminomethyl)phenol (L), (R)/(S)-2-(benzylamino)-2-phenylethanol (L′) and their Cu(II)/organotin(IV) complexes (1-4) were synthesized and thoroughly characterized. Preliminary in vit

Bis(phosphinite) with C2-symmetric axis; Effects on the ruthenium(II)-catalyzed asymmetric transfer hydrogenation of acetophenone derivatives

Chiral ruthenium catalyst systems generated in situ from [Ru(η6-p-cymene)(μ-Cl)Cl]complex and chiral Csymmetric bis(phosphinite) ligands based on amino alcohol derivatives were employed in the asymmetric transfer hydrogenation of aromatic ketones to give the corresponding optically active alcohols in high yield. The best results were obtained in the [Ru(η6-p-cymene)(μ-Cl)Cl]and (2S)-2-[benzyl(2-{benzyl[(2S)-1- [(diphenylphosphanyl)oxy]-3-phenyl propan-2-yl]amino}ethyl)amino]-3-phenylpropyl diphenylphosphinite or (2R)-2-[benzyl(2-{benzyl[(2R)-1-[(diphenylphosphanyl) oxy]-3-phenylpropan-2-yl]amino}ethyl)amino]-3-phenylpropyl diphenylphosphinite catalytic systems, which gave enantioselectivities of up to 93% ee and 99% conversion. Copyright

Sulfonic acid supported on hydroxyapatite-encapsulated-γ-Fe 2O3 nanocrystallites as a magnetically separable catalyst for one-pot reductive amination of carbonyl compounds

A novel, environmentally friendly procedure has been developed for the preparation of secondary or tertiary amines by one-pot reductive amination of carbonyl compounds using sodium borohydride in the presence of a magnetically recoverable sulfonic acid supported on hydroxyapatite-encapsulated-γ- Fe2O3 [γ-Fe2O3@HAP-SO 3H] at room temperature. The catalyst was easily separated from the reaction mixture by applying an external magnet and reused for six cycles without significant loss of catalytic activity.

A practical and efficient synthesis of (3R,4S)-1-benzyl-4- phenylpyrrolidine-3- carboxylic acid via an aziridinium ion intermediate

A practical and efficient synthesis of (3R,4S)-1-benzyl4-phenylpyr- rolidine-3-carboxylic acid (1), a key chiral building block for synthesis of biologically active compounds was established by utilizing a stereospecific and regioselective chlorination of in situ generated aziridinium ion, followed by a nitrile anion cyclization. Starting from commercially available (R)-styrene oxide and 3-(benzylamino)propionitrile, the four-step synthesis features a through process without purification of intermediates until isolation of crystalline 1. The robust, chromatography-free and reproducible synthesis of 1 achieved an 84% overall yield from (R)-styrene oxide. This highly efficient process was successfully demonstrated at pilot scale with 17 kg output of 1.

Facile synthesis of β-amino disulfides, cystines, and their direct incorporation into peptides

Herein, we report a simple and efficient methodology for the synthesis of β-amino disulfides by regioselective ring opening of sulfamidates with benzyltriethylammonium tetrathiomolybdate [BnNEt3] 2MoS4. Stability and reactivity of different protecting groups under the reaction conditions have been discussed. This methodology has also been extended to serine and threonine derived sulfamidates to furnish cystine and 3,3′-dimethyl cystine derivatives. Georg Thieme Verlag.

Reactivity of (R)-4-phenyloxazolidine-2-thione chiral auxiliary: From deprotection to heterocyclic interconversion

Using (R)-3-benzyl-4-phenyloxazolidin-2-thione (2) as model compound, a sequence of reactions has been established that allows the chiral auxiliary deprotection to furnish a primary amine. Treatment of 2 with ethyl triflate (3b) followed by ring opening with RbI (4b) and HI elimination with DBU, in a one pot process, gave S-ethyl-N-benzyl-N-1-phenylvinylcarbamothioate (5, 95% yield) which acid hydrolysis (9) and saponification liberated benzylamine. Through a mechanistic study, we showed that the activated chiral oxazolidin-2-thione 3b is a tunable intermediate towards the corresponding oxazolidin-2-one 7, thiazolidin-2-one 8 and thiazolidin-2-thione 10. All those reactions were chemoselective and preserved the chiral center. A structural analysis of this series of heterocycles, by NMR and X-ray diffraction, has been performed. The Japan Institute of Heterocyclic Chemistry.