131968-96-2

Upstream product

• 50-00-0 formaldehyd 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 868-85-9 Dimethyl phosphite 
• 762-04-9 phosphonic acid diethyl ester 

Downstream Products

• 138261-12-8 (E)-But-2-enoic acid chloromethyl-((S)-1-phenyl-ethyl)-amide 
• 68820-81-5 (S)-ethyl 1-((S)-1-phenylethyl)aziridine-2-carboxylate 
• 68820-71-3 ethyl 1-[(S)-1-phenylethyl]aziridine-(R)-carboxylate 
• 131968-97-3 N-(S)-phenylethyl-N-chloromethylacrylamide 
• 138261-14-0 (E)-N-Chloromethyl-3-phenyl-N-((S)-1-phenyl-ethyl)-acrylamide 
• 138261-15-1 3-Methyl-but-2-enoic acid chloromethyl-((S)-1-phenyl-ethyl)-amide 

Relevant academic research and scientific papers

Synthesis of Synthetic Lubricants by Trimerization of 1-Decene and 1-Dodecene with Homogeneous Chromium Catalysts

The Cr-catalyzed trimerization of 1-decene and 1-dodecene is a highly selective method to synthesize C30 and C36 olefins. After hydrogenation, these products display very attractive viscosity indices (VI's). Due to the high trimer se

Synthesis and utilization of optically active α-aminophosphonate derivatives by Kabachnik-Fields reaction

(S)-α-Phenylethylamine was used in the microwave-assisted Kabachnik-Fields condensation with paraformaldehyde and >P(O)H species, such as dialkyl phosphites, ethyl phenyl-H-phosphinate and diphenylphosphine oxide to provide optically active α-aminophosphonates, α-aminophosphinate and α-aminophosphine oxide, or using a two equivalent quantity of paraformaldehyde and (RO)2P(O)H or Ph2P(O)H, bis(phosphonomethyl)amines and bis(phosphinoylmethyl)amine, respectively. The bis(phosphinoylmethyl)amine served as a precursor for an optically active bidentate P-ligand in the synthesis of a chiral platinum complex.

Metal Acetylide Elimination: The Key Step in the Cascade Decomposition and Transformation of Metalated Propargylamines

Metal acetylide elimination facilitates a novel one-pot cascade metalation and elimination/addition route to a series of unsymmetrical secondary amines from the reaction of secondary propargylamines with organometallic reagents. Spectroscopic evidence suggests a dimetalated amido intermediate rather than an allene.

Functionalized α-oximinoketones as building blocks for the construction of imidazoline-based potential chiral auxiliaries

Functionalized α-oximinoketones with β-alkoxy, β-alkyl, and β-sulfenyl groups were used as efficient synthons for the preparation of chiral 1-acyl-4-imidazolin-2-ones and 1-acylimidazolidin-2-ones. For the preparation of the former heterocycles, α-oximinoketones were transformed into their respective imidazole N-oxides by neutral treatment with a chiral triazine, followed by reaction with acetic or propionic anhydrides to furnish the desired chiral 1-acetyl- or 1-propionyl-4-imidazolin-2-ones in moderate overall yields. Upon palladium hydroxide-catalyzed hydrogenation, these series were converted into their corresponding 1-acylimidazolidin-2-ones in high diastereoisomeric ratios. Thus, these novel chiral 1-acetyl- and 1-propionyl-imidazolidin-2-ones were obtained with a variety of alkyl groups at the C-4 and C-5 positions of the heterocycle, through a three-step methodology, and can be applied as new potential chiral auxiliaries.

Synthesis of optically active 1-(1-phenylethyl)-1H-imidazoles derived from 1-phenylethylamine

The three-component reaction of (R)- or (S)-1-phenylethylamine (6), formaldehyde, and an α-(hydroxyimino) ketone 5, i.e., 3-(hydroxyimino) butan-2-one (5a) or 2-(hydroxyimino)-1,2-diphenylethanone (5b), yields the corresponding enantiomerically pure 1-(1-

Asymmetric synthesis of optically active α-substituted α-amino-H-phosphinates through resolution of 1,1-diethoxyethyl(aminomethyl)phosphinates

Both enantiomers of 1,1-diethoxyethyl(aminomethyl)phosphinates were prepared through chromatographic separation of a diastereomeric mixture derived from (S)-phenylethylamine and 1,1-diethoxyethyl-H-phosphinate. The individual enantiomer was transformed into α-substituted α-amino-H-phosphinate with high enantiomeric purity by a highly diastereoselective alkylation at the α-carbon on the basis of our previously developed method.

A New Route to the Synthesis of Amino Acids through the Mercury Cyclization of Chiral Amidals

By means of the mercury cyclization of the unsaturated amidals 3a-e, obtained from the reaction of 1,3,5-tris-hexahydrotriazine (1) and α,β-unsaturated acyl chlorides, diastereomeric mixtures of imidazolidin-4-ones 5-8 and perihydropyrimidin-4-ones 9-10 have been synthesized and easily separated by flash chromatography.The subsequent hydrolysis under acid conditions of the separated heterocycles affords respectively D or L α- and β-amino acids.The regiochemistry of the cyclization has been studied, depending on the substituents of the double bond.Furthermore the absolute configuration of the newly introduced stereogenic center has been attributed on the basis of the 1H NMR spectra of the heterocycles.

Synthesis of L and D α-amino acids from chiral amidals

A new synthesis of D- and L-alanine is described, by means of the mercury cyclisation of the chiral amidal obtained from the reaction of 1,3,5-tri-(S)-phenylethylhexahydrotriazine and acryloyl chloride.