69555-18-6

Upstream product

• 69555-14-2 ethyl N-diphenylmethylene glycine 
• 100-39-0 benzyl bromide 
• 118553-20-1 N-(diphenylmethylene)-α,β-dehydroalanine ethyl ester 
• 1204177-30-9 benzyl 2-(2-ethoxy-2-oxoethylideneamino)-2,2-diphenylacetate 
• 1013-88-3 Benzophenone imine 
• 3182-93-2 ethyl 2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 1795-96-6 phenylalanine ethyl ester 
• 496793-62-5 (1S,2S)-2-dimethylamino-1,3-diphenyl-1-propanol 
• 3081-24-1 H-Phe-OEt 
• 1795-96-6 D-phenylalanine ethyl ester 

Relevant academic research and scientific papers

Design and synthesis of a s-triazene based asymmetric organocatalyst and its application in enantioselective alkylation

A very efficient chiral organocatalyst was prepared from the readily available cyanuric chloride. The asymmetric catalyst exhibited a highly enantioselective catalytic performance for the alkylation of a glycinate Schiff base, which provides a useful procedure for the enantioselective synthesis of structurally diverse natural and unnatural α-alkyl-α-amino acids.

A class of phase-transfer catalyst with interionic strain: Insight into the bonding of disubstituted N-vs carbene-stabilized NI-centered cations

The straightforward synthesis of a class of nitrogen-based phase-transfer catalysts (PTCs) having markedly dissociated anions due to interionic donor-donor "ion pair strain" and use for catalyzing benzylation and benzylic fluorination is reported. Provided also is insight into the bonding of disubstituted N- vs so-called divalent carbene-stablized NI-centered cations and the unprecedented finding of a cyclopropenium based C-H···πaryl interaction.

Palladium-catalyzed decarboxylative benzylation of diphenylglycinate lmines

(Figure presented) General reaction conditions for the Pd-catalyzed decarboxylative benzylation of benzyl diphenylglycinate lmines are described. The overall procedure requires a simple catalyst/ligand combination to form a new Csp3-Csp3 bond. Microwave Irradiation greatly accelerated the transformation. Moreover, various heteroaromatlc moieties are tolerated in both the imine and ester components.

Ionic liquid as an efficient promoting medium for two-phase nucleophilic displacement reactions

The use of the room temperature ionic liquid (RTIL) 1-n-butyl-3-methylimidazolium hexafluorophosphate as an efficient catalyst and solvent for several representative nucleophilic substitution reactions under aqueous-RTIL phase transfer conditions was explored. Recycling and reuse of the reaction medium was demonstrated for the azide formation.

Novel potential enantioselective phase transfer catalysts based on lupinine

Ten N-alkylated lupininium derivatives 5-8 were prepared as potential enantioselective phase transfer catalysts. Compounds 5a-d, 6a-d contain four asymmetric centers (including one in the side chain) with known configuration resting on an X-ray structure.

Ethyl N-(diphenylmethylene)glycinate as anionic glycine equivalent. Monoalkylation, dialkylation and michael additions under solid-liquid phase-transfer catalysis

Ethyl N-(diphenylmethylene)glycinate, 1, undergoes monoalkylations, dialkylations and Michael additions to ethylenic and acetylenic acceptors under appropriate solid-liquid phase transfer catalysis conditions. Further transformations of the α-disubstituted ketimines lead to α-alkylated aspartic and glutamic acid derivatives 10, 15, 19 and 26, to bicyclic amino acids or derivatives featuring pyrazolone and isoxazolone moieties 30 and 33, and to α-substituted (E)-3,4-dehydroglutamic acids. Copyright

Synthesis of α-substituted and α,α-disubstituted α-amino acids by controlled mono- and dialkylation of ethyl N-diphenylmethyleneglycinate

Ethyl N-diphenylmethyleneglycinate reacts with one equivalent of alkylating agents in the presence of powdered potassium carbonate to afford, after hydrolysis, monoalkylated glycine esters. A similar process using two equivalents of alkylating agents in t

UNUSUAL N-ACYLATION OF GLYCINE SCHIFF BASES. A SIMPLE APPROACH TO 3,3-DIPHENYLAZIRIDINE-2-CARBOXYLATES

Treatment of azaallyl anions, generated from glycine Schiff bases, with Ar-acyl halides furnishes N-acylaziridines via intramolecular cyclization.

Alkyl 2-(Diphenylmethyleneamino)acrylates in the Synthesis of α-Amino Acids

Stable alkyl 2-(diphenylmethyleneamino)acrylates, readily prepared from glycine, are useful synthons for the synthesis of racemic 3-substituted alkyl alaninates via Michael type and Lewis acid catalyzed additions.