6335-76-8

Usage

Uses

Used in Pharmaceutical Synthesis:
Ethyl 3-amino-3-phenylpropanoate is utilized as a key building block in the synthesis of pharmaceuticals, contributing to the development of new drugs due to its unique chemical structure and reactivity.
Used in Organic Chemistry:
In the realm of organic chemistry, ethyl 3-amino-3-phenylpropanoate serves as a valuable intermediate, facilitating the synthesis of complex organic molecules and enhancing the scope of chemical research and development.
Used in Central Nervous System Drug Production:
Ethyl 3-amino-3-phenylpropanoate is employed as a precursor in the production of drugs that target the central nervous system, potentially aiding in the treatment of neurological disorders and other related conditions.
Used in Neurological Disorder Treatment Research:
ethyl 3-amino-3-phenylpropanoate is also being studied for its potential role in the treatment of neurological disorders, indicating its importance in advancing medical science and improving patient care.
Used in Bioactive Compound Synthesis:
Ethyl 3-amino-3-phenylpropanoate is recognized for its use as a precursor in the synthesis of various bioactive compounds, which can have significant implications in the discovery of new therapeutic agents and pharmaceuticals.

InChI:InChI=1/C11H15NO2/c1-2-14-11(13)8-10(12)9-6-4-3-5-7-9/h3-7,10H,2,8,12H2,1H3

Upstream product

• 64-17-5 ethanol 
• 3646-50-2 3-Amino-3-phenylpropionic acid 
• 33831-72-0 ethyl 3-amino-3-phenylprop-2-enoate 
• 4192-77-2 ethyl cinnamate 
• 52341-70-5 N-chlorosulfonyl-4-phenylazetidin-2-one 
• 84024-60-2 trans-3-phenylaziridine-2-carboxylic acid ethyl ester 
• 7664-41-7 ammonia 
• 17599-61-0 N-benzylidene-1,1,1-trimethylsilanamine 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 121-39-1 ethyl 3-phenylglycidate 
• 141-82-2 malonic acid 
• 100-52-7 benzaldehyde 
• 3082-68-6 (R)-3-amino-3-phenylpropionic acid ethyl ester 

Downstream Products

• 14593-04-5 3-amino-3-phenyl-1-propanol 
• 39629-53-3 rac-ethyl 3-benzylamino-3-phenylpropanoate 
• 94165-04-5 ethyl 3-benzamido-3-phenylpropanoate 
• 101106-28-9 3-ethoxyoxalylamino-3-phenyl-propionic acid ethyl ester 
• 3734-23-4 3-(2-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-acetylamino)-3-phenyl-propionic acid ethyl ester 
• 3057-87-2 3-{Benzoyl-[(2,6-dimethyl-phenylcarbamoyl)-phenyl-methyl]-amino}-3-phenyl-propionic acid ethyl ester 
• 3060-59-1 3-[Benzoyl-(1-cyclohexylcarbamoyl-3-methylsulfanyl-propyl)-amino]-3-phenyl-propionic acid ethyl ester 
• 112576-77-9 (3-Amino-3-phenyl-propionyl)-N-methyl-anilid 
• 95291-93-3 (+/-)-3-<3-Naphthyl-(1)-ureido>-3-phenyl-propionsaeureaethylester 
• 90059-54-4 3-fenil-3-(3-nitropiridil-2)-amminopropionato d'etile 
• 94104-37-7 3-((E)-3-Oxo-1,3-di-p-tolyl-propenylamino)-3-phenyl-propionic acid ethyl ester 
• 94104-38-8 3-[(E)-1,3-Bis-(4-chloro-phenyl)-3-oxo-propenylamino]-3-phenyl-propionic acid ethyl ester 
• 94104-34-4 3-((E)-3-Oxo-1,3-diphenyl-propenylamino)-3-phenyl-propionic acid ethyl ester 
• 94104-39-9 3-((E)-1-Methyl-3-oxo-3-phenyl-propenylamino)-3-phenyl-propionic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of 1,1'-Bis(2-amino-2-carboxyethyl)ferrocene (1,1'-Ferrocenylbis(alanine))

The 1,1'-disubstituted ferrocenyl amino acid 1 (1,1'-ferrocenylbis(alanine)) was synthesized by two different routes.Optically active 1 was obtained by asymmetric hydrogenation of the bis(didehydroamino acid) derivatives 2 followed by deprotection.The bis

One-pot synthesis process of 3-amino-3-phenyl propionate

The invention discloses a one-pot synthesis process of 3-amino-3-phenyl propionate shown in the formula (II). Benzaldehyde shown in the formula (I), malonic acid and ammonium acetate serve as raw materials and react in a solvent, and then the product reacts with an esterification reagent to synthesize 3-amino-3-phenyl propionate shown in the formula (II) through a one-pot method. All the reaction raw materials are put in a reaction still to react, and 3-amino-3-phenyl propionate is synthesized through the one-pot method by selecting proper reaction conditions. The process is high in selectivity, intermediate products do not need to be separated, the yield is high, fewer impurities are generated, safety and environment friendliness are achieved, operation is easy, and practical value is high. The formula (I) and the formula (II) are shown in the specification.

Asymmetric biocatalysis of S-3-amino-3-phenylpropionic acid with new isolated Methylobacterium Y1-6

β-amino acids are widely used in drug research, and S-3-amino-3-phenylpropionic acid (S-APA) is an important pharmaceutical intermediate of S-dapoxetine, which has been approved for the treatment of premature ejaculation. Chiral catalysis is an excellent method for the preparation of enantiopure compounds. In this study, we used (±)-ethyl-3-amino-3-phenylpropanoate (EAP) as the sole carbon source. Three hundred thirty one microorganisms were isolated from 30 soil samples, and 17 strains could produce S-APA. After three rounds of cultivation and identification, the strain Y1-6 exhibiting the highest enantioselective activity of S-APA was identified as Methylobacterium oryzae. The optimal medium composition contained methanol (2.5 g/L), 1,2-propanediol (7.5 g/L), soluble starch (2.5 g/L), and peptone (10 g/L); it was shaken at 220 rpm for 4-5 days at 30 C. The optimum condition for biotransformation of EAP involved cultivation at 37 C for 48 h with 120 mg of wet cells and 0.64 mg of EAP in 1 ml of transfer solution. Under this condition, substrate ee was 92.1% and yield was 48.6%. We then attempted to use Methylobacterium Y1-6 to catalyze the hydrolytic reaction with substrates containing 3-amino-3-phenyl-propanoate ester, N-substituted-β-ethyl-3-amino-3-phenyl-propanoate, and γ-lactam. It was found that 5 compounds with ester bonds could be stereoselectively hydrolyzed to S-acid, and 2 compounds with γ-lactam bonds could be stereoselectively hydrolyzed to (-)-γ-lactam.

Dynamic kinetic resolution of β-amino esters by a heterogeneous system of a palladium nanocatalyst and candida antarctica lipase A

A dynamic kinetic resolution (DKR) of β-amino esters have been developed by the use of a heterogeneous racemization catalyst and an immobilized enzyme that accepts aromatic, heteroaromatic and aliphatic substrates. The reaction conditions were optimized to yield an efficient catalytic system without by-product formation. The products are obtained in 96-99 % ee and high yields. Copyright

Integrin-Mediated drug targeting

The present invention relates to cytostatics which have a tumour-specific action as a result of linkage to αvβ3 integrin antagonists via preferred linking units. The preferred linking units guarantee serum stability of the conjugate of cytostatic and αvβ3 integrin antagonist and at the same time the desired intracellular action in tumour cells as a result of their enzymatic or hydrolytic cleavability with release of the cytostatic.

Efficient synthesis of β-amino-α,β-unsaturated carbonyl compounds

A versatile and high-yielding procedure for the synthesis of β-enamino esters and β-enaminones is presented: in the presence of tetraethyl orthosilicate, a number of highly functional β-enamino esters were obtained; this method provided an alternative for the formation of β-amino-α,β-unsaturated carbonyl compounds with mild and functional group compatible reaction conditions. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.

Structural effects on chemo- and enantioselectivity of Candida antarctica lipase B - Resolution of β-amino esters

The Candida antarctica lipase B-catalyzed reactions of five β-amino esters with neat butyl butanoate and with 2,2,2-trifluoroethyl butanoate in diisopropyl ether were studied, as were the reactions of the same β-amino esters and their N-butanamides with neat butanol. The possibility for sequential resolution, where the amino and ester functions of the substrate both react with an achiral butanoate, became less likely with increasing size of the substrate from ethyl 3-aminobutanoate (1a) to pentanoate (1b) or larger. On the other hand, the alcoholyses of N-acylated β-amino esters successfully proceeded in butanol with E > 100. Gram-scale resolution of the N-butanoylated 1a was performed to demonstrate the usefulness of the method.

Lithium perchlorate mediated three-component preparation of primaryaminoesters

A three-component reaction between an aldehyde, metallated hexamethyldisilazane and a functionalized organozinc compound proceeded smoothly in the presence of LiClO4 in diethyl ether to afford primary amino esters in good yields.

New aromatase inhibitors. Synthesis and biological activity of aryl- substituted pyrrolizine and indolizine derivatives

We report herein the design and the synthesis of some aryl-substituted pyrrolizine and indolizine derivatives, on the basis of a hypothetical pharmacophore structure designed to fit the catalytic site of the human cytochrome P450 aromatase. The in vitro b

Preparation of enantiomerically enriched aromatic β-amino acids via enzymatic resolution

A range of enantiomerically enriched aromatic β-amino acids with high e.e. have been prepared via enzymatic resolution of ethyl ester derivatives. (C) 2000 Elsevier Science Ltd.