162402-58-6

Usage

Uses

Used in Organic Synthesis:
(S)-Ethyl 2-azido-2-phenylethanoate is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions, contributing to the formation of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, (S)-Ethyl 2-azido-2-phenylethanoate serves as a key intermediate in the synthesis of drugs, playing a crucial role in the development of new medications.
Used in the Synthesis of Biologically Active Compounds:
(S)-Ethyl 2-azido-2-phenylethanoate is utilized in the synthesis of biologically active compounds due to its unique chemical properties, which allow it to be incorporated into molecules that interact with biological systems.
Used in the Development of New Materials:
(S)-ETHYL 2-AZIDO-2-PHENYLETHANOATE is also employed in the development of new materials, where its chemical structure and reactivity can be leveraged to create innovative substances with specific properties for various applications.

InChI:InChI=1S/C10H11N3O2/c1-2-15-10(14)9(12-13-11)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3/t9-/m0/s1

Upstream product

• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 101-97-3 Ethyl 2-phenylethanoate 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 849945-21-7 ethyl 2-phenyl-2-(2-tosylhydrazono)acetate 
• 22065-57-2 ethyl 2-phenyldiazoacetate 
• 861559-96-8 (N-nitroso-hydrazino)-phenyl-acetic acid ethyl ester 
• 1117-96-0 Diazoethan 

Downstream Products

• 1504-78-5 3-phenylquinoxaline-2(1H)-one 
• 75214-01-6 ethyl 2-iminophenylacetate 

Relevant academic research and scientific papers

Boron-Catalyzed Azide Insertion of α-Aryl α-Diazoesters

A challenging metal-free azide insertion of α-aryl α-diazoesters in the presence of B(C6F5)3 (5 mol %) was developed for the first time. The reaction features an easy operation, wide substrate scope, and mild conditions an

Reductive azidation of carbonyl compounds via tosylhydrazone intermediates using sodium azide

Simple and direct: Aldehydes and ketones can be transformed into alkyl azides through a reductive coupling of the corresponding tosylhydrazones in a process that takes place simply in the presence of K2CO3, tetrabutylammonium bromide

A one-pot preparation of 5-oxo 2,4-disubstituted 2,5-dihydro-1 H -imidazol-2-carboxylates from α-bromo esters

Nucleophilic substitution of a bromine atom by the azide group in aryl- and heteroaryl -α- bromoacetates triggers cascade reactions leading to imidazolin-5-ones formation. The α-azidoacetate intermediates undergo a transformation into non-isolable 2-imino

Synthesis ofα-azido ketones and esters using recyclable hypervalent iodine reagent

A simple and mild method for the preparation of αazido ketones and esters using hypervalent iodine reagent, 4,4'-bis-(dichloroiodo)-biphenyl, and sodium azide in 1,4-dioxane is discussed. Advantages of this system are easy workup, recyclable reagent, and

Intermolecular C-H and Si-H insertion reactions with halodiazoacetates

Ethyl halodiazoacetates react with a range of substrates in regioselective rhodium(II)-catalysed C-H and Si-H insertion reactions giving α-halocarbonyl products in up to 82% yield. The halodiazoacetates are a novel class of diazo compounds that can undergo intermolecular carbenoid C-H insertion reactions, thus broadening the synthetic utility of such reactions. Georg Thieme Verlag Stuttgart.

Revisiting nucleophilic substitution reactions: Microwave-assisted synthesis of azides, thiocyanates, and sulfones in an aqueous medium

A practical, rapid, and efficient microwave (MW) promoted synthesis of various azides, thiocyanates, and sulfones is described in an aqueous medium. This general and expeditious MW-enhanced nucleophilic substitution approach uses easily accessible starting materials such as halides or tosylates in reaction with alkali azides, thiocyanates, or sulfinates in the absence of any phase-transfer catalyst, and a variety of reactive functional groups are tolerated.

Reaction of α-iminomethylene amino esters with mono- and bidentate nucleophiles: A straightforward route to 2-amino-1H-5-imidazolones

The reaction between α-iminomethylene amino esters with different mono- and bidentate nucleophiles has been studied. It has been shown that the reactions with primary and secondary amines as monodentate nucleophiles afford 2-aminoimidazolones efficiently under very mild conditions. Judicious selection of the primary amines employed can modulate the regioselectivity. Analogous reactions employing bidentate nucleophiles (e.g. amidines) also afford imidazolyl derivatives. The formation of the latter is preferred over the formation of seven-membered heterocycles of the triazepinone type. The optimized methodology in solution described herein should be readily adaptable to use in the solid phase for the parallel synthesis of collections of 2-aminoimidazolone derivatives with a high degree of molecular diversity.

Reaction of α-Azido Esters with Lithium Ethoxide: Synthesis of Dehydroamino Esters and α-Keto Esters

α-Azido esters 4 react with catalytic amounts of ethoxide in tetrahydrofuran/ethanol to evolve nitrogen and form dehydroamino esters 3.Acid hydrolysis gives α-keto esters 5 in good yields.