(S)-ETHYL 2-AZIDO-2-PHENYLETHANOATE

Base Information

• Chemical Name: (S)-ETHYL 2-AZIDO-2-PHENYLETHANOATE
• CAS No.: 162402-58-6
• Molecular Formula: C10H11N3O2
• Molecular Weight: 205.216
• Mol file: 162402-58-6.mol

Synonyms:ethyl (2S)-2-azido-2-phenyl-acetate

Chemical Property of (S)-ETHYL 2-AZIDO-2-PHENYLETHANOATE

Chemical Property:

• PSA: 76.05000
• LogP: 2.05386

Purity/Quality:

99.3% ^*data from raw suppliers

(S)-ETHYL 2-AZIDO-2-PHENYLETHANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-ETHYL 2-AZIDO-2-PHENYLETHANOATE

There total 12 articles about (S)-ETHYL 2-AZIDO-2-PHENYLETHANOATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

ethyl 2-phenyl-2-bromoacetate (2882-19-1,2216-90-2) → (±)-ethyl 2-azido-2-phenylacetate (75214-03-8,162402-58-6)

Guidance literature:

With sodium azide; In acetonitrile; at 20 ℃;

DOI:10.1016/S0040-4020(01)00330-1

Reference yield: 85.0%

ethyl 2-phenyldiazoacetate (22065-57-2) → (±)-ethyl 2-azido-2-phenylacetate (75214-03-8,162402-58-6)

Guidance literature:

With trimethylsilylazide; tris(pentafluorophenyl)borate; In dichloromethane; at 0 - 20 ℃; Reagent/catalyst; Concentration; Solvent; Time; Inert atmosphere; Schlenk technique; Molecular sieve;

DOI:10.1021/acs.joc.8b03278

Reference yield: 80.0%

Ethyl 2-phenylethanoate (101-97-3) → (±)-ethyl 2-azido-2-phenylacetate (75214-03-8,162402-58-6)

Guidance literature:

With sodium azide; 4,4'-bis-(dichloroiodo)-biphenyl; triethylamine; In 1,4-dioxane; for 4h; Reflux;

DOI:10.1080/00397910903531888

upstream raw materials:

ethyl 2-phenyl-2-bromoacetate

Diazoethan

Ethyl 2-phenylethanoate

phenylglyoxylic acid ethyl ester

Downstream raw materials:

3-phenylquinoxaline-2(1H)-one

ethyl 2-iminophenylacetate

Refernces

• 1、 Barluenga, Jose,Tomas-Gamasa, Maria,Valdes, Carlos. "Reductive azidation of carbonyl compounds via tosylhydrazone intermediates using sodium azide". . p. 5950 - 5952. Retrieved 2012/07/03.
• 2、 Telvekar, Vikas N.,Patile, Hemlata V.. "Synthesis ofα-azido ketones and esters using recyclable hypervalent iodine reagent". experimental part. p. 131 - 135. Retrieved 2011/02/27.