1-Benzyl-aziridine-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 1-Benzyl-aziridine-2-carboxylic acid ethyl ester
• CAS No.: 34943-06-1
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• Hs Code.: 2933990090
• Mol file: 34943-06-1.mol

Synonyms:LogP

Chemical Property of 1-Benzyl-aziridine-2-carboxylic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.565
• Boiling Point: 270.719 °C at 760 mmHg
• PKA: 4.62±0.40(Predicted)
• Flash Point: 99.486 °C
• PSA: 29.31000
• Density: 1.161 g/cm³
• LogP: 1.37180

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 1-benzylaziridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Benzyl-aziridine-2-carboxylic acid ethyl ester

There total 5 articles about 1-Benzyl-aziridine-2-carboxylic acid ethyl ester 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: 96.0%

2-bromo-acrylic acid ethyl ester (5459-35-8) + benzylamine (100-46-9) → 1-benzylaziridine-2-carboxylic acid ethyl ester (34943-06-1)

Guidance literature:

With 1,10-Phenanthroline; caesium carbonate; In xylene; at 95 ℃; for 1h;

DOI:10.1016/S0040-4039(02)00791-8

Reference yield: 92.0%

2,3-dibromopropionic acid ethyl ester (3674-13-3) + benzylamine (100-46-9) → 1-benzylaziridine-2-carboxylic acid ethyl ester (34943-06-1)

Guidance literature:

With trimethylamine; In ethanol; at 0 - 60 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.macromol.8b00550

Reference yield:

ethyl acrylate (140-88-5,9003-32-1) → 1-benzylaziridine-2-carboxylic acid ethyl ester (34943-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / tetrachloromethane

2: triethylamine / methanol

With bromine; triethylamine; In methanol; tetrachloromethane;

DOI:10.1016/j.jfluchem.2013.09.011

upstream raw materials:

2-bromo-acrylic acid ethyl ester

benzylamine

2,3-dibromopropionic acid ethyl ester

ethyl acrylate

Downstream raw materials:

(+/-)-1-benzyl-N-(1-hydroxy-2-methylpropan-2-yl)aziridine-2-carboxamide

1-(1-benzylaziridin-2-yl)ethan-1-one

1-benzyl-N-methoxy-N-methylaziridine-2-carboxamide

3-(1-benzylaziridin-2-yl)-1,5-bis(4-methoxyphenyl)penta-1,4-diyn-3-ol

Refernces

• 1、 Rivero, Alexandra R.,Fernandez, Israel,Sierra, Miguel A.. "The photochemical reaction of vinylaziridines and vinylazetidines with chromium(0) and molybdenum(0) (fischer) carbene complexes". supporting information. p. 1359 - 1366. Retrieved 2014/04/03.
• 2、 Luisi, Renzo,Capriati, Vito,Di Cunto, Peppino,Florio, Saverio,Mansueto, Rosmara. "Regio- and stereoselective lithiation of terminal oxazolinylaziridines: The aziridine N-substituent and the oxazolinyl group effect". . p. 3295 - 3298. Retrieved 2008/02/12.