(+/-)-N-benzyl aziridine carboxylate t-butyl ester

Base Information

• Chemical Name: (+/-)-N-benzyl aziridine carboxylate t-butyl ester
• CAS No.: 176502-69-5
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31
• Mol file: 176502-69-5.mol

Synonyms:(+/-)-N-benzyl aziridine carboxylate t-butyl ester

Chemical Property of (+/-)-N-benzyl aziridine carboxylate t-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-N-benzyl aziridine carboxylate t-butyl ester

There total 2 articles about (+/-)-N-benzyl aziridine carboxylate t-butyl 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: 79.0%

methyl 1-benzylaziridine-2-carboxylate (21384-53-2,31907-91-2,196965-62-5) + tert-butyl alcohol (75-65-0) → (+/-)-N-benzyl aziridine carboxylate t-butyl ester (176502-69-5)

Guidance literature:

tert-butyl alcohol; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 0.25h;

methyl 1-benzylaziridine-2-carboxylate; In tetrahydrofuran; hexane; at -20 ℃; for 1h;

DOI:10.1023/B:COHC.0000040767.96090.cc

Reference yield:

2,3-dibromopropionic acid (600-05-5) + tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0) + benzylamine (100-46-9) → (+/-)-N-benzyl aziridine carboxylate t-butyl ester (176502-69-5)

Guidance literature:

With boron trifluoride diethyl etherate; triethylamine; Multistep reaction; 1.) CH₂Cl₂, cyclohexane, 0 deg C; 2.) benzene, reflux;

DOI:10.1039/c39890001852

Reference yield: 46.0%

(+/-)-N-benzyl aziridine carboxylate t-butyl ester (176502-69-5) → tert-butyl 1-benzyl-2-(1-benzylaziridine-2-carbonyl)aziridine-2-carboxylate (1026023-09-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

DOI:10.1007/s10593-007-0028-7

upstream raw materials:

2,3-dibromopropionic acid

tert-Butyl 2,2,2-trichloroacetimidate

benzylamine

methyl 1-benzylaziridine-2-carboxylate

Downstream raw materials:

tert-butyl 1-benzyl-2-(1-benzylaziridine-2-carbonyl)aziridine-2-carboxylate

Refernces

• 1、 Baldwin, Jack E.,Adlington, Robert M.,O'Neil, Ian A.,Schofield, Christopher,Spivey, Alan C.,Sweeney, Joseph B.. "The Ring Opening of Aziridine-2-carboxylate Esters with Organometallic Reagents". . p. 1852 - 1854. Retrieved 2007/10/02.