tert-butyl (2R,3S)-2-formyl-3-(2-nitrophenyl)aziridine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (2R,3S)-2-formyl-3-(2-nitrophenyl)aziridine-1-carboxylate
• CAS No.: 1171118-85-6
• Molecular Formula: C₁₄H₁₆N₂O₅
• Molecular Weight: 292.291
• Mol file: 1171118-85-6.mol

Synonyms:tert-butyl (2R,3S)-2-formyl-3-(2-nitrophenyl)aziridine-1-carboxylate

Chemical Property of tert-butyl (2R,3S)-2-formyl-3-(2-nitrophenyl)aziridine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2R,3S)-2-formyl-3-(2-nitrophenyl)aziridine-1-carboxylate

There total 2 articles about tert-butyl (2R,3S)-2-formyl-3-(2-nitrophenyl)aziridine-1-carboxylate 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: 94.0%

tert-butyl N-tosyloxycarbamate (105838-14-0) + 2-nitrocinnamaldehyde (1466-88-2,66894-06-2) → tert-butyl (2R,3S)-2-formyl-3-(2-nitrophenyl)aziridine-1-carboxylate (1171118-85-6)

Guidance literature:

With (R)-diphenylprolinol triethylsilyl ether; sodium acetate; In dichloromethane; at 0 ℃; for 12h; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2014.06.018

Reference yield: 77.0%

t-butyl N-toluenesulfonyloxycarbamate + 2-nitrocinnamaldehyde (1466-88-2,66894-06-2) → tert-butyl (2R,3S)-2-formyl-3-(2-nitrophenyl)aziridine-1-carboxylate (1171118-85-6)

Guidance literature:

With (R)-diphenylprolinol triethylsilyl ether; sodium acetate; In dichloromethane; at 4 ℃; for 2.5h; enantioselective reaction;

DOI:10.1016/j.tetlet.2009.02.095

Reference yield: 81.0%

methanol (67-56-1) + tert-butyl (2R,3S)-2-formyl-3-(2-nitrophenyl)aziridine-1-carboxylate (1171118-85-6) → 1-(tert-butyl) 2-methyl (2R,3S)-3-(2-nitrophenyl)aziridine-1,2-dicarboxylate (1171119-05-3)

Guidance literature:

With sodium cyanide; manganese(IV) oxide; at 0 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tetasy.2014.06.018

upstream raw materials:

2-nitrocinnamaldehyde

tert-butyl N-tosyloxycarbamate

Downstream raw materials:

1-(tert-butyl) 2-methyl (2R,3S)-3-(2-nitrophenyl)aziridine-1,2-dicarboxylate

(R)-5,6-Dihydro-5-(methylamino)-4H-imidazo[4,5,1-ij]-quinolin-2(1H)-one