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

Base Information

• Chemical Name: 1-(tert-butyl) 2-methyl (2R,3S)-3-(2-nitrophenyl)aziridine-1,2-dicarboxylate
• CAS No.: 1171119-05-3
• Molecular Formula: C₁₅H₁₈N₂O₆
• Molecular Weight: 322.318

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

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

Chemical Property:

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

There total 3 articles about 1-(tert-butyl) 2-methyl (2R,3S)-3-(2-nitrophenyl)aziridine-1,2-dicarboxylate 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: 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

Reference yield:

2-nitrocinnamaldehyde (1466-88-2,66894-06-2) → 1-(tert-butyl) 2-methyl (2R,3S)-3-(2-nitrophenyl)aziridine-1,2-dicarboxylate (1171119-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: (R)-diphenylprolinol triethylsilyl ether; sodium acetate / dichloromethane / 12 h / 0 °C / Inert atmosphere

2: sodium cyanide; manganese(IV) oxide / 4 h / 0 °C / Inert atmosphere

With sodium cyanide; manganese(IV) oxide; (R)-diphenylprolinol triethylsilyl ether; sodium acetate; In dichloromethane;

DOI:10.1016/j.tetasy.2014.06.018

Reference yield:

tert-butyl N-tosyloxycarbamate (105838-14-0) → 1-(tert-butyl) 2-methyl (2R,3S)-3-(2-nitrophenyl)aziridine-1,2-dicarboxylate (1171119-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: (R)-diphenylprolinol triethylsilyl ether; sodium acetate / dichloromethane / 12 h / 0 °C / Inert atmosphere

2: sodium cyanide; manganese(IV) oxide / 4 h / 0 °C / Inert atmosphere

With sodium cyanide; manganese(IV) oxide; (R)-diphenylprolinol triethylsilyl ether; sodium acetate; In dichloromethane;

DOI:10.1016/j.tetasy.2014.06.018

upstream raw materials:

methanol

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

2-nitrocinnamaldehyde

tert-butyl N-tosyloxycarbamate

Downstream raw materials:

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

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