[S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide

Base Information

• Chemical Name: [S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide
• CAS No.: 1373493-14-1
• Molecular Formula: C₁₆H₁₈F₃N₃O₂S
• Molecular Weight: 373.399
• Mol file: 1373493-14-1.mol

Synonyms:[S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide

Chemical Property of [S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide

There total 2 articles about [S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide 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:

Chloroiodomethane (593-71-5) + S(S)-2-(tert-butylsulfinylimino)-N-(4-cyano-3-(trifluoromethyl)phenyl) propanamide (1239669-98-7) → [S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide (1373493-14-1) + [S(S),R]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide (1373493-11-8)

Guidance literature:

Chloroiodomethane; With methyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; Inert atmosphere;

S(S)-2-(tert-butylsulfinylimino)-N-(4-cyano-3-(trifluoromethyl)phenyl) propanamide; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ml3000269

Reference yield:

N-(4-cyano-3-trifluoromethyl-phenyl)-2-oxo-propionamide (87310-69-8) → [S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide (1373493-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 40 °C / Inert atmosphere

2.1: methyllithium; lithium bromide / tetrahydrofuran; diethyl ether / -78 °C / Inert atmosphere

2.2: 4 h / -78 - 0 °C / Inert atmosphere

With titanium(IV) tetraethanolate; methyllithium; lithium bromide; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ml3000269

Reference yield: 73.0%

[S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide (1373493-14-1) + 4-cyanophenol (767-00-0) → [S(S),S]-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-((S)-1,1-dimethylethylsulfinamido)-2-methylpropanamide (1373493-15-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 70 ℃; for 36h; Inert atmosphere;

DOI:10.1021/ml3000269

upstream raw materials:

Chloroiodomethane

S(S)-2-(tert-butylsulfinylimino)-N-(4-cyano-3-(trifluoromethyl)phenyl) propanamide

N-(4-cyano-3-trifluoromethyl-phenyl)-2-oxo-propionamide

Downstream raw materials:

(S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide

(S)-4-(4-((4-cyanophenoxy)methyl)-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile

[S(S),S]-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-((S)-1,1-dimethylethylsulfinamido)-2-methylpropanamide