(R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide

Base Information

• Chemical Name: (R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide
• CAS No.: 336105-25-0
• Molecular Formula: C₁₂H₁₄F₃NOS
• Molecular Weight: 277.31
• Mol file: 336105-25-0.mol

Synonyms:(R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide

Chemical Property of (R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide

There total 1 articles about (R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide 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: 53.0%

4-Trifluoromethylbenzaldehyde (455-19-6) + (R)-2-methylpropane-2-sulfinamide (196929-78-9) → (R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide (336105-25-0)

Guidance literature:

With pyridinium p-toluenesulfonate; magnesium sulfate; In dichloromethane; at 20 ℃;

DOI:10.1016/S0957-4166(02)00099-X

Reference yield: 86.0%

1,3-dibromopropene (627-15-6) + (R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide (336105-25-0) → (RS,2R,3R)-N-(tert-butanesulfinyl)-2-(4-trifluoromethylphenyl)-3-vinylaziridine

Guidance literature:

1,3-dibromopropene; (R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide; With indium; sodium bromide; In water; at 23 ℃; for 12h;

With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 23 ℃; for 3h; diastereoselective reaction;

DOI:10.3987/COM-18-S(F)18

Reference yield: 81.0%

2,2-difluoro-1-morpholino-2-(trimethylsilyl)ethan-1-one + (R)-(-)-2-methyl-N-[(1E)-[4-(trifluoromethyl)phenyl]methylene]-2-propanesulfinamide (336105-25-0) → (R)-N-((S)-2,2-difluoro-3-morpholino-3-oxo-1-(4-(trifluoromethyl)phenyl)propyl)-2-methylpropane-2-sulfinamide

Guidance literature:

With tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; at 20 ℃; for 18h; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201700371

upstream raw materials:

4-Trifluoromethylbenzaldehyde

(R)-2-methylpropane-2-sulfinamide

Downstream raw materials:

(R)-2-methyl-N-[(R)-phenyl[4-(trifluoromethyl)-phenyl]methyl]-2-propanesulfinamide

(R_S,S)-(1-phenyl-1-(4-trifluoromethylphenyl)methyl)-2-methylpropanesulfinamide

(R_S,2S)-N-[2-(tert-butyldimethylsilyloxy)-2,2-dicyano-1-(4-trifluoromethylphenyl)ethyl]-2-methylpropane-2-sulfinamide

C₁₈H₂₇BF₃NO₃S

Refernces

• 1、 Plobeck, Niklas,Powell, David. "Asymmetric synthesis of diarylmethylamines by diastereoselective addition of organometallic reagents to chiral N-tert-butanesulfinimines: Switchover of diastereofacial selectivity". . p. 303 - 310. Retrieved 2007/10/03.