(S)-(+)-[N-(4-trifluoromethylphenyl)phenylmethyl]-4-nitrobenzenesulfonamide

Base Information

• Chemical Name: (S)-(+)-[N-(4-trifluoromethylphenyl)phenylmethyl]-4-nitrobenzenesulfonamide
• CAS No.: 260997-40-8
• Molecular Formula: C₂₀H₁₅F₃N₂O₄S
• Molecular Weight: 436.411
• Mol file: 260997-40-8.mol

Synonyms:(S)-(+)-[N-(4-trifluoromethylphenyl)phenylmethyl]-4-nitrobenzenesulfonamide

Chemical Property of (S)-(+)-[N-(4-trifluoromethylphenyl)phenylmethyl]-4-nitrobenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(+)-[N-(4-trifluoromethylphenyl)phenylmethyl]-4-nitrobenzenesulfonamide

There total 5 articles about (S)-(+)-[N-(4-trifluoromethylphenyl)phenylmethyl]-4-nitrobenzenesulfonamide 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:

trimethyl(phenyl)stannane (934-56-5) + N-(4-trifluoromethylphenyl)methylidene-4-nitrobenzenesulfonamide → (S)-(+)-[N-(4-trifluoromethylphenyl)phenylmethyl]-4-nitrobenzenesulfonamide (260997-40-8)

Guidance literature:

With bis(ethylene)rhodium acetylacetonate; (R)-[2'-(3,5-Me₂-4-MeO-C₆H₂)-2-(Ph₂)P]-1,1'-binaphthyl; lithium fluoride; In 1,4-dioxane; at 110 ℃; for 12h;

DOI:10.1021/ja9927220

Reference yield:

trimethyl(4-(trifluoromethyl)phenyl)stannane (17315-40-1) + 4-nitro-N-[(1E)-phenylmethylidene]benzene-1-sulfonamide (63160-16-7) → 4-nitro-N-[phenyl-(4-trifluoromethyl-phenyl)-methyl]-benzenesulfonamide + (S)-(+)-[N-(4-trifluoromethylphenyl)phenylmethyl]-4-nitrobenzenesulfonamide (260997-40-8)

Guidance literature:

With (Ra)-(2'-methoxy-[1,1']-binaphthalenyl-2-yl)-diphenylphosphine; bis(ethylene)rhodium acetylacetonate; lithium fluoride; In 1,4-dioxane; at 110 ℃; for 12h; Title compound not separated from byproducts.;

DOI:10.1021/ja9927220

Reference yield:

p-nitrobenzenesulfonamide (6325-93-5) → (S)-(+)-[N-(4-trifluoromethylphenyl)phenylmethyl]-4-nitrobenzenesulfonamide (260997-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetraethyl orthosilicate / 6 h / 160 °C

2: Rh(acac)(C₂H₄)2; (R)-[2'-(3,5-Me₂-4-MeO-C₆H₂)-2-(Ph₂)P]-1,1'-binaphthyl; LiF / dioxane / 12 h / 110 °C

With tetraethoxy orthosilicate; bis(ethylene)rhodium acetylacetonate; (R)-[2'-(3,5-Me₂-4-MeO-C₆H₂)-2-(Ph₂)P]-1,1'-binaphthyl; lithium fluoride; In 1,4-dioxane; 1: Addition / 2: Asymmetric arylation;

DOI:10.1021/ja9927220

upstream raw materials:

trimethyl(phenyl)stannane

trimethyl(4-(trifluoromethyl)phenyl)stannane

4-nitro-N-[(1E)-phenylmethylidene]benzene-1-sulfonamide

4-Trifluoromethylbenzaldehyde

Downstream raw materials:

(4-trifluoromethylphenyl)phenylmethanamine

(S)-(+)-N-[(4-trifluoromethylphenyl)phenylmethyl]-4-methylbenzenesulfonamide

(R)-N-[(4-trifluoromethylphenyl)(phenyl)methyl]-4-methylbenzenesulfonamide