N-((dimethyl(phenyl)silyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-((dimethyl(phenyl)silyl)(phenyl)methyl)-4-methylbenzenesulfonamide
• CAS No.: 1283154-24-4
• Molecular Formula: C₂₂H₂₅NO₂SSi
• Molecular Weight: 395.598
• Mol file: 1283154-24-4.mol

Synonyms:N-((dimethyl(phenyl)silyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Chemical Property of N-((dimethyl(phenyl)silyl)(phenyl)methyl)-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of N-((dimethyl(phenyl)silyl)(phenyl)methyl)-4-methylbenzenesulfonamide

There total 18 articles about N-((dimethyl(phenyl)silyl)(phenyl)methyl)-4-methylbenzenesulfonamide 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: 90.0%

phenyl N-tosyl imine (51608-60-7) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → N-((dimethyl(phenyl)silyl)(phenyl)methyl)-4-methylbenzenesulfonamide (1283154-24-4)

Guidance literature:

With methanol; sodium methylate; copper(l) cyanide; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol200509c

Reference yield: 84.0%

dimethyl(phenyl)silyl lithium (3839-31-4) + N-(p-Toluolsulfonyl)-benzimidsaeure-methylester (22158-84-5) → N-((dimethyl(phenyl)silyl)(phenyl)methyl)-4-methylbenzenesulfonamide (1283154-24-4)

Guidance literature:

dimethyl(phenyl)silyl lithium; N-(p-Toluolsulfonyl)-benzimidsaeure-methylester; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With tert-butylmagnesium chloride; In tetrahydrofuran; at -78 - -45 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/ol301194e

Reference yield: 77.0%

N-benzyl-N-chloro-4-methylbenzenesulfonamide (14070-53-2) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → N-((dimethyl(phenyl)silyl)(phenyl)methyl)-4-methylbenzenesulfonamide (1283154-24-4)

Guidance literature:

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; With 4,4'-Dimethoxy-2,2'-bipyridin; lithium methanolate; copper(I) thiocyanate; In acetonitrile; for 0.0833333h; Schlenk technique; Inert atmosphere;

N-benzyl-N-chloro-4-methylbenzenesulfonamide; In acetonitrile; at 20 ℃; for 18h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01698

upstream raw materials:

phenyl N-tosyl imine

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

benzaldehyde

toluene-4-sulfonamide