[(Z)-1-(4-Fluoro-phenyl)-2-(toluene-4-sulfonylamino)-vinyl]-phosphonic acid dimethyl ester

Base Information

• Chemical Name: [(Z)-1-(4-Fluoro-phenyl)-2-(toluene-4-sulfonylamino)-vinyl]-phosphonic acid dimethyl ester
• CAS No.: 626233-10-1
• Molecular Formula: C₁₇H₁₉FNO₅PS
• Molecular Weight: 399.38

Synonyms:[(Z)-1-(4-Fluoro-phenyl)-2-(toluene-4-sulfonylamino)-vinyl]-phosphonic acid dimethyl ester

Chemical Property of [(Z)-1-(4-Fluoro-phenyl)-2-(toluene-4-sulfonylamino)-vinyl]-phosphonic acid dimethyl ester

Chemical Property:

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Technology Process of [(Z)-1-(4-Fluoro-phenyl)-2-(toluene-4-sulfonylamino)-vinyl]-phosphonic acid dimethyl ester

There total 2 articles about [(Z)-1-(4-Fluoro-phenyl)-2-(toluene-4-sulfonylamino)-vinyl]-phosphonic acid dimethyl ester 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: 89.0%

[1-diazo-2-(4-fluoro-phenyl)-2-(toluene-4-sulfonylamino)-ethyl]-phosphonic acid dimethyl ester (626232-90-4) → [(Z)-1-(4-Fluoro-phenyl)-2-(toluene-4-sulfonylamino)-vinyl]-phosphonic acid dimethyl ester (626233-10-1)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2003.08.124

Reference yield:

(E)-N-(4-fluorobenzylidene)-4-methylbenzenesulfonamide (181041-86-1) → [(Z)-1-(4-Fluoro-phenyl)-2-(toluene-4-sulfonylamino)-vinyl]-phosphonic acid dimethyl ester (626233-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / DBU / acetonitrile / 12 h / 20 °C

2: 89 percent / TsOH / CH₂Cl₂ / 0.5 h / 0 °C

With toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1016/j.tetlet.2003.08.124

Reference yield: 94.0%

[(Z)-1-(4-Fluoro-phenyl)-2-(toluene-4-sulfonylamino)-vinyl]-phosphonic acid dimethyl ester (626233-10-1) → [1-(4-fluoro-phenyl)-2-(toluene-4-sulfonylamino)-ethyl]-phosphonic acid dimethyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; under 760 Torr;

DOI:10.1016/j.tetlet.2003.08.124

upstream raw materials:

[1-diazo-2-(4-fluoro-phenyl)-2-(toluene-4-sulfonylamino)-ethyl]-phosphonic acid dimethyl ester

(E)-N-(4-fluorobenzylidene)-4-methylbenzenesulfonamide

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