2-(2'-methyl-biphenyl-4-ylmethyl)-1,1-dioxo-1λ⁶-isothiazolidine-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-(2'-methyl-biphenyl-4-ylmethyl)-1,1-dioxo-1λ⁶-isothiazolidine-3-carboxylic acid methyl ester
• CAS No.: 717912-82-8
• Molecular Formula: C₁₉H₂₁NO₄S
• Molecular Weight: 359.446

Synonyms:2-(2'-methyl-biphenyl-4-ylmethyl)-1,1-dioxo-1λ⁶-isothiazolidine-3-carboxylic acid methyl ester

Chemical Property of 2-(2'-methyl-biphenyl-4-ylmethyl)-1,1-dioxo-1λ⁶-isothiazolidine-3-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 2-(2'-methyl-biphenyl-4-ylmethyl)-1,1-dioxo-1λ⁶-isothiazolidine-3-carboxylic acid methyl ester

There total 5 articles about 2-(2'-methyl-biphenyl-4-ylmethyl)-1,1-dioxo-1λ⁶-isothiazolidine-3-carboxylic acid methyl 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:

4-benzyloxybenzyl chloride (836-42-0) → 2-(2'-methyl-biphenyl-4-ylmethyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid methyl ester (717912-82-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / K₂CO₃; Bu₄NI / dimethylformamide / 5 h

2: 100 percent / H₂ / Pd/BaSO₄ / methanol / 2.5 h

3: 77 percent / Hunig's base / CH₂Cl₂ / 2 h

4: K₂CO₃; PPh₃; Pd(OAc)2 / toluene / 4 h / 70 °C

With palladium diacetate; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; Pd-BaSO₄; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Suzuki reaction;

DOI:10.1021/jm049833g

Reference yield:

1,1-dioxoisothiazolidine-3-carboxylic acid methyl ester (409107-64-8) → 2-(2'-methyl-biphenyl-4-ylmethyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid methyl ester (717912-82-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / K₂CO₃; Bu₄NI / dimethylformamide / 5 h

2: 100 percent / H₂ / Pd/BaSO₄ / methanol / 2.5 h

3: 77 percent / Hunig's base / CH₂Cl₂ / 2 h

4: K₂CO₃; PPh₃; Pd(OAc)2 / toluene / 4 h / 70 °C

With palladium diacetate; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; Pd-BaSO₄; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Suzuki reaction;

DOI:10.1021/jm049833g

Reference yield:

2-(4-benzyloxybenzyl)-1,1-dioxo-λ6-isothiazolidine-3-carboxylic acid methyl ester (409107-65-9) → 2-(2'-methyl-biphenyl-4-ylmethyl)-1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid methyl ester (717912-82-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / H₂ / Pd/BaSO₄ / methanol / 2.5 h

2: 77 percent / Hunig's base / CH₂Cl₂ / 2 h

3: K₂CO₃; PPh₃; Pd(OAc)2 / toluene / 4 h / 70 °C

With palladium diacetate; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; Pd-BaSO₄; In methanol; dichloromethane; toluene; 3: Suzuki reaction;

DOI:10.1021/jm049833g

upstream raw materials:

2-Methylphenylboronic acid

1,1-dioxo-2-(4-trifluoromethanesulfonyloxybenzyl)-λ⁶-isothiazolidine-3-carboxylic acid methyl ester

4-benzyloxybenzyl chloride

1,1-dioxoisothiazolidine-3-carboxylic acid methyl ester

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