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

Base Information

• Chemical Name: 1,1-dioxo-2-(4-trifluoromethanesulfonyloxybenzyl)-λ⁶-isothiazolidine-3-carboxylic acid methyl ester
• CAS No.: 409107-69-3
• Molecular Formula: C₁₃H₁₄F₃NO₇S₂
• Molecular Weight: 417.384

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

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

Chemical Property:

Purity/Quality:

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

There total 4 articles about 1,1-dioxo-2-(4-trifluoromethanesulfonyloxybenzyl)-λ⁶-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: 77.0%

trifluoromethylsulfonic anhydride (358-23-6) + 2-(4-hydroxybenzyl)-1,1-dioxo-λ6-isothiazolidine-3-carboxylic acid methyl ester (409107-68-2) → 1,1-dioxo-2-(4-trifluoromethanesulfonyloxybenzyl)-λ6-isothiazolidine-3-carboxylic acid methyl ester (409107-69-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 2h;

DOI:10.1021/jm049833g

Reference yield:

4-benzyloxybenzyl chloride (836-42-0) → 1,1-dioxo-2-(4-trifluoromethanesulfonyloxybenzyl)-λ6-isothiazolidine-3-carboxylic acid methyl ester (409107-69-3)

Guidance literature:

Multi-step reaction with 3 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

With hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; Pd-BaSO₄; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049833g

Reference yield:

1,1-dioxoisothiazolidine-3-carboxylic acid methyl ester (409107-64-8) → 1,1-dioxo-2-(4-trifluoromethanesulfonyloxybenzyl)-λ6-isothiazolidine-3-carboxylic acid methyl ester (409107-69-3)

Guidance literature:

Multi-step reaction with 3 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

With hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; Pd-BaSO₄; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049833g

upstream raw materials:

trifluoromethylsulfonic anhydride

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

4-benzyloxybenzyl chloride

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

Downstream raw materials:

2-(3',5'-dichloro-biphenyl-4-ylmethyl)-1,1-dioxo-1λ⁶-isothiazolidine-3-carboxylic acid methyl ester

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

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

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