3-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

Base Information

• Chemical Name: 3-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid
• CAS No.: 1448317-63-2
• Molecular Formula: C₁₄H₁₈F₅NO₅S
• Molecular Weight: 407.359

Synonyms:3-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

Chemical Property of 3-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

Chemical Property:

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Technology Process of 3-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

There total 3 articles about 3-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid 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: 26.0%

3-hydroxy-5-(pentafluoro-λ6-sulphanyl)benzoic acid (1180672-84-7) + 2-(tert-butoxycarbonylamino)ethyl bromide (39684-80-5) → 3-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-(pentafluoro-λ6-sulphanyl)benzoic acid (1448317-63-2)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

3-(pentafluoro-λ6-sulphanyl)benzoic acid (833-96-5) → 3-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-(pentafluoro-λ6-sulphanyl)benzoic acid (1448317-63-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid; trifluoroacetic acid; N-Bromosuccinimide / 18 h / 50 °C

2: potassium hydroxide; tert-butyl XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

3: caesium carbonate / N,N-dimethyl-formamide / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; sulfuric acid; caesium carbonate; trifluoroacetic acid; potassium hydroxide; tert-butyl XPhos; In 1,4-dioxane; water; N,N-dimethyl-formamide;

Reference yield:

3-bromo-5-(pentafluoro-λ6-sulphanyl)benzoic acid (1180675-98-2) → 3-{2-[(tert-butoxycarbonyl)amino]ethoxy}-5-(pentafluoro-λ6-sulphanyl)benzoic acid (1448317-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide; tert-butyl XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; potassium hydroxide; tert-butyl XPhos; In 1,4-dioxane; water; N,N-dimethyl-formamide;

upstream raw materials:

3-(pentafluoro-λ⁶-sulphanyl)benzoic acid

3-bromo-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

3-hydroxy-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

2-(tert-butoxycarbonylamino)ethyl bromide

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