(S)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid

Base Information

• Chemical Name: (S)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid
• CAS No.: 1415654-14-6
• Molecular Formula: C₂₁H₁₉F₆NO₅S
• Molecular Weight: 511.442

Synonyms:(S)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid

Chemical Property of (S)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid

There total 6 articles about (S)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic 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:

[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid (1415653-68-7) → (R)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid (1415654-15-7) + (S)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid (1415654-14-6)

Guidance literature:

With Daicel OJ 3×25 cm column; In methanol; carbon dioxide; under 75007.5 Torr; Resolution of racemate;

Reference yield:

6-bromobenzocycloheptan-1-one (87779-79-1) → (R)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid (1415654-15-7) + (S)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid (1415654-14-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium hydroxide / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos / 1,4-dioxane; water / 80 °C / Inert atmosphere

2.1: caesium carbonate / acetonitrile / 20 °C / Inert atmosphere

3.1: ammonium acetate / methanol / 20 °C / Inert atmosphere

3.2: 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

4.2: 20 °C

5.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 20 °C

6.1: Daicel OJ 3.x.25 cm column / carbon dioxide; methanol / 75007.5 Torr / Resolution of racemate

With lithium hydroxide monohydrate; ammonium acetate; water; caesium carbonate; N-ethyl-N,N-diisopropylamine; potassium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; carbon dioxide; water; acetonitrile;

Reference yield:

1-Benzosuberone (826-73-3) → (R)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid (1415654-15-7) + (S)-[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid (1415654-14-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: bromine; aluminum (III) chloride / 80 °C / Inert atmosphere

2.1: potassium hydroxide / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos / 1,4-dioxane; water / 80 °C / Inert atmosphere

3.1: caesium carbonate / acetonitrile / 20 °C / Inert atmosphere

4.1: ammonium acetate / methanol / 20 °C / Inert atmosphere

4.2: 0 - 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

5.2: 20 °C

6.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 20 °C

7.1: Daicel OJ 3.x.25 cm column / carbon dioxide; methanol / 75007.5 Torr / Resolution of racemate

With aluminum (III) chloride; lithium hydroxide monohydrate; ammonium acetate; water; bromine; caesium carbonate; N-ethyl-N,N-diisopropylamine; potassium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; carbon dioxide; water; acetonitrile;

upstream raw materials:

6-bromobenzocycloheptan-1-one

1-Benzosuberone

[5-(3,5-bis-trifluoromethyl-benzenesulfonylamino)-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy]-acetic acid

(5-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-1-yloxy)-acetic acid tert-butyl ester

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