(7R,10S)-tert-butyl 5-methyl-2-((3-(trifluoromethyl)phenyl)-sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]-indole-11-carboxylate

Base Information

• Chemical Name: (7R,10S)-tert-butyl 5-methyl-2-((3-(trifluoromethyl)phenyl)-sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]-indole-11-carboxylate
• CAS No.: 1416007-22-1
• Molecular Formula: C₂₆H₂₇F₃N₂O₄S
• Molecular Weight: 520.573

Synonyms:(7R,10S)-tert-butyl 5-methyl-2-((3-(trifluoromethyl)phenyl)-sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]-indole-11-carboxylate

Chemical Property of (7R,10S)-tert-butyl 5-methyl-2-((3-(trifluoromethyl)phenyl)-sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]-indole-11-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7R,10S)-tert-butyl 5-methyl-2-((3-(trifluoromethyl)phenyl)-sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]-indole-11-carboxylate

There total 7 articles about (7R,10S)-tert-butyl 5-methyl-2-((3-(trifluoromethyl)phenyl)-sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]-indole-11-carboxylate 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: 56.0%

(7R,10S)-tert-butyl 2-bromo-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-11-carboxylate (1416007-21-0) + 3-trifluoromethylphenyl sulfinic acid sodium salt (118849-61-9) → (7R,10S)-tert-butyl 5-methyl-2-((3-(trifluoromethyl)phenyl)-sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]-indole-11-carboxylate (1416007-22-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 120 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.10.012

Reference yield:

(7R,10S)-11-tert-butyl 5-((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 2-bromo-7,8,9,10-tetrahydro-7,10-epiminocyclohepta[b]indole-5,11(6H)-dicarboxylate (1416007-18-5) → (7R,10S)-tert-butyl 5-methyl-2-((3-(trifluoromethyl)phenyl)-sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]-indole-11-carboxylate (1416007-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hydroxide monohydrate / methanol; water; tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 4 h / 120 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hydroxide monohydrate; sodium hydride; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1016/j.tetasy.2012.10.012

Reference yield:

C13H13BrN2 → (7R,10S)-tert-butyl 5-methyl-2-((3-(trifluoromethyl)phenyl)-sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]-indole-11-carboxylate (1416007-22-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / water; isopropyl alcohol / 6 h / 0 °C / Inert atmosphere

2.1: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / water; dichloromethane / 4 h / 20 °C / Inert atmosphere

3.1: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / hexane / -5 - 20 °C / Inert atmosphere

4.1: lithium hydroxide monohydrate / methanol; water; tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C / Inert atmosphere

5.2: Inert atmosphere

6.1: caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 4 h / 120 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hydroxide monohydrate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; potassium carbonate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene; mineral oil;

DOI:10.1016/j.tetasy.2012.10.012

upstream raw materials:

(7R,10S)-tert-butyl 2-bromo-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-11-carboxylate

3-trifluoromethylphenyl sulfinic acid sodium salt

(7R,10S)-11-tert-butyl 5-((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 2-bromo-7,8,9,10-tetrahydro-7,10-epiminocyclohepta[b]indole-5,11(6H)-dicarboxylate

11-tert-butyl 5-(2-isopropyl-5-methylcyclohexyl) 2-bromo-7,8,9,10-tetrahydro-7,10-epiminocyclohepta[b]indole-5,11(6H)-dicarboxylate

Downstream raw materials:

(7R,10S)-5-methyl-2-((3-(trifluoromethyl)phenyl)sulfonyl)-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole

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