8-(6-((cis-4-methylcyclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid

Base Information

• Chemical Name: 8-(6-((cis-4-methylcyclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid
• CAS No.: 1549947-86-5
• Molecular Formula: C₂₇H₃₀F₃NO₄
• Molecular Weight: 489.535

Synonyms:8-(6-((cis-4-methylcyclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid

Chemical Property of 8-(6-((cis-4-methylcyclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-(6-((cis-4-methylcyclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid

There total 6 articles about 8-(6-((cis-4-methylcyclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoyl)-8-azabicyclo[3.2.1]octane-3-carboxylic 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: 72.0%

methyl 8-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-8-aza-bicyclo[3.2.1]octane-3-carboxylate (179022-43-6) + 6-((cis-4-methylcvclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoic acid (1544663-91-3) → 8-(6-((cis-4-methylcyclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid (1549947-86-5)

Guidance literature:

methyl 8-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-8-aza-bicyclo[3.2.1]octane-3-carboxylate; 6-((cis-4-methylcvclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

With acetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

With sodium hydroxide; In N,N-dimethyl-formamide; at 100 ℃; for 0.0833333h; Microwave irradiation;

Reference yield:

trans-4-methylcyclohexan-1-ol (7731-29-5) → 8-(6-((cis-4-methylcyclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid (1549947-86-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0.5 h / 20 °C

2.1: N-iodo-succinimide; zirconium(IV) chloride / dichloromethane / 3 h / 20 °C

3.1: N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide / N,N-dimethyl-formamide / 1.5 h / 85 °C / Inert atmosphere

4.1: methanol; sodium hydroxide / tetrahydrofuran / 0.17 h / 100 °C / Microwave irradiation

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C

5.2: 0.17 h / 20 °C

5.3: 0.08 h / 100 °C / Microwave irradiation

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; N-iodo-succinimide; copper(l) iodide; di-isopropyl azodicarboxylate; zirconium(IV) chloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

methyl 6-hydroxynaphthalene-2-carboxylate (17295-11-3) → 8-(6-((cis-4-methylcyclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoyl)-8-azabicyclo[3.2.1]octane-3-carboxylic acid (1549947-86-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0.5 h / 20 °C

2.1: N-iodo-succinimide; zirconium(IV) chloride / dichloromethane / 3 h / 20 °C

3.1: N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide / N,N-dimethyl-formamide / 1.5 h / 85 °C / Inert atmosphere

4.1: methanol; sodium hydroxide / tetrahydrofuran / 0.17 h / 100 °C / Microwave irradiation

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C

5.2: 0.17 h / 20 °C

5.3: 0.08 h / 100 °C / Microwave irradiation

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; N-iodo-succinimide; copper(l) iodide; di-isopropyl azodicarboxylate; zirconium(IV) chloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

trans-4-methylcyclohexan-1-ol

methyl 8-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-8-aza-bicyclo[3.2.1]octane-3-carboxylate

6-((cis-4-methylcvclohexyl)oxy)-5-(trifluoromethyl)-2-naphthoic acid

methyl 6-hydroxynaphthalene-2-carboxylate

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