(5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl ester

Base Information

• Chemical Name: (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl ester
• CAS No.: 1329632-66-7
• Molecular Formula: C₂₁H₂₄BrFN₆O₄
• Molecular Weight: 523.362
• Mol file: 1329632-66-7.mol

Synonyms:(5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl ester

Chemical Property of (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl ester

There total 5 articles about (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl 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: 70.0%

bromoacetic acid tert-butyl ester (5292-43-3) + 4-(2-bromo-5-fluorophenoxy)-1-[5-(2H-tetrazol-5-yl)isoxazol-3-yl]piperidine (1030613-40-1) → (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl ester (1329632-66-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; 2-methyltetrahydrofuran; at 55 - 58 ℃; for 2.83333h; Inert atmosphere; Large scale reaction;

DOI:10.1021/op200186d

Reference yield:

2,4-difluorobromobenzene (348-57-2) → (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl ester (1329632-66-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.42 h / Reflux; Inert atmosphere; Large scale reaction

1.2: 1.92 h / Reflux; Inert atmosphere; Large scale reaction

2.1: 18 h / 135 °C / neat (no solvent)

3.1: triethylamine / tetrahydrofuran; 2-methyltetrahydrofuran / 2.83 h / 55 - 58 °C / Inert atmosphere; Large scale reaction

With potassium tert-butylate; triethylamine; In tetrahydrofuran; 2-methyltetrahydrofuran;

DOI:10.1021/op200186d

Reference yield:

3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylic acid amide (1030613-36-5) → (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl ester (1329632-66-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 2 h / 2 - 15 °C

2: sodium azide; zinc(II) oxide; sodium hydroxide / tetrahydrofuran; water / Inert atmosphere; Large scale reaction

3: triethylamine / tetrahydrofuran; 2-methyltetrahydrofuran / 2.83 h / 55 - 58 °C / Inert atmosphere; Large scale reaction

With sodium azide; triethylamine; zinc(II) oxide; sodium hydroxide; In tetrahydrofuran; 2-methyltetrahydrofuran; water;

DOI:10.1021/op200186d

upstream raw materials:

3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylic acid amide

3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-4,5-dihydroisoxazole-5-carboxylic acid amide

bromoacetic acid tert-butyl ester

4-(2-bromo-5-fluorophenoxy)-1-[5-(2H-tetrazol-5-yl)isoxazol-3-yl]piperidine

Downstream raw materials:

2-(5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,2-oxazol-5-yl}-2H-1,2,3,4-tetrazol-2-yl)acetic acid