Tropifexor

Base Information

• Chemical Name: Tropifexor
• CAS No.: 1383816-29-2
• Molecular Formula: C₂₉H₂₅F₄N₃O₅S
• Molecular Weight: 603.594
• Mol file: 1383816-29-2.mol

Synonyms:2-[(1R,3r,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octan-8-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid

Chemical Property of Tropifexor

Chemical Property:

• Boiling Point: 700.0±65.0 °C(Predicted)
• PKA: 3.84±0.10(Predicted)
• Density: 1.55±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

Tropifexor ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Tropifexor, is a highly potent non-bile acid FXR agonist for the treatment of cholestatic liver diseases and nonalcoholic steatohepatitis (NASH).

Technology Process of Tropifexor

There total 16 articles about Tropifexor 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: 91.0%

methyl-2-(3-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)-4-fluorobenzo[d]thiazole-6-carboxylate (1383816-28-1) → 2-[(1R,3r,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octan-8-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid (1383816-29-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; water; at 70 ℃; for 1h;

DOI:10.1021/acs.jmedchem.7b00907

Reference yield:

methyl 3-fluoro-4-nitrobenzoate (185629-31-6) → 2-[(1R,3r,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octan-8-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid (1383816-29-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogen / palladium 10% on activated carbon / methanol; ethyl acetate / 16 h / 30 °C / Inert atmosphere

2.1: bromine; acetic acid / 49 h / 0 - 30 °C

2.2: pH 8 - 9

3.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 48 h / 0 - 30 °C

4.1: caesium carbonate / ISOPROPYLAMIDE / 1 h / 60 °C

5.1: water; potassium hydroxide / tetrahydrofuran; methanol / 1 h / 70 °C

5.2: 20 °C / pH 6

With tert.-butylnitrite; water; hydrogen; bromine; caesium carbonate; acetic acid; potassium hydroxide; copper(ll) bromide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ISOPROPYLAMIDE; ethyl acetate; acetonitrile;

Reference yield:

3-fluoro-4-nitrobenzoic acid (403-21-4) → 2-[(1R,3r,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octan-8-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid (1383816-29-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydrogenchloride / water / 16 h / Reflux

2.1: hydrogen / palladium 10% on activated carbon / methanol; ethyl acetate / 16 h / 30 °C / Inert atmosphere

3.1: bromine; acetic acid / 49 h / 0 - 30 °C

3.2: pH 8 - 9

4.1: tert.-butylnitrite; copper(ll) bromide / acetonitrile / 48 h / 0 - 30 °C

5.1: caesium carbonate / ISOPROPYLAMIDE / 1 h / 60 °C

6.1: water; potassium hydroxide / tetrahydrofuran; methanol / 1 h / 70 °C

6.2: 20 °C / pH 6

With hydrogenchloride; tert.-butylnitrite; water; hydrogen; bromine; caesium carbonate; acetic acid; potassium hydroxide; copper(ll) bromide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ISOPROPYLAMIDE; water; ethyl acetate; acetonitrile;

upstream raw materials:

2-(trifluoromethoxy)benzaldehyde

methyl 3-fluoro-4-nitrobenzoate

methyl 4-amino-3-fluorobenzene carboxylate

methyl 2-amino-4-fluoro-1,3-benzothiazole-6-carboxylate

Downstream raw materials:

C₂₉H₂₆F₄N₄O₄S