N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane

Base Information

• Chemical Name: N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane
• CAS No.: 203048-97-9
• Molecular Formula: C₃₀H₃₄F₂N₂O
• Molecular Weight: 476.61
• Mol file: 203048-97-9.mol

Synonyms:N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane

Chemical Property of N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane

There total 5 articles about N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane 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%

(1R,3R,5S)-3-[Bis-(4-fluoro-phenyl)-methoxy]-8-[4-(4-nitro-phenyl)-butyl]-8-aza-bicyclo[3.2.1]octane (203048-96-8) → N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane (203048-97-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h; under 2068.6 Torr;

DOI:10.1016/S0960-894X(97)10139-1

Reference yield:

4-(4-nitrophenyl)butanoic acid (5600-62-4) → N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane (203048-97-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / H₂ / 10percent Pd/C / methanol / 1 h / 2068.65 Torr

2: 1,3-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole; triethylamine / dimethylformamide / 48 h / 20 °C

3: LiAlH₄ / tetrahydrofuran / 3 h / Heating

With lithium aluminium tetrahydride; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; 10percent Pd/C; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0101904

Reference yield:

1-{(1R,3R,5S)-3-[Bis-(4-fluoro-phenyl)-methoxy]-8-aza-bicyclo[3.2.1]oct-8-yl}-4-(4-nitro-phenyl)-butan-1-one (202646-05-7) → N-[4-(4-aminophenyl)butyl]-3α-[bis(4'-fluorophenyl)methoxy]tropane (203048-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: AlH₃ / tetrahydrofuran / 4 h

2: 72 percent / H₂ / Pd/C / methanol / 1 h / 2068.6 Torr

With aluminium hydride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/S0960-894X(97)10139-1

upstream raw materials:

(1R,3R,5S)-3-[Bis-(4-fluoro-phenyl)-methoxy]-8-[4-(4-nitro-phenyl)-butyl]-8-aza-bicyclo[3.2.1]octane

4-(4-nitrophenyl)butanoic acid

1-{(1R,3R,5S)-3-[Bis-(4-fluoro-phenyl)-methoxy]-8-aza-bicyclo[3.2.1]oct-8-yl}-4-(4-nitro-phenyl)-butan-1-one

nor-3α-[bis(4'-fluorophenyl)methoxy]tropane

Downstream raw materials:

4-(4-{(1R,3R,5S)-3-[Bis-(4-fluoro-phenyl)-methoxy]-8-aza-bicyclo[3.2.1]oct-8-yl}-butyl)-2-iodo-phenylamine