Cyclopropyl-[4-(4'-fluoro-biphenyl-4-yloxymethyl)-piperidin-1-yl]-methanone

Base Information

• Chemical Name: Cyclopropyl-[4-(4'-fluoro-biphenyl-4-yloxymethyl)-piperidin-1-yl]-methanone
• CAS No.: 135136-30-0
• Molecular Formula: C₂₂H₂₄FNO₂
• Molecular Weight: 353.436
• Mol file: 135136-30-0.mol

Synonyms:Cyclopropyl-[4-(4'-fluoro-biphenyl-4-yloxymethyl)-piperidin-1-yl]-methanone

Chemical Property of Cyclopropyl-[4-(4'-fluoro-biphenyl-4-yloxymethyl)-piperidin-1-yl]-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropyl-[4-(4'-fluoro-biphenyl-4-yloxymethyl)-piperidin-1-yl]-methanone

There total 3 articles about Cyclopropyl-[4-(4'-fluoro-biphenyl-4-yloxymethyl)-piperidin-1-yl]-methanone 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:

4'-fluoro-biphenyl-4-ol (324-94-7) + 1-(cyclopropylcarbonyl)-4-<(methylsulfonyloxy)methyl>piperidine (1026851-39-7) → Cyclopropyl-[4-(4'-fluoro-biphenyl-4-yloxymethyl)-piperidin-1-yl]-methanone (135136-30-0)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) THF, RT, 15 min, 2.) THF, reflux, 22 h;

DOI:10.1021/jm00101a012

Reference yield:

1-(cyclopropylcarbonyl)-4-(hydroxymethyl)piperidine (135136-14-0) → Cyclopropyl-[4-(4'-fluoro-biphenyl-4-yloxymethyl)-piperidin-1-yl]-methanone (135136-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 8.5 g / Et₃N / CH₂Cl₂ / 0.58 h / 0 - 5 °C

2: 1.) NaH / 1.) THF, RT, 15 min, 2.) THF, reflux, 22 h

With sodium hydride; triethylamine; In dichloromethane;

DOI:10.1021/jm00101a012

Reference yield:

1-cyclopropylformyl-4-piperidine carboxylic acidethyl ester (135136-38-8) → Cyclopropyl-[4-(4'-fluoro-biphenyl-4-yloxymethyl)-piperidin-1-yl]-methanone (135136-30-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / LiBH₄, trimethyl borate / tetrahydrofuran / 48 h

2: 8.5 g / Et₃N / CH₂Cl₂ / 0.58 h / 0 - 5 °C

3: 1.) NaH / 1.) THF, RT, 15 min, 2.) THF, reflux, 22 h

With lithium borohydride; Trimethyl borate; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00101a012

upstream raw materials:

4'-fluoro-biphenyl-4-ol

1-(cyclopropylcarbonyl)-4-<(methylsulfonyloxy)methyl>piperidine

1-(cyclopropylcarbonyl)-4-(hydroxymethyl)piperidine

1-cyclopropylformyl-4-piperidine carboxylic acidethyl ester