(4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one

Base Information

• Chemical Name: (4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one
• CAS No.: 349446-94-2
• Molecular Formula: C₁₉H₂₀FNO
• Molecular Weight: 297.372
• Mol file: 349446-94-2.mol

Synonyms:(4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one

Chemical Property of (4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one

There total 11 articles about (4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one 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: 99.0%

→ piperidin-2-one (675-20-7) + (4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one (349446-94-2)

Guidance literature:

Reference yield: 87.0%

(3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide (349446-93-1) → (4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one (349446-94-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 65 - 75 ℃; for 20h;

DOI:10.1016/S0957-4166(01)00069-6

Reference yield:

4-(4-fluorophenyl)dihydropyran-2,6(3H)-dione (4926-12-9) → (4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one (349446-94-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Et₃N / toluene / -78 - 20 °C

2.1: Et₃N / tetrahydrofuran / 1 h / 20 °C

2.2: -78 - 20 °C

3.1: 4.3 g / sodium borohydride; H₂O / tetrahydrofuran

4.1: 70 percent / phosphorus tribromide; aq. HBr / diethyl ether / 0 - 25 °C

5.1: 87 percent / sodium hydride / tetrahydrofuran / 20 h / 65 - 75 °C

With sodium tetrahydroborate; water; hydrogen bromide; phosphorus tribromide; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; toluene;

DOI:10.1016/S0957-4166(01)00069-6

upstream raw materials:

(3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide

4-(4-fluorophenyl)dihydropyran-2,6(3H)-dione

4-fluorocinnamic acid

3-(4-fluorophenyl)pentan-1,5-dioic acid

Downstream raw materials:

Methanesulfonic acid (3S,4R)-4-(4-fluoro-phenyl)-1-((S)-1-phenyl-ethyl)-piperidin-3-ylmethyl ester

{(3S,4R)-4-(p-fluorophenyl)-3-(hydroxymethyl)-1-[1-(S)-phenylethyl]}piperidine

(3S,4R,1'S)-4-(4-fluorophenyl)-3-methoxycarbonyl-1-(1'-phenylethyl)piperidin-2-one