1-{[4-(1-azetidinylcarbonyl)phenyl]carbonyl}-4-(4-{[1-(1-methylethyl)-4-piperidinyl]oxy}phenyl)piperidine

Base Information

• Chemical Name: 1-{[4-(1-azetidinylcarbonyl)phenyl]carbonyl}-4-(4-{[1-(1-methylethyl)-4-piperidinyl]oxy}phenyl)piperidine
• CAS No.: 915199-11-0
• Molecular Formula: C₃₀H₃₉N₃O₃
• Molecular Weight: 489.658
• Mol file: 915199-11-0.mol

Synonyms:1-{[4-(1-azetidinylcarbonyl)phenyl]carbonyl}-4-(4-{[1-(1-methylethyl)-4-piperidinyl]oxy}phenyl)piperidine

Chemical Property of 1-{[4-(1-azetidinylcarbonyl)phenyl]carbonyl}-4-(4-{[1-(1-methylethyl)-4-piperidinyl]oxy}phenyl)piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{[4-(1-azetidinylcarbonyl)phenyl]carbonyl}-4-(4-{[1-(1-methylethyl)-4-piperidinyl]oxy}phenyl)piperidine

There total 7 articles about 1-{[4-(1-azetidinylcarbonyl)phenyl]carbonyl}-4-(4-{[1-(1-methylethyl)-4-piperidinyl]oxy}phenyl)piperidine 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:

1-(1-methylethyl)-4-{[4-(4-piperidinyl)phenyl]oxy}piperidine (778642-40-3) + 4-(azetidin-1-ylcarbonyl)benzoic acid (915199-15-4) → 1-{[4-(1-azetidinylcarbonyl)phenyl]carbonyl}-4-(4-{[1-(1-methylethyl)-4-piperidinyl]oxy}phenyl)piperidine (915199-11-0)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In dichloromethane; at 20 ℃; for 65h;

Reference yield:

phenylmethyl 4-{4-[(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)oxy]phenyl}-4-hydroxy-1-piperidinecarboxylate (778642-37-8) → 1-{[4-(1-azetidinylcarbonyl)phenyl]carbonyl}-4-(4-{[1-(1-methylethyl)-4-piperidinyl]oxy}phenyl)piperidine (915199-11-0)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylsilane; trifluoroacetic acid / dichloromethane / -78 - 20 °C

2: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 24 h / 20 °C

3: hydrogen / palladium 10% on activated carbon / ethanol / 3 h / 760.05 Torr

4: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 65 h / 20 °C

With triethylsilane; hydrogen; sodium tris(acetoxy)borohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; trifluoroacetic acid; palladium 10% on activated carbon; In ethanol; dichloromethane;

Reference yield:

tert-butyl 4-(4-bromophenoxy) piperidine-1-carboxylate (308386-38-1) → 1-{[4-(1-azetidinylcarbonyl)phenyl]carbonyl}-4-(4-{[1-(1-methylethyl)-4-piperidinyl]oxy}phenyl)piperidine (915199-11-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -75 - -70 °C

1.2: -70 - 20 °C

2.1: triethylsilane; trifluoroacetic acid / dichloromethane / -78 - 20 °C

3.1: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 24 h / 20 °C

4.1: hydrogen / palladium 10% on activated carbon / ethanol / 3 h / 760.05 Torr

5.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 65 h / 20 °C

With triethylsilane; n-butyllithium; hydrogen; sodium tris(acetoxy)borohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; hexane; dichloromethane;

upstream raw materials:

1-(1-methylethyl)-4-{[4-(4-piperidinyl)phenyl]oxy}piperidine

4-(azetidin-1-ylcarbonyl)benzoic acid

phenylmethyl 4-{4-[(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)oxy]phenyl}-4-hydroxy-1-piperidinecarboxylate

tert-butyl 4-(4-bromophenoxy) piperidine-1-carboxylate