1,1-Dimethylethyl 4-[[4-[(diethylamino)carbonyl]phenyl](4-fluorophenyl)hydroxymethyl]-1-piperidinecarboxylate

Base Information

• Chemical Name: 1,1-Dimethylethyl 4-[[4-[(diethylamino)carbonyl]phenyl](4-fluorophenyl)hydroxymethyl]-1-piperidinecarboxylate
• CAS No.: 209808-07-1
• Molecular Formula: C₂₈H₃₇FN₂O₄
• Molecular Weight: 484.611
• DSSTox Substance ID: DTXSID101108884
• Mol file: 209808-07-1.mol

Synonyms:DTXSID101108884;1,1-Dimethylethyl 4-[[4-[(diethylamino)carbonyl]phenyl](4-fluorophenyl)hydroxymethyl]-1-piperidinecarboxylate;209808-07-1

Chemical Property of 1,1-Dimethylethyl 4-[[4-[(diethylamino)carbonyl]phenyl](4-fluorophenyl)hydroxymethyl]-1-piperidinecarboxylate

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 484.27373583
• Heavy Atom Count: 35
• Complexity: 698

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1=CC=C(C=C1)C(C2CCN(CC2)C(=O)OC(C)(C)C)(C3=CC=C(C=C3)F)O

Technology Process of 1,1-Dimethylethyl 4-[[4-[(diethylamino)carbonyl]phenyl](4-fluorophenyl)hydroxymethyl]-1-piperidinecarboxylate

There total 2 articles about 1,1-Dimethylethyl 4-[[4-[(diethylamino)carbonyl]phenyl](4-fluorophenyl)hydroxymethyl]-1-piperidinecarboxylate 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:

di-tert-butyl dicarbonate (24424-99-5) → 4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-4-fluorobenzyl)-N,N-diethylbenzamide (209808-07-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 74 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 1 h / Heating

2.1: t-BuLi / tetrahydrofuran / 0.17 h / -78 °C

2.2: 47 percent / tetrahydrofuran / -78 - 20 °C

With tert.-butyl lithium; sodium carbonate; In tetrahydrofuran; water;

DOI:10.1021/jm000229p

Reference yield:

4-(4-fluorobenzoyl)piperidine hydrochloride (25519-78-2) → 4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-4-fluorobenzyl)-N,N-diethylbenzamide (209808-07-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 74 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 1 h / Heating

2.1: t-BuLi / tetrahydrofuran / 0.17 h / -78 °C

2.2: 47 percent / tetrahydrofuran / -78 - 20 °C

With tert.-butyl lithium; sodium carbonate; In tetrahydrofuran; water;

DOI:10.1021/jm000229p

Reference yield: 100.0%

4-(α-hydroxy-α-(4-N-tert-butoxycarbonylpiperidinyl)-4-fluorobenzyl)-N,N-diethylbenzamide (209808-07-1) → N,N-Diethyl-4-(4-fluorophenyl-piperidin-4-ylidene-methyl)-benzamide

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/jm000229p

upstream raw materials:

di-tert-butyl dicarbonate

4-(4-fluorobenzoyl)piperidine hydrochloride