N-BOC-3-(4-FLUOROBENZYL)PIPERIDINE

Base Information

• Chemical Name: N-BOC-3-(4-FLUOROBENZYL)PIPERIDINE
• CAS No.: 382637-45-8
• Molecular Formula: C17H24FNO2
• Molecular Weight: 293.381
• Mol file: 382637-45-8.mol

Synonyms:3-(4-fluoro-benzyl)-piperidine-1-carboxylic acid tert-butyl ester;tert-Butyl 3-(4-fluorobenzyl)piperidine-1-carboxylate;tert-Butyl 3-(4-fluorobenzyl)-1-piperidinecarboxylate;N-BOC-3-(4-fluorobenzyl)piperidine;t-Butyl (+)-3-(4-fluorobenzyl)-1-piperidinecarboxylate;

Chemical Property of N-BOC-3-(4-FLUOROBENZYL)PIPERIDINE

Chemical Property:

• PSA: 29.54000
• LogP: 3.95320

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BOC-3-(4-FLUOROBENZYL)PIPERIDINE

There total 9 articles about N-BOC-3-(4-FLUOROBENZYL)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: 100.0%

tert-butyl 3-(4-fluorobenzylidene)piperidin-1-carboxylate (382637-43-6) → t-Butyl (+)-3-(4-fluorobenzyl)-1-piperidinecarboxylate (382637-45-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 12h; under 2068.59 Torr;

DOI:10.1016/j.bmcl.2004.01.059

Reference yield:

3-oxo-piperidine-1-carboxylic acid tert-butyl ester (98977-36-7) → t-Butyl (+)-3-(4-fluorobenzyl)-1-piperidinecarboxylate (382637-45-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

1.2: 3.82 g / tetrahydrofuran; hexane / 16 h / Heating

2.1: 2.76 g / H₂ / Pd/C / methanol / 16 h / 2844.31 Torr

With n-butyllithium; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; 1.2: Wittig reaction;

DOI:10.1021/jm049530m

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → t-Butyl (+)-3-(4-fluorobenzyl)-1-piperidinecarboxylate (382637-45-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2.93 g / aq. NaHCO₃ / tetrahydrofuran / 4 h

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

2.2: 3.82 g / tetrahydrofuran; hexane / 16 h / Heating

3.1: 2.76 g / H₂ / Pd/C / methanol / 16 h / 2844.31 Torr

With n-butyllithium; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; 2.2: Wittig reaction;

DOI:10.1021/jm049530m

upstream raw materials:

tert-butyl 3-(4-fluorobenzylidene)piperidin-1-carboxylate

di-tert-butyl dicarbonate

N-benzyl-3-piperidinone hydrochloride

piperidin-3-one

Downstream raw materials:

3-(4-fluoro-benzyl)-piperidine; hydrochloride

3-(4-fluorobenzyl)-piperidine

(S)-3-(4-fluorobenzyl)-piperidine

(1R,2S)-2-(((S)-3-(4-fluorobenzyl)piperidin-1-yl)methyl)cyclohexylamine