N-Boc-cis-2,6-Diethyl-4-piperidone

Base Information

• Chemical Name: N-Boc-cis-2,6-Diethyl-4-piperidone
• CAS No.: 1003843-30-8
• Molecular Formula: C14H25NO3
• Molecular Weight: 255.357
• Mol file: 1003843-30-8.mol

Synonyms:cis-2,6-Diethyl-4-oxopiperidine-1-carboxylicacid tert-butyl ester;1-piperidinecarboxylic acid, 2,6-diethyl-4-oxo-, 1,1-dimethylethyl ester, (2R,6S)-;tert-Butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate;

Chemical Property of N-Boc-cis-2,6-Diethyl-4-piperidone

Chemical Property:

• Boiling Point: 340.907 °C at 760 mmHg
• Flash Point: 159.975 °C
• PSA: 46.61000
• Density: 0.996 g/cm³
• LogP: 3.08150
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-cis-2,6-Diethyl-4-piperidone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Boc-cis-2,6-Diethyl-4-piperidone

There total 2 articles about N-Boc-cis-2,6-Diethyl-4-piperidone 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:

rac-tert-butyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate (1003843-25-1) + ethylmagnesium bromide (925-90-6) → trans-2,6-diethyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester + tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate (1003843-30-8)

Guidance literature:

ethylmagnesium bromide; With copper(l) iodide; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃; for 0.666667h;

rac-tert-butyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate; In tetrahydrofuran; at -78 - 20 ℃; for 3.5h;

With water; ammonium chloride; In tetrahydrofuran;

Reference yield:

tert-butyl 2, 6-diethyl-4-oxopiperidine-1-carboxylate (1148130-16-8) → trans-2,6-diethyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester + tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate (1003843-30-8)

Guidance literature:

Purification / work up;

Reference yield: 92.0%

tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate (1003843-30-8) + benzylamine (100-46-9) → tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate (1148130-18-0)

Guidance literature:

tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate; benzylamine; With titanium(IV) isopropylate; In methanol; at 0 - 20 ℃;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

With water; In methanol; ethyl acetate;

upstream raw materials:

rac-tert-butyl 2-ethyl-4-oxo-3,4-dihydropyridine-1(2H)-carboxylate

ethylmagnesium bromide

tert-butyl 2, 6-diethyl-4-oxopiperidine-1-carboxylate

Downstream raw materials:

tert-butyl (2R,4r,6S)-4-(benzylamino)-2,6-diethylpiperidine-1-carboxylate

(1r,4r)-4-(((2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carbonyl)oxy)cyclohexane-1-carboxylic acid

tert-butyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-bromopyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

tert-butyl (2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-morpholinopyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carboxylate

Refernces