tert-butyl 4-(3-oxobutanoyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(3-oxobutanoyl)piperidine-1-carboxylate
• CAS No.: 419571-68-9
• Molecular Formula: C14H23NO4
• Molecular Weight: 269.33700
• Mol file: 419571-68-9.mol

Synonyms:1-Piperidinecarboxylic acid,4-(1,3-dioxobutyl)-,1,1-dimethylethyl ester;I12-0558;WT1041;1,1-dimethylethyl 4-(1,3-dioxobutyl)piperidinecarboxylate;

Chemical Property of tert-butyl 4-(3-oxobutanoyl)piperidine-1-carboxylate

Chemical Property:

• PSA: 63.68000
• LogP: 2.11960

Purity/Quality:

99%min ^*data from raw suppliers

4-(3-Oxo-butyryl)-piperidine-1-carboxylicacidtert-butylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-butyl 4-(3-oxobutanoyl)piperidine-1-carboxylate is a useful reagent in the regioselective synthesis of (alkylpyrazolyl)piperidines.

Technology Process of tert-butyl 4-(3-oxobutanoyl)piperidine-1-carboxylate

There total 7 articles about tert-butyl 4-(3-oxobutanoyl)piperidine-1-carboxylate 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%

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4,174286-31-8) + acetone (67-64-1) → 4-(3-oxo-butyrl)-piperidine-1-carboxylic acid tert-butyl ester (419571-68-9)

Guidance literature:

With potassium hydride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane; at -78 ℃;

DOI:10.1016/j.tetlet.2006.01.044

Reference yield: 72.0%

1-(1,1-dimethylethyl) 4-piperidinedicarboxylate anhydride with 1H-imidazole-1-carboxylic acid (914654-75-4) → 4-(3-oxo-butyrl)-piperidine-1-carboxylic acid tert-butyl ester (419571-68-9)

Guidance literature:

With potassium hydride; acetone; In tetrahydrofuran; at -78 - 20 ℃;

Reference yield: 72.0%

1-(1,1-dimethylethyl) 4-piperidinedicarboxylate anhydride with 1H-imidazole-1-carboxylic acid (914654-75-4) + acetone (67-64-1) → 4-(3-oxo-butyrl)-piperidine-1-carboxylic acid tert-butyl ester (419571-68-9)

Guidance literature:

acetone; With potassium hydride; In tetrahydrofuran; at 20 ℃;

1-(1,1-dimethylethyl) 4-piperidinedicarboxylate anhydride with 1H-imidazole-1-carboxylic acid; In tetrahydrofuran; at -78 - 20 ℃;

upstream raw materials:

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

acetone

1-(1,1-dimethylethyl) 4-piperidinedicarboxylate anhydride with 1H-imidazole-1-carboxylic acid

isonipecotic acid

Downstream raw materials:

(4-(3-methyl-1-(4-(methylsulphonyl)phenyl)-1H-pyrazol-5-yl)piperidin-1-yl)(p-tolyl)methanone

(4-(3-methyl-1-(4-(methylsulphonyl)phenyl)-1H-pyrazol-5-yl)piperidin-1-yl)(4-methoxyphenyl)methanone

(4-(3-methyl-1-(4-(methylsulphonyl)phenyl)-1H-pyrazol-5-yl)piperidin-1-yl)(4-nitrophenyl)methanone

1-(4-(3-methyl-1-(4-(methylsulphonyl)phenyl)-1H-pyrazol-5-yl)piperidin-1-yl)propan-1-one

Refernces

• 1、 -. "Quinoline derivatives as neurokinin receptor antagonists". Page/Page column 34-35. . Retrieved 2009/04/24.
• 2、 Dirat, Olivier,Clipson, Alex,Elliott, Jason M.,Garrett, Sasha,Brian Jones,Reader, Michael,Shaw, Duncan. "Regioselective synthesis of 4-(2-alkyl-5-methyl-2H-pyrazol-3-yl)- piperidines". . p. 1729 - 1731. Retrieved 2007/10/03.