1,4-Piperidinedicarboxylic acid, 4-methyl-3-oxo-, 1-(1,1-dimethylethyl) 4-ethyl ester

Base Information

• Chemical Name: 1,4-Piperidinedicarboxylic acid, 4-methyl-3-oxo-, 1-(1,1-dimethylethyl) 4-ethyl ester
• CAS No.: 1168153-63-6
• Molecular Formula: C₁₄H₂₃NO₅
• Molecular Weight: 285.34
• Mol file: 1168153-63-6.mol

Synonyms:

Chemical Property of 1,4-Piperidinedicarboxylic acid, 4-methyl-3-oxo-, 1-(1,1-dimethylethyl) 4-ethyl ester

Chemical Property:

• Boiling Point: 368.0±42.0 °C(Predicted)
• PKA: -2.63±0.40(Predicted)
• Density: 1.124±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

1-tert-Butyl4-Ethyl4-Methyl-3-oxopiperidine-1,4-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-Piperidinedicarboxylic acid, 4-methyl-3-oxo-, 1-(1,1-dimethylethyl) 4-ethyl ester

There total 4 articles about 1,4-Piperidinedicarboxylic acid, 4-methyl-3-oxo-, 1-(1,1-dimethylethyl) 4-ethyl ester 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: 91.0%

ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate (71233-25-5) + methyl iodide (74-88-4) → ethyl N-tert-butoxycarbonyl-4-methyl-3-oxopiperidine-4-carboxylate (1168153-63-6)

Guidance literature:

With potassium carbonate; In acetone; at 50 ℃; for 16h; Inert atmosphere;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → ethyl N-tert-butoxycarbonyl-4-methyl-3-oxopiperidine-4-carboxylate (1168153-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / ethanol / 1 h / 20 °C

2: potassium carbonate / acetone / 1.5 h / 50 °C

With sodium hydrogencarbonate; potassium carbonate; In ethanol; acetone;

DOI:10.1016/j.ejmech.2011.03.026

Reference yield:

ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride (52763-21-0) → ethyl N-tert-butoxycarbonyl-4-methyl-3-oxopiperidine-4-carboxylate (1168153-63-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 5% Pd(II)/C(eggshell); hydrogen / ethanol / 4 h / 20 °C / 3750.38 Torr

2: sodium hydrogencarbonate / ethanol / 1 h / 20 °C

3: potassium carbonate / acetone / 1.5 h / 50 °C

With 5% Pd(II)/C(eggshell); hydrogen; sodium hydrogencarbonate; potassium carbonate; In ethanol; acetone;

DOI:10.1016/j.ejmech.2011.03.026

upstream raw materials:

ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate

methyl iodide

di-tert-butyl dicarbonate

ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride

Downstream raw materials:

1-(2,4-difluorophenyl)-6-fluoro-7-(4-amino-3-methoxyimino-4-methylpiperidin-1-yl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

1-(2,4-difluorophenyl)-6-fluoro-7-(4-amino-3-ethoxyimino-4-methylpiperidin-1-yl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

N-tert-butoxycarbonyl-3-fluoro-4-ethoxycarbonyl-4-methyl-5,6-dihydropyridine

N-tert-butoxycarbonyl-3,3-fluoro-4-ethoxycarbonyl-4-methylpiperidine

Refernces

• 1、 -. "A 1 - R1 - 3, 3 - difluoro (or 3 - fluoro) - 4 - R2 - 4 - aminomethyl piperidine and its derivatives". Paragraph 0084; 0085; 0086; 0087; 0088. . Retrieved 2017/02/17.
• 2、 Zhang, Yi-Bin,Feng, Lian-Shun,You, Xue-Fu,Guo, Qiang,Guo, Hui-Yuan,Liu, Ming-Liang. "Synthesis and in vitro antibacterial activity of 7-(3-alkoxyimino-4-methyl- 4-methylaminopiperidin-1-yl)-fluoroquinolone derivatives". experimental part. p. 143 - 151. Retrieved 2010/08/05.