1-Tert-butyl 3-methyl 3-benzyl-4-oxopiperidine-1,3-dicarboxylate

Base Information

• Chemical Name: 1-Tert-butyl 3-methyl 3-benzyl-4-oxopiperidine-1,3-dicarboxylate
• CAS No.: 193274-00-9
• Molecular Formula: C19H25NO5
• Molecular Weight: 347.411
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60697571
• Nikkaji Number: J1.814.991E
• Mol file: 193274-00-9.mol

Synonyms:193274-00-9;1-TERT-BUTYL 3-METHYL 3-BENZYL-4-OXOPIPERIDINE-1,3-DICARBOXYLATE;1-O-tert-butyl 3-O-methyl 3-benzyl-4-oxopiperidine-1,3-dicarboxylate;SCHEMBL5229997;DTXSID60697571;1-tert-Butyl3-methyl3-benzyl-4-oxopiperidine-1,3-dicarboxylate;MFCD11617899;AKOS016014158;AC-9401;4-oxo-3-(phenylmethyl)-1,3-piperidinedicarboxylic acid 1-(1,1-dimethylethyl) 3-methyl ester;AS-71754;CS-0060922;FT-0760320;W17461;A813637;J-505134;1-(t-Butyl) 3-methyl 3-benzyl-4-oxopiperidine-1,3-dicarboxylate;1-tert-butyl-3-methyl-3-benzyl-4-oxopiperidine-1,3-dicarboxylate;1-tert-butyl?3-methyl?3-benzyl-4-oxopiperidine-1,3-dicarboxylate;1-(TERT-BUTYL) 3-METHYL 3-BENZYL-4-OXOPIPERIDINE-1,3-DICARBOXYLATE;3-Benzyl-4-oxopiperidine-1,3-dicarboxylic acid 1-tert-butyl 3-methyl ester;O1-tert-butyl O3-methyl 3-benzyl-4-oxo-piperidine-1,3-dicarboxylate;3-benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl 3-methyl ester

Chemical Property of 1-Tert-butyl 3-methyl 3-benzyl-4-oxopiperidine-1,3-dicarboxylate

Chemical Property:

• PSA: 72.91000
• LogP: 2.53630
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 347.17327290
• Heavy Atom Count: 25
• Complexity: 518

Purity/Quality:

97% ^*data from raw suppliers

1-tert-Butyl3-methyl3-benzyl-4-oxopiperidine-1,3-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(=O)C(C1)(CC2=CC=CC=C2)C(=O)OC

Technology Process of 1-Tert-butyl 3-methyl 3-benzyl-4-oxopiperidine-1,3-dicarboxylate

There total 6 articles about 1-Tert-butyl 3-methyl 3-benzyl-4-oxopiperidine-1,3-dicarboxylate 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: 89.0%

benzyl bromide (100-39-0) + methyl 1-tert-butoxycarbonyl-4-oxo-3-piperidinecarboxylate (161491-24-3) → 3-(R,S)-Benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (193274-00-9)

Guidance literature:

methyl 1-tert-butoxycarbonyl-4-oxo-3-piperidinecarboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 42h;

DOI:10.1016/S0968-0896(02)00433-9

Reference yield:

benzyl bromide (100-39-0) + methyl 1-tert-butoxycarbonyl-4-oxo-3-piperidinecarboxylate (161491-24-3) → 3-(R,S)-benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (193274-00-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 42.15h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 3-(R,S)-Benzyl-4-oxo-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (193274-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 99 percent / 4,4-dimethylaminopyridine / CH₂Cl₂ / 0 - 20 °C

2.1: NaH / dimethylformamide / 0.25 h / 20 °C

2.2: 89 percent / dimethylformamide / 42 h / 20 °C

With dmap; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00433-9

upstream raw materials:

benzyl bromide

methyl 1-tert-butoxycarbonyl-4-oxo-3-piperidinecarboxylate

di-tert-butyl dicarbonate

methyl 4-oxonipecotate

Downstream raw materials:

3a-benzyl-2-ethyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester

3a-(R,S)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]-pyridine-5-carboxylic acid tert-butyl ester

3a-benzyl-3-oxo-2-(2,2,2-trifluoro-ethyl)-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridine-5-carboxylic acid tert-butyl ester