1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate

Base Information

• Chemical Name: 1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate
• CAS No.: 71233-25-5
• Molecular Formula: C13H21NO5
• Molecular Weight: 271.313
• Hs Code.: 2933399090
• European Community (EC) Number: 811-047-9
• DSSTox Substance ID: DTXSID10578886
• Mol file: 71233-25-5.mol

Synonyms:71233-25-5;1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate;Ethyl 1-N-Boc-3-oxopiperidine-4-carboxylate;Ethyl N-Boc-3-Oxopiperidine-4-carboxylate;MFCD09878815;3-OXO-PIPERIDINE-1,4-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 4-ETHYL ESTER;1-O-tert-butyl 4-O-ethyl 3-oxopiperidine-1,4-dicarboxylate;Ethyl 1-N-Boc-3-oxo-piperidine-4-carboxylate;O1-tert-butyl O4-ethyl 3-oxopiperidine-1,4-dicarboxylate;SCHEMBL652243;DTXSID10578886;ethyl N-tert-butoxycarbonyl-3-oxo-piperidine-4-carboxylate;WCTXJAXKORIYNA-UHFFFAOYSA-N;1-TERT-BUTYL 4-ETHYL 3-OXO-1,4-PIPERIDINEDICARBOXYLATE;AMY32017;3-Oxopiperidine-1,4-dicarboxylic Aci;AKOS005146227;AB54016;CS-W001625;AC-23030;DS-15772;SY005799;EN300-174172;A837122;ETHYL 1-BOC-3-OXOPIPERIDINE-4-CARBOXYLATE;J-505138;1-Boc-3-oxopiperidine-4-carboxylic Acid Ethyl Ester;1-tert-Butyl4-ethyl3-oxopiperidine-1,4-dicarboxylate;ethyl 1-(t-butoxycarbonyl)-3-oxo-4-piperidinecarboxylate;Ethyl 1-(tert-Butoxycarbonyl)-3-oxopiperidine-4-carboxylate;1-(tert-Butoxycarbonyl)-3-oxopiperidine-4-carboxylic Acid Ethyl Ester;3-Oxopiperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester;3-oxopiperidine-1,4-dicarboxylic acid 1-tert-butylester 4-ethyl ester

Chemical Property of 1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate

Chemical Property:

• Vapor Pressure: 1.66E-05mmHg at 25°C
• Refractive Index: 1.482
• Boiling Point: 364.6 °C at 760 mmHg
• PKA: 11.17±0.20(Predicted)
• Flash Point: 174.3 °C
• PSA: 72.91000
• Density: 1.152 g/cm³
• LogP: 1.31350
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 271.14197277
• Heavy Atom Count: 19
• Complexity: 372

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-tert-Butyl4-Ethyl3-Oxopiperidine-1,4-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCN(CC1=O)C(=O)OC(C)(C)C
• Uses: 1-tert-Butyl 4-Ethyl 3-Oxopiperidine-1,4-dicarboxylate is a reactant used in the synthesis of heteroaryl N-sulfonamides which demonstrate cell-death.

Technology Process of 1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate

There total 8 articles about 1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride (52763-21-0) → ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate (71233-25-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; for 4h; Autoclave;

DOI:10.1055/s-0030-1259963

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate (39514-19-7) → ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate (71233-25-5)

Guidance literature:

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate; With hydrogen; palladium 10% on activated carbon; In ethanol; for 16h;

di-tert-butyl dicarbonate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + ethyl 3-oxopiperidine-4-carboxylate (70637-75-1) → ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate (71233-25-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ml300321d

upstream raw materials:

di-tert-butyl dicarbonate

ethyl 3-oxopiperidine-4-carboxylate

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

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate

Downstream raw materials:

3-hydroxypiperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

(3S,4S)-3-Hydroxy-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

5-[(1S)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

Refernces

• 1、 -. "Preparation method of tertiary butyl 7-hydroxyhexahydrofuro-[3,2-b] pyridine-4(2H)-carboxylic ester". Paragraph 0006; 0007; 0018. . Retrieved 2017/10/09.
• 2、 Touré, B. Barry,Miller-Moslin, Karen,Yusuff, Naeem,Perez, Lawrence,Doré, Michael,Joud, Carol,Michael, Walter,Dipietro, Lucian,Van Der Plas, Simon,McEwan, Michael,Lenoir, Francois,Hoe, Madelene,Karki, Rajesh,Springer, Clayton,Sullivan, John,Levine, Kymberly,Fiorilla, Catherine,Xie, Xiaoling,Kulathila, Raviraj,Herlihy, Kara,Porter, Dale,Visser, Michael. "The Role of the acidity of N-heteroaryl sulfonamides as inhibitors of Bcl-2 family protein-protein interactions". supporting information. p. 186 - 190. Retrieved 2013/04/10.