Tert-butyl 4-carbamoylpiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-carbamoylpiperidine-1-carboxylate
• CAS No.: 91419-48-6
• Molecular Formula: C11H20N2O3
• Molecular Weight: 228.291
• Hs Code.: 29333990
• European Community (EC) Number: 694-904-8
• DSSTox Substance ID: DTXSID80370854
• Nikkaji Number: J2.036.199I
• Wikidata: Q72450426
• ChEMBL ID: CHEMBL1443143
• Mol file: 91419-48-6.mol

Synonyms:91419-48-6;tert-butyl 4-carbamoylpiperidine-1-carboxylate;1-BOC-4-piperidinecarboxamide;1-N-Boc-Isonipecotamide;N-BOC-4-Pieridinecarboxamide;1-(tert-Butoxycarbonyl)piperidine-4-carboxamide;1-BOC-PIPERIDINE-4-CARBOXAMIDE;MFCD02180953;4-CARBAMOYL-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-PIPERIDINECARBOXYLIC ACID, 4-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER;1-(tert-Butoxycarbonyl)-4-piperidinecarboxamide;TERT-BUTYL 4-(AMINOCARBONYL)TETRAHYDROPYRIDINE-1(2H)-CARBOXYLATE;tert-Butyl 4-(aminocarbonyl)-piperidine-1-carboxylate;1-N-Boc-Piperidine-4-carboxamide;1-tert-butoxycarbonylpiperidine-4-carboxamide;Maybridge3_007515;Oprea1_340979;MLS000116974;SCHEMBL557431;CHEMBL1443143;DTXSID80370854;YHFUWPUJUMZXBD-UHFFFAOYSA-N;HMS1452H15;HMS2245F06;CCG-48829;STL185456;AKOS001788038;AB11456;AC-7692;CS-W007674;PS-6022;IDI1_018902;SMR000093928;SY050821;TL 00951;B3892;BB 0263058;FT-0652128;EN300-56514;tert-butyl-4-carbamoylpiperidine-1-carboxylate;tert-Butyl 4-Carbamoyl-1-piperidinecarboxylate;1-(tert-Butyloxycarbonyl)piperidine-4-carboxamide;SR-01000095674;J-503656;SR-01000095674-1;SR-01000095674-3;tert-Butyl 4-(aminocarbonyl)-1-piperidinecarboxylate;4-Carbamoyl-1-piperidinecarboxylic Acid tert-Butyl Ester;4-carbamoylpiperidine-1-carboxylic acid tert-butyl ester;F6660-4738;Z101185912;TERT-BUTYL 4-(AMINOCARBONYL)PIPERIDINE-1-CARBOXYLATE

Chemical Property of Tert-butyl 4-carbamoylpiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 4.1E-06mmHg at 25°C
• Melting Point: 158-160 °C
• Refractive Index: 1.498
• Boiling Point: 384.4 °C at 760 mmHg
• PKA: 16.40±0.20(Predicted)
• Flash Point: 186.3 °C
• PSA: 72.63000
• Density: 1.123 g/cm³
• LogP: 1.75700
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.14739250
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl4-carbamoylpiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)C(=O)N

Technology Process of Tert-butyl 4-carbamoylpiperidine-1-carboxylate

There total 9 articles about Tert-butyl 4-carbamoylpiperidine-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: 95.0%

4-carboxamidopiperidine (39546-32-2) + di-tert-butyl dicarbonate (24424-99-5) → 4-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester (91419-48-6)

Guidance literature:

With 4-methylmorpholine N-oxide; In 1,4-dioxane; Product distribution / selectivity;

Reference yield: 85.0%

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4,174286-31-8) → 4-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester (91419-48-6)

Guidance literature:

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid; With dicyclohexyl-carbodiimide; In dichloromethane; for 0.5h;

With ammonium chloride; In dichloromethane; at 20 ℃; for 12h;

Reference yield: 61.0%

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate (124443-68-1) → 4-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester (91419-48-6)

Guidance literature:

With sodium methylate; formamide; In tetrahydrofuran; methanol; at 20 ℃; for 24h;

DOI:10.1055/s-0035-1561405

upstream raw materials:

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

4-carboxamidopiperidine

di-tert-butyl dicarbonate

4-carbethoxypiperidine

Downstream raw materials:

1-tert-butoxycarbonyl-4-cyanopiperidine

4-carboxamidopiperidine

tert-butyl 4-(aminomethyl)piperidine-1-carboxylate

4-[4-(4-fluoro-phenyl)-5-(2-methylsulfanyl-pyrimidin-4-yl)-oxazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "Synthetic method and application of piperidyl thiazole formamide compound". Paragraph 0012. . Retrieved 2020/06/09.
• 2、 Zuo, Zeping,Chen, Miaomiao,Shao, Xiaoni,Qian, Xinying,Liu, Xiaocong,Zhou, Xia,Xiang, Jiawei,Deng, Pengchi,Li, Yan,Jie, Hui,Liu, Chunqi,Cen, Xiaobo,Xie, Yongmei,Zhao, Yinglan. "Design and biological evaluation of tetrahydropyridine derivatives as novel human GPR119 agonists". supporting information. . Retrieved 2020/01/08.