tert-butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: tert-butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate
• CAS No.: 128372-89-4
• Molecular Formula: C10H15NO3
• Molecular Weight: 197.234
• Hs Code.: 2933399090
• Mol file: 128372-89-4.mol

Synonyms:1-N-Boc-2-oxo-5,6-dihydropyridine;6-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester;

Chemical Property of tert-butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate

Chemical Property:

• Boiling Point: 262.3±33.0 °C(Predicted)
• PKA: -1.75±0.20(Predicted)
• PSA: 46.61000
• Density: 1.130±0.06 g/cm3(Predicted)
• LogP: 1.64790
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl2-oxo-5,6-dihydropyridine-1(2H)-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate

There total 15 articles about tert-butyl 2-oxo-5,6-dihydropyridine-1(2H)-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-butyloxycarbonyl)-3-(phenylthio)piperidine-2-one (358732-56-6) → 6-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (128372-89-4)

Guidance literature:

N-(tert-butyloxycarbonyl)-3-(phenylthio)piperidine-2-one; With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

In toluene; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c6ob01160h

Reference yield: 88.6%

tert-butyl 2-oxo-3-(phenylselanyl)piperidine-1-carboxylate (1215765-59-5) → 6-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (128372-89-4)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; at 0 - 20 ℃; for 0.75h;

Reference yield: 84.0%

tert-butyl N-acryloyl-N-(but-3-en-1-yl)carbamate → 6-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (128372-89-4)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 80 ℃; for 14h; Catalytic behavior; Inert atmosphere;

DOI:10.1007/s10593-016-1858-y

upstream raw materials:

2-oxopiperidine-1-carboxylic acid tert-butyl ester

piperidin-2-one

di-tert-butyl dicarbonate

N-(tert-butyloxycarbonyl)-3-(phenylthio)piperidine-2-one

Downstream raw materials:

5,6-dihydro-2(1H)-pyridinone

Refernces

• 1、 Li, Xiaoyuan,Huang, Ping,Cui, Jingrong Jean,Zhang, Jennifer,Tang, Cho. "Novel pyrrolyllactone and pyrrolyllactam indolinones as potent cyclin-dependent kinase 2 inhibitors". . p. 1939 - 1942. Retrieved 2003.
• 2、 Gnaim, Samer,Takahira, Yusuke,Wilke, Henrik R.,Yao, Zhen,Li, Jinjun,Delbrayelle, Dominique,Echeverria, Pierre-Georges,Vantourout, Julien C.,Baran, Phil S.. "Electrochemically driven desaturation of carbonyl compounds". . p. 367 - 372. Retrieved 2021/03/31.
• 3、 Yu, Yang,Humeidi, Ranad,Alleyn, James R.,Doyle, Michael P.. "Catalytic Allylic Oxidation of Cyclic Enamides and 3,4-Dihydro-2H-Pyrans by TBHP". supporting information. p. 8506 - 8513. Retrieved 2017/08/23.