BENZYL 2-OXO-1,2-DIHYDROPYRIDIN-3-YLCARBAMATE

Base Information

• Chemical Name: BENZYL 2-OXO-1,2-DIHYDROPYRIDIN-3-YLCARBAMATE
• CAS No.: 147269-67-8
• Molecular Formula: C13H12 N2 O3
• Molecular Weight: 244.25
• Hs Code.: 2933399090
• Mol file: 147269-67-8.mol

Synonyms:Carbamicacid, (1,2-dihydro-2-oxo-3-pyridinyl)-, phenylmethyl ester (9CI);(2-Oxo-1,2-dihydropyridin-3-yl)carbamic acid benzyl ester;3-Benzyloxycarbonylamino-2-pyridone; Benzyl(2-oxo-1,2-dihydropyridin-3-yl)carbamate

Chemical Property of BENZYL 2-OXO-1,2-DIHYDROPYRIDIN-3-YLCARBAMATE

Chemical Property:

• Vapor Pressure: 3.67E-09mmHg at 25°C
• Melting Point: 175-178 °C
• Boiling Point: 474.3oC at 760 mmHg
• PKA: 8.52±0.20(Predicted)
• Flash Point: 240.6ºC
• PSA: 71.19000
• Density: 1.29g/cm3
• LogP: 2.19660
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Benzyl(2-oxo-1,2-dihydropyridin-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZYL 2-OXO-1,2-DIHYDROPYRIDIN-3-YLCARBAMATE

There total 8 articles about BENZYL 2-OXO-1,2-DIHYDROPYRIDIN-3-YLCARBAMATE 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: 90.0%

3-amino-2-pyridone (33630-99-8) + benzyl chloroformate (501-53-1,94274-21-2) → 3-(benzyloxycarbonylamino)pyrid-2-one (147269-67-8)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 12h;

DOI:10.1002/cmdc.201100093

Reference yield: 90.0%

2-hydroxy-3-aminopyridine (33630-99-8) + benzyl chloroformate (501-53-1,94274-21-2) → (2-hydroxypyridin-3-yl)carbamic acid benzyl ester (147269-67-8)

Guidance literature:

With sodium carbonate; In dichloromethane; at 20 ℃;

Reference yield: 62.0%

2-hydroxy-3-carboxypyridine (609-71-2) + benzyl alcohol (100-51-6,185532-71-2) → (2-hydroxypyridin-3-yl)carbamic acid benzyl ester (147269-67-8)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In 1,4-dioxane; at 130 ℃; for 40h; Inert atmosphere;

upstream raw materials:

3-amino-2-pyridone

benzyl chloroformate

3-nitropyridone

1,4-dioxane

Downstream raw materials:

Methyl [3-benzyloxycarbonylamino-1,2-dihydro-2-oxo-1-pyridyl]-acetate

2-(3-(benzyloxycarbonylamino)-2-oxopyridin-1(2H)-yl)acetic acid

(S)-2-(3-benzyloxycarbonylamino-2-oxo-2H-pyridin-1-yl)-3-phenylpropionic acid methyl ester

Refernces

• 1、 Hwang, Jimin,Strange, Natalie,Phillips, Matthew J.A.,Krause, Alexandra L.,Heywood, Astra,Gamble, Allan B.,Huston, Wilhelmina M.,Tyndall, Joel D.A.. "Optimization of peptide-based inhibitors targeting the HtrA serine protease in Chlamydia: Design, synthesis and biological evaluation of pyridone-based and N-Capping group-modified analogues". . . Retrieved 2021/07/16.
• 2、 -. "SYSTEMIC FORMULATION OF A PYRIDINONE DERIVATE FOR TG2-RELATED DISEASES". Paragraph 0666-0668. . Retrieved 2021/11/04.