Methyl 5-[[[(2,4-difluorophenyl)methyl]amino]carbonyl]-1-(2-oxoethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate

Base Information

• Chemical Name: Methyl 5-[[[(2,4-difluorophenyl)methyl]amino]carbonyl]-1-(2-oxoethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate
• CAS No.: 1229006-25-0
• Molecular Formula: C24H20F2N2O6
• Molecular Weight: 470.429
• Mol file: 1229006-25-0.mol

Synonyms:Methyl 5-[[[(2,4-difluorophenyl)methyl]amino]carbonyl]-1-(2-oxoethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate;Methyl 3-(benzyloxy)-5-(2,4-difluorobenzylcarbamoyl)-4-oxo-1-(2-oxoethyl)-1,4-dihydropyridine-2-carboxylate

Chemical Property of Methyl 5-[[[(2,4-difluorophenyl)methyl]amino]carbonyl]-1-(2-oxoethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate

Chemical Property:

• Boiling Point: 689.9±55.0 °C(Predicted)
• PKA: 10.66±0.40(Predicted)
• PSA: 103.70000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: 3.01190

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 5-[[[(2,4-difluorophenyl)methyl]amino]carbonyl]-1-(2-oxoethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate

There total 34 articles about Methyl 5-[[[(2,4-difluorophenyl)methyl]amino]carbonyl]-1-(2-oxoethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate 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:

1-[2,2-bis(methyloxy)ethyl]-5-({[(2,4-difluorophenyl)methyl]amino}carbonyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester (1229006-21-6) → methyl 3-(benzyloxy)-5-(2,4-difluorobenzylcarbamoyl)-4-oxo-1-(2-oxoethyl)-1,4-dihydropyridine-2-carboxylate (1229006-25-0)

Guidance literature:

1-[2,2-bis(methyloxy)ethyl]-5-({[(2,4-difluorophenyl)methyl]amino}carbonyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester; With formic acid; sulfuric acid; In water; toluene; at 20 ℃; for 3h;

With sodium hydrogencarbonate; In water; at 5 ℃;

Reference yield:

methyl 3-(benzyloxy)-5-(2,4-difluorobenzylcarbamoyl)-1-(2,3-dihydroxypropyl)-4-oxo-1,4-dihydropyridine-2-carboxylate → methyl 3-(benzyloxy)-5-(2,4-difluorobenzylcarbamoyl)-4-oxo-1-(2-oxoethyl)-1,4-dihydropyridine-2-carboxylate (1229006-25-0)

Guidance literature:

With sodium periodate; sodium hydrogencarbonate; In dichloromethane; water; at 0 - 20 ℃; for 14h;

Reference yield:

1-[2,2-bis(methyloxy)ethyl]-5-({[(2,4-difluorophenyl)methyl]amino}carbonyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester (1229006-21-6) → methyl 3-(benzyloxy)-5-(2,4-difluorobenzylcarbamoyl)-4-oxo-1-(2-oxoethyl)-1,4-dihydropyridine-2-carboxylate (1229006-25-0) + 5-({[(2,4-difluorophenyl)methyl]amino}carbonyl)-1-[2-hydroxy-2-(methyloxy)ethyl]-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester (1229006-23-8)

Guidance literature:

With formic acid; at 40 ℃; for 12h;

upstream raw materials:

1-[2,2-bis(methyloxy)ethyl]-5-({[(2,4-difluorophenyl)methyl]amino}carbonyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester

2,5-dimethyl 3-(benzyloxy)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2,5-dicarboxylate

4-benzyloxy-3-oxobutyric acid methyl ester

benzyl alcohol

Downstream raw materials:

(3R,11aS)-N-[(2,4-difluorophenyl)methyl]-3-methyl-5,7-dioxo-6-[(phenylmethyl)oxy]-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide

(3aS,13aS)-N-[(2,4-difluorophenyl)methyl]-7,9-dioxo-8-[(phenylmethyl)oxy]-1,2,3,3a,4,5,7,9,13,13a-decahydropyrido[1',2':4,5]pyrazino[1,2-a]pyrrolo[1,2-c]pyrimidine-10-carboxamide

(4R,12aS)-7-(benzyloxy)-N-(2,4-difluorobenzyl)-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1′,2’:4,5]-pyrazino[2,1-b][1,3]oxazine-9-carboxamide

C₂₈H₂₉F₂N₃O₆

Refernces

• 1、 Sankareswaran, Srimurugan,Mannam, Madhavarao,Chakka, Veerababu,Mandapati, Srirami Reddy,Kumar, Pramod. "Identification and Control of Critical Process Impurities: An Improved Process for the Preparation of Dolutegravir Sodium". supporting information. p. 1461 - 1468. Retrieved 2016/08/30.
• 2、 -. "PROCESS FOR PREPARING COMPOUND HAVING HIV INTEGRASE INHIBITORY ACTIVITY". Paragraph 0185. . Retrieved 2013/06/27.