Identification | Back Directory | [Name]
1-(2,2-diMethoxyethyl)-5-Methoxy-6-(Methoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid | [CAS]
1335210-23-5 | [Synonyms]
BNKY001-DL01 Dulotegravir Me-N-4 Dolutegravir Impurity 58 Bictegravir Intermediate Dolutegravir Intermediates3 Bictegravir Related Compound 1 1-(2,2-dimethoxyethyl)-5-methoxy-6-(methoxy 1-(2,2-Dimethoxyethyl)-1,4-dihydro-3-methoxy-4-oxo-2,5-pyrid... 1-(2,2-dimethoxyethyl)-5-methoxy-6-methoxycarbonyl-4-oxopyridine-3-carboxylic acid Methyl 5-acetyl-1-(2,2-dimethoxyethyl)-3-methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate (E) -2-(((2,2-dimethoxyethyl) amino)
Methylene) -4-methoxy-3-oxobutanoic acid methyl ester 1-(2,2-Dimethoxyethyl)-1,4-dihydro-3-methoxy-4-oxo-2,5-pyridinedicarboxylic acid 2-methyl este 1-(2,2-dimethoxyethyl)-5-methoxy-4-oxo-1,4-dihydropyridine-3,6-dicarboxylic acid-6-methyl ester 1-(2,2-Dimethoxyethyl)-1,4-dihydro-3-methoxy-4-oxo-2,5-pyridinedicarboxylic acid 2-methyl ester 1-(2,2-diMethoxyethyl)-5-Methoxy-6-(Methoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid 1-(2,2-Dimethoxyethyl)-5-methoxy-6-(methoxycarbonyl)-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid 1-(2,2-diMethoxyethy1)-5-Methoxy-6-(Methoxycarbony1)-4-oxo-1,4-dihydropyridine-3-carboxylic acid 2,5-Pyridinedicarboxylic acid, 1-(2,2-dimethoxyethyl)-1,4-dihydro-3-methoxy-4-oxo-, 2-methyl ester (6-(methoxycarbonyl)-1,4-dihydro-5-methoxy-1-(2,2-
dimethoxy ethyl)-4-oxopyridine-3-carboxylic acid) 1-[2,2-bis(methyloxy)ethyl]-5-(methyloxy)-6-[(methyloxy)carbonyl]-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid ( methoxycarbonyl ) -4 - oxo - 1,4 - dihydropyridine - 3
carboxylic Acid
1- ( 2,2 - Dimethoxyethyl ) -5 - methoxy - 6 1-(2,2-dimethoxyethyl)-5-methoxy-6-(methoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid 1-(2,2-Dimethoxyethyl)-5-Methoxy-6-(Methoxycarbonyl)-4-oxo-1,4-Dihydropyridine-3-(Methoxycarbonyl)-4-oxo-1,4-Dihydropyridine-3-Carboxylic acid | [Molecular Formula]
C13H17NO8 | [MDL Number]
MFCD28978322 | [MOL File]
1335210-23-5.mol | [Molecular Weight]
315.276 |
Chemical Properties | Back Directory | [Boiling point ]
474.1±45.0 °C(Predicted) | [density ]
1.36±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform, DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
5.56±0.40(Predicted) | [color ]
White to Light Yellow |
Hazard Information | Back Directory | [Uses]
Dolutegravir intermediate-1 is used as an intermediate in the synthesis of GSK1265744 (I), a potent HIV integrase inhibitor. | [Synthesis]
N, N-Dimethylformamide dimethyl acetal was added to methyl 4-methoxy-3-oxobutanoate, and the mixture was kept for 2 h at 25-30°C. The resulting methyl2-(dimethylaminomethylidene)-4-methoxy-3-oxobutanoate was dissolved in methanol, 2-amino acetaldehyde dimethyl acetal was added, and the mixture was stirred at20-30°C for 2 h. The solvent was removed under reduced pressure, the residue was diluted with methanol, and dimethyl oxalate was added at 25-30°C. The mixture was cooled to 0-5°C, 30 wt % sodium methoxide in methanol was slowly added, and the mixture was slowly heated to 40°C, stirred for 14 h at that temperature, and concentrated under reduced pressure. The residue was diluted with dichloromethane and poured into cold (0-5°C)2 N aqueous HCl. The organic phase was separated, the aqueous layer was extracted with dichloromethane (2× ), and the combined organic layers were washed with demineralized water and concentrated under reduced pressure at 40-45 °C to obtain intermediate. The product was dissolved in methanol, the solution was cooled to 0-5°C, and lithium hydroxide monohydrate was added. The mixture was stirred at 0-5°C for 3 h, quenched with 2 N aqueous HCl, and extracted with ethyl acetate (3×). Finally, the product 1-(2,2-diMethoxyethyl)-5-Methoxy-6-(Methoxycarbonyl)-4-oxo-1,4-dihydropyridine-3-carboxylic acid can be obtained through further purification.
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