diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate

Base Information

• Chemical Name: diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate
• CAS No.: 183550-77-8
• Molecular Formula: C₂₁H₂₁NO₇
• Molecular Weight: 399.4

Synonyms:diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate

Chemical Property of diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate

Chemical Property:

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Technology Process of diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate

There total 4 articles about diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate 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:

3-(4-methylbenzoyl)-2-pyridine carboxylic acid (116060-91-4) + Diethyl 2-bromomalonate (685-87-0) → diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate (183550-77-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; ethyl acetate;

Reference yield:

3-(4-methylbenzoyl)-2-pyridine carboxylic acid (116060-91-4) + Diethyl 2-bromomalonate (685-87-0) → N-[3,5-bis(trifluoromethyl)benzyl]-7-(3-chloropropyl)-7,8-dihydro-5-(4-methylphenyl)-8-oxo-6-pyrido[3,4-b]pyridine carboxamide (183550-76-7) + diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate (183550-77-8)

Guidance literature:

With sodium bicarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; ethyl acetate;

Reference yield:

3-p-toluoyl-pyridine-2-carbonyl chloride (508210-05-7) + 2-hydroxy-malonic acid diethyl ester (13937-08-1) → diethyl 5,6-dihydro-5-hydroxy-5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6,6-dicarboxylate (183550-77-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at -10 ℃; for 0.5h;

DOI:10.1021/jm990220r

upstream raw materials:

3-p-toluoyl-pyridine-2-carbonyl chloride

2-hydroxy-malonic acid diethyl ester

3-(4-methylbenzoyl)-2-pyridine carboxylic acid

Diethyl 2-bromomalonate

Downstream raw materials:

(aR,9S)-7-[3,5-bis(trifluoromethyl)benzyl]-8,9,10,11-tetrahydro-9-methyl-5-(4-methylphenyl)-7H-[1,4]diazocino[2,1-g][1,7]naphthyridine-6,13-dione

N-[3,5-bis(trifluoromethyl)benzyl]-7,8-dihydro-7-(5-hydroxypentyl)-5-(4-methylphenyl)-8-oxo-1,7-naphthyridine-6-carboxamide

N-[3,5-bis(trifluoromethyl)benzyl]-7,8-dihydro-7-(2-methanesulfonyloxyethyl)-5-(4-methylphenyl)-8-oxo-6-pyrido[3,4-b]pyridine carboxamide

(R)-N-[3,5-bis(trifluoromethyl)benzyl]-7,8-dihydro-7-(3-hydroxy-2-methylpropyl)-5-(4-methylphenyl)-8-oxo-1,7-naphthyridine-6-carboxamide

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