3-(benzyloxy)-1-(carboxymethyl)-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

Base Information

• Chemical Name: 3-(benzyloxy)-1-(carboxymethyl)-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid
• CAS No.: 1610625-72-3
• Molecular Formula: C₁₆H₁₅NO₆
• Molecular Weight: 317.298
• Mol file: 1610625-72-3.mol

Synonyms:3-(benzyloxy)-1-(carboxymethyl)-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

Chemical Property of 3-(benzyloxy)-1-(carboxymethyl)-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(benzyloxy)-1-(carboxymethyl)-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

There total 4 articles about 3-(benzyloxy)-1-(carboxymethyl)-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid 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: 98.0%

3-benzyloxy-1-carboxymethyl-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid ethyl ester (1268339-11-2) → 3-(benzyloxy)-1-(carboxymethyl)-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid (1610625-72-3)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 23 ℃; for 1.5h;

DOI:10.1002/jhet.2372

Reference yield:

ethyl 3-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate (267876-32-4) → 3-(benzyloxy)-1-(carboxymethyl)-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid (1610625-72-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 4 h / 82 - 83 °C / Inert atmosphere

2: potassium tert-butylate; magnesium 2-methylpropan-2-olate / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

3: sodium hydroxide / ethanol; water / 20 °C

With potassium tert-butylate; magnesium 2-methylpropan-2-olate; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In tetrahydrofuran; ethanol; water; isopropyl alcohol;

Reference yield:

3-benzyloxy-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid ethyl ester (267875-78-5) → 3-(benzyloxy)-1-(carboxymethyl)-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid (1610625-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate; magnesium 2-methylpropan-2-olate / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

2: sodium hydroxide / ethanol; water / 20 °C

With potassium tert-butylate; magnesium 2-methylpropan-2-olate; sodium hydroxide; In tetrahydrofuran; ethanol; water;

upstream raw materials:

benzyl bromide

ethyl 3-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate

3-benzyloxy-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid ethyl ester

3-benzyloxy-1-carboxymethyl-6-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid ethyl ester

Downstream raw materials:

3-(benzyloxy)-6-methyl-1-(2-oxo-2-(2-thioxothiazolidin-3-yl)ethyl)-4-(2-thioxothiazolidine-3-carbonyl)pyridin-2(1H)-one

N,N''-bis[3-benzyloxy-1-carbamidomethyl-6-methyl-2-oxo-1,2-dihydropyridine-4-carbonyl(2-mercaptothiazolide)]-N'-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]-bis(2-aminoethyl)amine