2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester

Base Information

• Chemical Name: 2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester
• CAS No.: 244183-04-8
• Molecular Formula: C₂₀H₁₉NO₄
• Molecular Weight: 337.375
• Mol file: 244183-04-8.mol

Synonyms:2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester

Chemical Property of 2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester

There total 4 articles about 2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester 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%

(2S)-2-(4-methoxybenzyl)-2,3-dihydro-4-pyridone (244183-02-6) + phenyl chloroformate (1885-14-9) → 2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester (244183-04-8)

Guidance literature:

(2S)-2-(4-methoxybenzyl)-2,3-dihydro-4-pyridone; With n-butyllithium; In tetrahydrofuran;

phenyl chloroformate; In tetrahydrofuran;

DOI:10.1021/jo061677t

Reference yield:

4-methoxy-3-(trisopropylsilyl)pyridine (126378-42-5) → 2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester (244183-04-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene / -42 °C

1.2: toluene / -78 °C

1.3: 89 percent / aq. HCl / toluene / 20 °C

2.1: NaOMe / methanol / Heating

2.2: 88 percent / aq. HCl / tetrahydrofuran / 20 °C

3.1: 90 percent / n-BuLi / -78 °C

With n-butyllithium; sodium methylate; In methanol; toluene;

DOI:10.1021/ol990738p

Reference yield:

4-methoxybenzylmagnesium chloride (38769-92-5) → 2-(4-methoxybenzyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester (244183-04-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene / -42 °C

1.2: toluene / -78 °C

1.3: 89 percent / aq. HCl / toluene / 20 °C

2.1: NaOMe / methanol / Heating

2.2: 88 percent / aq. HCl / tetrahydrofuran / 20 °C

3.1: 90 percent / n-BuLi / -78 °C

With n-butyllithium; sodium methylate; In methanol; toluene;

DOI:10.1021/ol990738p

upstream raw materials:

(2S)-2-(4-methoxybenzyl)-2,3-dihydro-4-pyridone

phenyl chloroformate

4-methoxybenzylmagnesium chloride

4-methoxy-3-(trisopropylsilyl)pyridine

Downstream raw materials:

(+)-metazocine

(2S,4S)-2-(4-methoxybenzyl)-1-methyl-4-piperidinol

(2S,4R)-2-(4-methoxybenzyl)-1-methyl-4-piperidinol

C₁₅H₂₁NO