Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate

Base Information

• Chemical Name: Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate
• CAS No.: 171917-55-8
• Molecular Formula: C₁₉H₁₇NO₄
• Molecular Weight: 323.348
• Mol file: 171917-55-8.mol

Synonyms:Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate

Chemical Property of Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate

There total 5 articles about Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate 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: 52.0%

2-amino-5-methoxybenzaldehyde (26831-52-7) + 3-Benzyloxy-2-[(Z)-methoxyimino]-propionic acid ethyl ester + methyl iodide (74-88-4) → Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate (171917-55-8)

Guidance literature:

2-amino-5-methoxybenzaldehyde; 3-Benzyloxy-2-[(Z)-methoxyimino]-propionic acid ethyl ester; With potassium hydroxide; In ethanol;

methyl iodide; With sodium hydrogencarbonate; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(97)10014-1

Reference yield:

3-(Benzyloxy)-6-methoxyquinoline-2-carboxylic acid (171917-58-1) + methyl iodide (74-88-4) → Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate (171917-55-8)

Guidance literature:

With sodium hydrogencarbonate; tetra-(n-butyl)ammonium iodide; In dichloromethane; at 25 ℃; for 24h; Yield given;

DOI:10.1021/jo00127a055

Reference yield:

2-amino-5-methoxybenzaldehyde (26831-52-7) → Methyl 3-(benzyloxy)-6-methoxyquinoline-2-carboxylate (171917-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / ethanol / 48 h / Heating

2: NaHCO₃ / n-Bu₄N₄I / CH₂Cl₂ / 24 h / 25 °C

With potassium hydroxide; sodium hydrogencarbonate; tetra-(n-butyl)ammonium iodide; In ethanol; dichloromethane;

DOI:10.1021/jo00127a055

upstream raw materials:

3-(Benzyloxy)-6-methoxyquinoline-2-carboxylic acid

methyl iodide

2-amino-5-methoxybenzaldehyde

benzyl alcohol

Downstream raw materials:

luzopeptin C

3-(Benzyloxy)-6-methoxyquinoline-2-carboxylic acid