3-(3,4-Dimethoxy-phenyl)-2-[(4-isopropoxy-3-methoxy-phenyl)-hydrazono]-propionic acid methyl ester

Base Information

• Chemical Name: 3-(3,4-Dimethoxy-phenyl)-2-[(4-isopropoxy-3-methoxy-phenyl)-hydrazono]-propionic acid methyl ester
• CAS No.: 212490-17-0
• Molecular Formula: C₂₂H₂₈N₂O₆
• Molecular Weight: 416.474
• Mol file: 212490-17-0.mol

Synonyms:3-(3,4-Dimethoxy-phenyl)-2-[(4-isopropoxy-3-methoxy-phenyl)-hydrazono]-propionic acid methyl ester

Chemical Property of 3-(3,4-Dimethoxy-phenyl)-2-[(4-isopropoxy-3-methoxy-phenyl)-hydrazono]-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3,4-Dimethoxy-phenyl)-2-[(4-isopropoxy-3-methoxy-phenyl)-hydrazono]-propionic acid methyl ester

There total 3 articles about 3-(3,4-Dimethoxy-phenyl)-2-[(4-isopropoxy-3-methoxy-phenyl)-hydrazono]-propionic acid methyl 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:

2-[1-(3,4-Dimethoxy-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid methyl ester (125599-58-8) → 3-(3,4-Dimethoxy-phenyl)-2-[(4-isopropoxy-3-methoxy-phenyl)-hydrazono]-propionic acid methyl ester (212490-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 5percent Pd/C / tetrahydrofuran; ethanol / 760 Torr / Ambient temperature

2: 1.) aq. NaNO₂, aq. HCl, 2.) NaOAc / 1.) acetone, 0-5 deg C, 1 h, 2.) acetone, RT, 2 h

With hydrogenchloride; palladium on activated charcoal; sodium acetate; sodium nitrite; In tetrahydrofuran; ethanol;

DOI:10.1248/cpb.46.1130

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → 3-(3,4-Dimethoxy-phenyl)-2-[(4-isopropoxy-3-methoxy-phenyl)-hydrazono]-propionic acid methyl ester (212490-17-0)

Guidance literature:

Multi-step reaction with 3 steps

1: piperidine, AcOH / benzene / 6 h / Heating

2: 5percent Pd/C / tetrahydrofuran; ethanol / 760 Torr / Ambient temperature

3: 1.) aq. NaNO₂, aq. HCl, 2.) NaOAc / 1.) acetone, 0-5 deg C, 1 h, 2.) acetone, RT, 2 h

With piperidine; hydrogenchloride; palladium on activated charcoal; sodium acetate; acetic acid; sodium nitrite; In tetrahydrofuran; ethanol; benzene;

DOI:10.1248/cpb.46.1130

Reference yield:

4-[(1-methylethyl)oxy]-3-(methyloxy)aniline (212489-99-1) + (E) Methyl 2-(3,4-dimethoxybenzyl)-acetoacetate (83112-25-8) → 3-(3,4-Dimethoxy-phenyl)-2-[(4-isopropoxy-3-methoxy-phenyl)-hydrazono]-propionic acid methyl ester (212490-17-0)

Guidance literature:

With hydrogenchloride; sodium acetate; sodium nitrite; Yield given. Multistep reaction; 1.) acetone, 0-5 deg C, 1 h, 2.) acetone, RT, 2 h;

DOI:10.1248/cpb.46.1130

upstream raw materials:

4-[(1-methylethyl)oxy]-3-(methyloxy)aniline

(E) Methyl 2-(3,4-dimethoxybenzyl)-acetoacetate

2-[1-(3,4-Dimethoxy-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid methyl ester

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

3-(3,4-Dimethoxy-phenyl)-5-isopropoxy-6-methoxy-1H-indole-2-carboxylic acid methyl ester