methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-formyl-3-methyl-2-pyridinecarboxylate

Base Information

• Chemical Name: methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-formyl-3-methyl-2-pyridinecarboxylate
• CAS No.: 74615-06-8
• Molecular Formula: C₂₄H₂₄N₂O₆
• Molecular Weight: 436.464
• Mol file: 74615-06-8.mol

Synonyms:methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-formyl-3-methyl-2-pyridinecarboxylate

Chemical Property of methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-formyl-3-methyl-2-pyridinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-formyl-3-methyl-2-pyridinecarboxylate

There total 19 articles about methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-formyl-3-methyl-2-pyridinecarboxylate 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: 100.0%

methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(hydroxymethyl)-3-methyl-2-pyridinecarboxylate (74615-05-7) → methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-formyl-3-methyl-2-pyridinecarboxylate (74615-06-8)

Guidance literature:

With manganese(IV) oxide; In chloroform; Ambient temperature;

DOI:10.1021/ja00531a054

Reference yield:

methyl 4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-5-formyl-3,6-dimethyl-2-pyridinecarboxylate (74615-01-3) → methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-formyl-3-methyl-2-pyridinecarboxylate (74615-06-8)

Guidance literature:

Multi-step reaction with 5 steps

1: pertrifluoroacetic acid, Na₂HPO₄ / CH₂Cl₂

2: 10 percent / aq. KMnO₄ / acetone / 3 h

3: 1.) triethylamine, diphenylphosphoryl azide, 2.) water / 1.) benzene, reflux, 1 h, 2.) reflux, 30 min

4: 1.) acetic anhydride, 2.) methanolic K₂CO₃ / 1.) 120 - 125 deg C, 2 h, 2.) room temperature, 21 h

5: 88 percent / activated manganese oxide / CHCl₃ / 2 h

With manganese oxide; potassium permanganate; disodium hydrogenphosphate; diphenylphosphoranyl azide; water; acetic anhydride; potassium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; chloroform; acetone;

DOI:10.1021/ja00366a028

Reference yield:

methyl 4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(hydroxymethyl)-3-methyl-2-pyridinecarboxylate (74614-98-5) → methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-formyl-3-methyl-2-pyridinecarboxylate (74615-06-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 100 percent / thionyl chloride / benzene / 1.5 h / Ambient temperature

2: dimethylsulfoxide / 120 h / 45 °C

3: potassium tert-butoxide / dimethylsulfoxide; tetrahydrofuran / 0.17 h / -12 °C

4: aq. oxalic acid / tetrahydrofuran / 1 h / Heating

5: pertrifluoroacetic acid, Na₂HPO₄ / CH₂Cl₂

6: 10 percent / aq. KMnO₄ / acetone / 3 h

7: 1.) triethylamine, diphenylphosphoryl azide, 2.) water / 1.) benzene, reflux, 1 h, 2.) reflux, 30 min

8: 1.) acetic anhydride, 2.) methanolic K₂CO₃ / 1.) 120 - 125 deg C, 2 h, 2.) room temperature, 21 h

9: 88 percent / activated manganese oxide / CHCl₃ / 2 h

With manganese oxide; potassium permanganate; disodium hydrogenphosphate; thionyl chloride; diphenylphosphoranyl azide; potassium tert-butylate; water; oxalic acid; acetic anhydride; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform; dimethyl sulfoxide; acetone; benzene;

DOI:10.1021/ja00366a028

upstream raw materials:

methyl 5-amino-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(hydroxymethyl)-3-methyl-2-pyridinecarboxylate

methyl 4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-5-formyl-3,6-dimethyl-2-pyridinecarboxylate

methyl 4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(hydroxymethyl)-3-methyl-2-pyridinecarboxylate

methyl 6-(chloromethyl)-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-3-methyl-2-pyridinecarboxylate

Downstream raw materials:

methyl 5-amino-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-<2-(dimethoxyphosphinyl)-1-hydroxyethyl>-3-methyl-2-pyridinecarboxylate

methyl 5-amino-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-<2-(dimethoxyphosphinyl)acetyl>-3-methyl-2-pyridinecarboxylate

methyl 5-amino-4<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-6-(5-hydroxy-6-methoxy-2-quinolyl)-3-methyl-2-pyridinecarboxylate

methyl 5-amino-6-(5,8-dihydro-6-methoxy-5,8-dioxo-2-quinolyl)-4-<3,4-dimethoxy-2-(phenylmethoxy)phenyl>-3-methyl-2-pyridinecarboxylate