N-methoxy-3-[3-methoxy-4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide

Base Information

• Chemical Name: N-methoxy-3-[3-methoxy-4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide
• CAS No.: 704912-97-0
• Molecular Formula: C₂₅H₃₄N₂O₈
• Molecular Weight: 490.554
• Mol file: 704912-97-0.mol

Synonyms:N-methoxy-3-[3-methoxy-4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide

Chemical Property of N-methoxy-3-[3-methoxy-4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-methoxy-3-[3-methoxy-4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide

There total 14 articles about N-methoxy-3-[3-methoxy-4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide 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: 96.0%

3-[4-(5-(2-carboxyethyl)-2-(methoxymethoxy)phenoxy)-3-methoxyphenyl]propanoic acid (704913-04-2) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-methoxy-3-[3-methoxy-4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide (704912-97-0)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2005.11.055

Reference yield:

3-(4'-hydroxyphenyl)-1-propyl acetate (80373-18-8) → N-methoxy-3-[3-methoxy-4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide (704912-97-0)

Guidance literature:

Multi-step reaction with 14 steps

1.1: 64 percent / SO₂Cl₂ / 5 h / 0 °C

2.1: 100 percent / pyridine*HBr₃; pyridine / CHCl₃ / 3 h / 0 °C

3.1: 50 percent / LiClO₄ / Electrochemical reaction

4.1: 70 percent / Zn; AcOH / tetrahydrofuran / 0 °C

5.1: 100 percent / DIPEA / CH₂Cl₂

6.1: 100 percent / K₂CO₃; MeOH / 20 °C

7.1: 100 percent / imidazole / dimethylformamide / 6 h

8.1: n-BuLi / tetrahydrofuran; hexane / 0.05 h / -78 °C

8.2: B(OMe)3 / tetrahydrofuran; hexane / 2 h

8.3: 64 percent / H₂O₂; NaOH / tetrahydrofuran; hexane; H₂O / 0 °C

9.1: 100 percent / K₂CO₃ / dimethylformamide

10.1: 84 percent / HCO₂NH₄ / Pd/C / ethanol / 3 h / 60 °C

11.1: 100 percent / TBAF / tetrahydrofuran

12.1: 81 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

13.1: 52 percent / PDC / dimethylformamide / 20 °C

14.1: 96 percent / Et₃N; HOBt; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / CH₂Cl₂ / 20 °C

With pyridine; 1H-imidazole; methanol; dipyridinium dichromate; n-butyllithium; sulfuryl dichloride; pyridinium perbromide hydrobromide; tetrabutyl ammonium fluoride; ammonium formate; lithium perchlorate; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.11.055

Reference yield:

3-(5-bromo-3-chloro-4-hydroxyphenyl)propyl acetate (704912-87-8) → N-methoxy-3-[3-methoxy-4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide (704912-97-0)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 50 percent / LiClO₄ / Electrochemical reaction

2.1: 70 percent / Zn; AcOH / tetrahydrofuran / 0 °C

3.1: 100 percent / DIPEA / CH₂Cl₂

4.1: 100 percent / K₂CO₃; MeOH / 20 °C

5.1: 100 percent / imidazole / dimethylformamide / 6 h

6.1: n-BuLi / tetrahydrofuran; hexane / 0.05 h / -78 °C

6.2: B(OMe)3 / tetrahydrofuran; hexane / 2 h

6.3: 64 percent / H₂O₂; NaOH / tetrahydrofuran; hexane; H₂O / 0 °C

7.1: 100 percent / K₂CO₃ / dimethylformamide

8.1: 84 percent / HCO₂NH₄ / Pd/C / ethanol / 3 h / 60 °C

9.1: 100 percent / TBAF / tetrahydrofuran

10.1: 81 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

11.1: 52 percent / PDC / dimethylformamide / 20 °C

12.1: 96 percent / Et₃N; HOBt; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / CH₂Cl₂ / 20 °C

With pyridine; 1H-imidazole; methanol; dipyridinium dichromate; n-butyllithium; tetrabutyl ammonium fluoride; ammonium formate; lithium perchlorate; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.11.055

upstream raw materials:

N,0-dimethylhydroxylamine

3-[4-(5-(3-hydroxypropyl)-2-(methoxymethoxy)phenoxy)-3-methoxyphenyl]propan-1-ol

3-[4-(5-(2-carboxyethyl)-2-(methoxymethoxy)phenoxy)-3-methoxyphenyl]propanoic acid

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

3-(4-methoxymethoxy-3-{2-methoxy-4-[3-(2-methoxymethoxy-phenyl)-3-oxo-propyl]-phenoxy}-phenyl)-1-(2-methoxymethoxy-phenyl)-propan-1-one

3-(4-methoxymethoxy-3-{2-methoxy-4-[3-(4-methoxymethoxy-phenyl)-3-oxo-propyl]-phenoxy}-phenyl)-1-(4-methoxymethoxy-phenyl)-propan-1-one

4,2',4',2''',4'''-Pentahydroxy-3''-methoxy-3-O-4''-tetrahydrobichalcone