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

Base Information

• Chemical Name: N-methoxy-3-[4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide
• CAS No.: 886054-85-9
• Molecular Formula: C₂₄H₃₂N₂O₇
• Molecular Weight: 460.527
• Mol file: 886054-85-9.mol

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

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

There total 13 articles about N-methoxy-3-[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: 60.0%

3-[4-(5-(2-carboxyethyl)-2-(methoxymethoxy)phenoxy)phenyl]propionic acid (886054-84-8) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-methoxy-3-[4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide (886054-85-9)

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-[4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide (886054-85-9)

Guidance literature:

Multi-step reaction with 13 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: 14 percent / H₂O₂; NaOH / tetrahydrofuran; hexane; H₂O / 0 °C

9.1: 92 percent / HCO₂NH₄ / Pd/C / ethanol / 5 h / 60 °C

10.1: 86 percent / TBAF / tetrahydrofuran / 3 h / 0 °C

11.1: 84 percent / Et₃N; SO₃*pyridine; DMSO / CH₂Cl₂ / 2 h / 20 °C

12.1: 82 percent / PDC / dimethylformamide / 20 °C

13.1: 60 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; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; ammonium formate; lithium perchlorate; potassium carbonate; benzotriazol-1-ol; acetic acid; dimethyl sulfoxide; 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:

acetic acid 3-(3-chloro-4-hydroxy-phenyl)-propyl ester (704912-98-1) → N-methoxy-3-[4-[2-(methoxymethoxy)-5-(2-(N-methoxy-N-methylcarbamoyl)ethyl)phenoxy]phenyl]-N-methylpropanamide (886054-85-9)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 100 percent / pyridine*HBr₃; pyridine / CHCl₃ / 3 h / 0 °C

2.1: 50 percent / LiClO₄ / Electrochemical reaction

3.1: 70 percent / Zn; AcOH / tetrahydrofuran / 0 °C

4.1: 100 percent / DIPEA / CH₂Cl₂

5.1: 100 percent / K₂CO₃; MeOH / 20 °C

6.1: 100 percent / imidazole / dimethylformamide / 6 h

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

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

7.3: 14 percent / H₂O₂; NaOH / tetrahydrofuran; hexane; H₂O / 0 °C

8.1: 92 percent / HCO₂NH₄ / Pd/C / ethanol / 5 h / 60 °C

9.1: 86 percent / TBAF / tetrahydrofuran / 3 h / 0 °C

10.1: 84 percent / Et₃N; SO₃*pyridine; DMSO / CH₂Cl₂ / 2 h / 20 °C

11.1: 82 percent / PDC / dimethylformamide / 20 °C

12.1: 60 percent / Et₃N; HOBt; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / CH₂Cl₂ / 20 °C

With pyridine; 1H-imidazole; methanol; dipyridinium dichromate; n-butyllithium; pyridinium perbromide hydrobromide; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; ammonium formate; lithium perchlorate; potassium carbonate; benzotriazol-1-ol; acetic acid; dimethyl sulfoxide; 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

upstream raw materials:

3-[4-(5-(2-carboxyethyl)-2-(methoxymethoxy)phenoxy)phenyl]propionic acid

N,O-dimethylhydroxylamine*hydrochloride

acetic acid 3-(3-chloro-4-hydroxy-phenyl)-propyl ester

3-[4-(2-(methoxymethoxy)-5-(3-oxopropyl)phenoxy)-phenyl]propanal

Downstream raw materials:

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