benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]-2-naphthyl]oxy]butanoate

Base Information

• Chemical Name: benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]-2-naphthyl]oxy]butanoate
• CAS No.: 1632161-76-2
• Molecular Formula: C₃₈H₄₃NO₈
• Molecular Weight: 641.761
• Mol file: 1632161-76-2.mol

Synonyms:benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]-2-naphthyl]oxy]butanoate

Chemical Property of benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]-2-naphthyl]oxy]butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]-2-naphthyl]oxy]butanoate

There total 3 articles about benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]-2-naphthyl]oxy]butanoate 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: 70.0%

benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-bromo-2-naphthyl]oxy]butanoate (1632161-74-0) + 4-aminomethyl-2,2-dimethyl[1,3]dioxolane (22195-47-7,96894-67-6) → benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]-2-naphthyl]oxy]butanoate (1632161-76-2)

Guidance literature:

With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 110 ℃; for 15h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4md00032c

Reference yield:

2,7-Dihydroxynaphthalene (582-17-2) → benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]-2-naphthyl]oxy]butanoate (1632161-76-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bromine / acetic acid / 1.5 h

1.2: 24 h / 80 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C

3.1: potassium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 15 h / 110 °C / Schlenk technique; Inert atmosphere

With bromine; palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; acetic acid; N,N-dimethyl-formamide; 3.1: |Buchwald-Hartwig Coupling;

DOI:10.1039/c4md00032c

Reference yield:

3-bromonaphthalene-2,7-diol (102653-36-1) → benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]-2-naphthyl]oxy]butanoate (1632161-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C

2: potassium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 15 h / 110 °C / Schlenk technique; Inert atmosphere

With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; N,N-dimethyl-formamide; 2: |Buchwald-Hartwig Coupling;

DOI:10.1039/c4md00032c

upstream raw materials:

3-bromonaphthalene-2,7-diol

benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-bromo-2-naphthyl]oxy]butanoate

4-aminomethyl-2,2-dimethyl[1,3]dioxolane

2,7-Dihydroxynaphthalene

Downstream raw materials:

C₆₆H₉₃N₁₁O₁₈

C₆₃H₈₉N₁₁O₁₈