1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one

Base Information

• Chemical Name: 1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one
• CAS No.: 1390642-47-3
• Molecular Formula: C₂₆H₃₅BrO₅
• Molecular Weight: 507.465
• Mol file: 1390642-47-3.mol

Synonyms:1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one

Chemical Property of 1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one

There total 8 articles about 1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one 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: 98.0%

(4E,6E)-7-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)-1-(3-bromo-4-isopropoxyphenyl)hepta-4,6-dien-3-one (1390642-35-9) → 1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one (1390642-47-3)

Guidance literature:

With 20 % Pd(OH)2/C; hydrogen; In water; ethyl acetate; for 2h; Inert atmosphere;

DOI:10.1021/ol301893t

Reference yield:

dimethyl (4-(3-bromo-4-isopropoxyphenyl)-2-oxobutyl)phosphonate (1390642-34-8) → 1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one (1390642-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.17 h / Inert atmosphere

1.2: 18 h / 60 °C / Inert atmosphere

2.1: 20 % Pd(OH)2/C; hydrogen / water; ethyl acetate / 2 h / Inert atmosphere

With 20 % Pd(OH)2/C; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; water; ethyl acetate; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination;

DOI:10.1021/ol301893t

Reference yield:

(2E)-3-(4-(benzyloxy)-3-methoxy-2-(isopropoxy)phenyl)prop-2-en-1-ol (1390642-46-2) → 1-(3-bromo-4-isopropoxyphenyl)-7-(4-hydroxy-2-isopropoxy-3-methoxyphenyl)heptan-3-one (1390642-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1.25 h / 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.17 h / Inert atmosphere

2.2: 18 h / 60 °C / Inert atmosphere

3.1: 20 % Pd(OH)2/C; hydrogen / water; ethyl acetate / 2 h / Inert atmosphere

With 20 % Pd(OH)2/C; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water; ethyl acetate; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;

DOI:10.1021/ol301893t

upstream raw materials:

(E)-methyl 3-(4-(benzyloxy)-2-hydroxy-3-methoxyphenyl)acrylate

(E)-methyl 3-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)acrylate

(2E)-3-(4-(benzyloxy)-3-methoxy-2-(isopropoxy)phenyl)prop-2-en-1-ol

(E)-3-(4-(benzyloxy)-2-isopropoxy-3-methoxyphenyl)acrylaldehyde