{5-Chloro-2-[3-(dimethoxymethyl)-5-isopropylisoxazol-4-yl]phenyl}(2,3-dimethoxyphenyl)-methanone

Base Information

• Chemical Name: {5-Chloro-2-[3-(dimethoxymethyl)-5-isopropylisoxazol-4-yl]phenyl}(2,3-dimethoxyphenyl)-methanone
• CAS No.: 1001387-69-4
• Molecular Formula: C₂₄H₂₆ClNO₆
• Molecular Weight: 459.927
• Mol file: 1001387-69-4.mol

Synonyms:{5-Chloro-2-[3-(dimethoxymethyl)-5-isopropylisoxazol-4-yl]phenyl}(2,3-dimethoxyphenyl)-methanone

Chemical Property of {5-Chloro-2-[3-(dimethoxymethyl)-5-isopropylisoxazol-4-yl]phenyl}(2,3-dimethoxyphenyl)-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {5-Chloro-2-[3-(dimethoxymethyl)-5-isopropylisoxazol-4-yl]phenyl}(2,3-dimethoxyphenyl)-methanone

There total 6 articles about {5-Chloro-2-[3-(dimethoxymethyl)-5-isopropylisoxazol-4-yl]phenyl}(2,3-dimethoxyphenyl)-methanone 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: 42.0%

3-(Dimethoxymethyl)-5-isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole (1001387-67-2) + (5-Chloro-2-iodophenyl)(2,3-dimethoxyphenyl)methanone (1001387-68-3) → {5-Chloro-2-[3-(dimethoxymethyl)-5-isopropylisoxazol-4-yl]phenyl}(2,3-dimethoxyphenyl)-methanone (1001387-69-4)

Guidance literature:

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 85 ℃; for 72h; Inert atmosphere;

Reference yield:

2-(3-methyl-1-butyn-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → {5-Chloro-2-[3-(dimethoxymethyl)-5-isopropylisoxazol-4-yl]phenyl}(2,3-dimethoxyphenyl)-methanone (1001387-69-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydrogencarbonate / 1,2-dimethoxyethane / 56 h / 50 °C

2: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; dichloromethane / 72 h / 85 °C

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium hydrogencarbonate; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; 2: Suzuki coupling;

DOI:10.1016/j.bmcl.2011.04.092

Reference yield:

3-methyl-but-1-yne (598-23-2) → {5-Chloro-2-[3-(dimethoxymethyl)-5-isopropylisoxazol-4-yl]phenyl}(2,3-dimethoxyphenyl)-methanone (1001387-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: 2 h / -78 °C

2.1: potassium hydrogencarbonate / 1,2-dimethoxyethane / 56 h / 50 °C

3.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; dichloromethane / 72 h / 85 °C

With potassium phosphate; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; 3.1: Suzuki coupling;

DOI:10.1016/j.bmcl.2011.04.092

upstream raw materials:

3-(Dimethoxymethyl)-5-isopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

(5-Chloro-2-iodophenyl)(2,3-dimethoxyphenyl)methanone

6-chloro-2-methyl-4H-benzo[d][1,3]oxazin-4-one

3-methyl-but-1-yne

Downstream raw materials:

ethyl (2E)-3-{4-[4-chloro-2-(2,3-dimethoxybenzoyl)phenyl]-5-isopropylisoxazol-3-yl}acrylate

C₂₆H₂₆ClNO₆

ethyl [8-chloro-6-(2,3-dimethoxyphenyl)-1-isopropyl-4H,6H-[2]benzoxepino[4,5-c]isoxazol-4-yl]acetate

[(4S,6R)-8-chloro-6-(2,3-dimethoxyphenyl)-1-isopropyl-4H,6H-[2]benzoxepino[4,5-c]isoxazol-4-yl]acetic acid