(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

Base Information

• Chemical Name: (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate
• CAS No.: 1426925-12-3
• Molecular Formula: C₃₈H₄₀ClNO₁₂
• Molecular Weight: 738.188
• Mol file: 1426925-12-3.mol

Synonyms:(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

Chemical Property of (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate

There total 15 articles about (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate 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: 72.0%

(1R,2S,35,4R,5S)-1-(acetoxymethyl)-5-(3-(4-(4-acetylphenoxy)benzyl)-4-chlorophenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate (1426925-11-2) + O-ethylhydroxylamine hydrochloride (3332-29-4) → (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate (1426925-12-3)

Guidance literature:

With pyridine; In ethanol; at 80 ℃; for 4h; Inert atmosphere;

Reference yield: 72.0%

(1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(3-(4-(4-acetylphenoxy)benzyl)-4-chlorophenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyltriacetate + O-ethylhydroxylamine hydrochloride (3332-29-4) → (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate (1426925-12-3)

Guidance literature:

With pyridine; In ethanol; at 80 ℃; for 4h; Inert atmosphere;

Reference yield:

4-Fluoronitrobenzene (350-46-9,178603-76-4) → (1R,2S,3S,4R,5S)-1-(acetoxymethyl)-5-(4-chloro-3-(4-(4-(1-(ethoxyimino)ethyl)phenoxy)benzyl)phenyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triyl triacetate (1426925-12-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 90 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 20 °C / Inert atmosphere

3.1: sulfuric acid; sodium nitrite / water; 1,2-dimethoxyethane / 0.5 h / 0 - 5 °C

3.2: 0.5 h

4.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 12 h / 120 °C / Inert atmosphere

5.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; N,N-dimethyl-formamide / 1 h / 80 °C / Inert atmosphere

6.1: pyridine / ethanol / 4 h / 80 °C / Inert atmosphere

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; palladium 10% on activated carbon; hydrogen; potassium acetate; sodium carbonate; potassium carbonate; sodium nitrite; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

1-(4-(4-nitrophenoxy)phenyl)ethanone

4-Fluoronitrobenzene

4-Hydroxyacetophenone

1-(4-(4-aminophenoxy)phenyl)ethanone

Downstream raw materials:

1-(4-(4-(2-chloro-5-((1S,2S,3S,4R,5S)-2,3,4-trihydroxy-1-(hydroxylmethyl)-6,8-dioxabicyclo[3.2.1]octan-5-yl)benzyl)phenoxy)phenyl)ethanone O-ethyl oxime