(R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine

Base Information

• Chemical Name: (R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine
• CAS No.: 872094-35-4
• Molecular Formula: C₂₆H₂₄FNO₃
• Molecular Weight: 417.48
• Mol file: 872094-35-4.mol

Synonyms:(R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine

Chemical Property of (R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine

There total 2 articles about (R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine 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: 73.0%

(R)-(-)-11-acetoxy-10-methoxy-2-(trifluoromethanesulfonyloxy)-N-methylapomorphine (872094-27-4) + 2-(4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane (225916-39-2) → (R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine (872094-35-4)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃;

DOI:10.1039/b507195j

Reference yield:

codeine (76-57-3) → (R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine (872094-35-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 85 percent / IBX / dimethylformamide / 2 h

2.1: 85 percent / CH₃SO₃H / 1.5 h / 95 °C

3.1: Et₃N / CHCl₃ / 3 h

3.2: 78 percent / Et₃N; DMAP / CHCl₃ / 2 h

4.1: 73 percent / Cs₂CO₃; dppf / PdCl₂(dppf) / dioxane / 80 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; methanesulfonic acid; caesium carbonate; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; chloroform; N,N-dimethyl-formamide; 4.1: Suzuki-Miyaura cross-coupling;

DOI:10.1039/b507195j

Reference yield: 26.0%

(R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine (872094-35-4) → (R)-(-)-2-(4-fluorophenyl)apomorphine hydrobromide

Guidance literature:

(R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine; With hydrogen bromide; acetic acid; at 120 ℃; for 36h;

With hydrogen bromide; at 120 ℃; for 2h;

DOI:10.1039/b507195j

upstream raw materials:

(R)-(-)-11-acetoxy-10-methoxy-2-(trifluoromethanesulfonyloxy)-N-methylapomorphine

2-(4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

codeine