(5;R)-5-(4-{1-ethyl-1-[3'-(1-hydroxy-1-methyl-ethyl)-2-methyl-biphenyl-4-yl]-propyl}-2-methyl-phenoxy)-4-hydroxy-pentanoic acid

Base Information

• Chemical Name: (5;R)-5-(4-{1-ethyl-1-[3'-(1-hydroxy-1-methyl-ethyl)-2-methyl-biphenyl-4-yl]-propyl}-2-methyl-phenoxy)-4-hydroxy-pentanoic acid
• CAS No.: 917022-79-8
• Molecular Formula: C₃₃H₄₂O₅
• Molecular Weight: 518.693
• Mol file: 917022-79-8.mol

Synonyms:(5;R)-5-(4-{1-ethyl-1-[3'-(1-hydroxy-1-methyl-ethyl)-2-methyl-biphenyl-4-yl]-propyl}-2-methyl-phenoxy)-4-hydroxy-pentanoic acid

Chemical Property of (5;R)-5-(4-{1-ethyl-1-[3'-(1-hydroxy-1-methyl-ethyl)-2-methyl-biphenyl-4-yl]-propyl}-2-methyl-phenoxy)-4-hydroxy-pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5;R)-5-(4-{1-ethyl-1-[3'-(1-hydroxy-1-methyl-ethyl)-2-methyl-biphenyl-4-yl]-propyl}-2-methyl-phenoxy)-4-hydroxy-pentanoic acid

There total 6 articles about (5;R)-5-(4-{1-ethyl-1-[3'-(1-hydroxy-1-methyl-ethyl)-2-methyl-biphenyl-4-yl]-propyl}-2-methyl-phenoxy)-4-hydroxy-pentanoic acid 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: 62.4%

(R)-5-(4-{1-ethyl-1-[2-methyl-3'-(1-methyl-1-trimethylsilanyloxy-ethyl)-biphenyl-4-yl]-propyl}-2-methyl-phenoxymethyl)-dihydro-furan-2-one (917024-67-0) → (5;R)-5-(4-{1-ethyl-1-[3'-(1-hydroxy-1-methyl-ethyl)-2-methyl-biphenyl-4-yl]-propyl}-2-methyl-phenoxy)-4-hydroxy-pentanoic acid (917022-79-8)

Guidance literature:

(R)-5-(4-{1-ethyl-1-[2-methyl-3'-(1-methyl-1-trimethylsilanyloxy-ethyl)-biphenyl-4-yl]-propyl}-2-methyl-phenoxymethyl)-dihydro-furan-2-one; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 75 ℃; for 2h;

With potassium hydrogensulfate; In tetrahydrofuran; water; ethyl acetate;

Reference yield:

trifluoromethanesulfonic acid 4-[1-ethyl-1-(4-hydroxy-3-methylphenyl)-propyl]-2-methylphenyl ester (865235-89-8) → (5;R)-5-(4-{1-ethyl-1-[3'-(1-hydroxy-1-methyl-ethyl)-2-methyl-biphenyl-4-yl]-propyl}-2-methyl-phenoxy)-4-hydroxy-pentanoic acid (917022-79-8)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 16 h / 80 °C

2: potassium carbonate / N,N-dimethyl-formamide / 1 h / 110 °C

3: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; N,N-dimethyl-formamide / 13.5 h / 85 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 75 °C

With tetrabutyl ammonium fluoride; potassium acetate; sodium carbonate; potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenol (917024-63-6) → (5;R)-5-(4-{1-ethyl-1-[3'-(1-hydroxy-1-methyl-ethyl)-2-methyl-biphenyl-4-yl]-propyl}-2-methyl-phenoxy)-4-hydroxy-pentanoic acid (917022-79-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 110 °C

2: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; N,N-dimethyl-formamide / 13.5 h / 85 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 75 °C

With tetrabutyl ammonium fluoride; sodium carbonate; potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; N,N-dimethyl-formamide;

upstream raw materials:

(R)-5-(4-{1-ethyl-1-[2-methyl-3'-(1-methyl-1-trimethylsilanyloxy-ethyl)-biphenyl-4-yl]-propyl}-2-methyl-phenoxymethyl)-dihydro-furan-2-one

trifluoromethanesulfonic acid 4-[1-ethyl-1-(4-hydroxy-3-methylphenyl)-propyl]-2-methylphenyl ester

4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenol

(R)-5-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenoxymethyl)-dihydro-furan-2-one