3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoic acid

Base Information

• Chemical Name: 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoic acid
• CAS No.: 865136-50-1
• Molecular Formula: C₂₉H₃₂FNO₅S
• Molecular Weight: 525.641
• Mol file: 865136-50-1.mol

Synonyms:

Chemical Property of 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoic acid

There total 13 articles about 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoic 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:

tert-butyl 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoate (865136-49-8) → 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoic acid (865136-50-1)

Guidance literature:

With trifluoroacetic acid; In toluene; at 20 ℃; for 2h;

DOI:10.1021/jm2016123

Reference yield:

tert-butyl 3-(4-{({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)[(2-nitrophenyl)sulfonyl]amino}-2-fluorophenyl)propanoate (865136-48-7) → 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoic acid (865136-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate; mercaptoacetic acid / N,N-dimethyl-formamide / 16 h / 20 °C

2: trifluoroacetic acid / toluene / 2 h / 20 °C

With lithium hydroxide monohydrate; mercaptoacetic acid; trifluoroacetic acid; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm2016123

Reference yield:

tert-butyl 3-(2-fluoro-4-{[(4'-hydroxy-2',6'-dimethylbiphenyl-3-yl)methyl][(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate (865135-75-7) → 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoic acid (865136-50-1)

Guidance literature:

Multi-step reaction with 4 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C

2: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 16 h / 0 - 20 °C

3: lithium hydroxide monohydrate; mercaptoacetic acid / N,N-dimethyl-formamide / 16 h / 20 °C

4: trifluoroacetic acid / toluene / 2 h / 20 °C

With lithium hydroxide monohydrate; mercaptoacetic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm2016123

upstream raw materials:

4’-hydroxy-2’,6’-dimethyl-3-biphenylcarbaldehyde

4'-((tert-butyldimethylsilyl)oxy)-2',6'-dimethyl-[1,1'-biphenyl]-3-carbaldehyde

tert-butyl 3-(4-{({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)[(2-nitrophenyl)sulfonyl]amino}-2-fluorophenyl)propanoate

tert-butyl 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoate