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

Base Information

• Chemical Name: tert-butyl 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoate
• CAS No.: 865136-49-8
• Molecular Formula: C₃₃H₄₀FNO₅S
• Molecular Weight: 581.749
• Mol file: 865136-49-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 13 articles about tert-butyl 3-{4-[({4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methyl)amino]-2-fluorophenyl}propanoate 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: 82.0%

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) → 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)

Guidance literature:

With lithium hydroxide monohydrate; mercaptoacetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jm2016123

Reference yield:

4’-hydroxy-2’,6’-dimethyl-3-biphenylcarbaldehyde (805250-31-1) → 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)

Guidance literature:

Multi-step reaction with 7 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 4 h

2: sodium tetrahydroborate / tetrahydrofuran; methanol / 0 °C

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

5: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C

6: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 16 h / 0 - 20 °C

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

With 1H-imidazole; sodium tetrahydroborate; lithium hydroxide monohydrate; tetrabutyl ammonium fluoride; mercaptoacetic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm2016123

Reference yield:

(4'-((tert-butyldimethylsilyl)oxy)-2',6'-dimethyl-[1,1'-biphenyl]-3-yl)methanol (858096-63-6) → 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)

Guidance literature:

Multi-step reaction with 5 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C

4: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 16 h / 0 - 20 °C

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

With lithium hydroxide monohydrate; tetrabutyl ammonium fluoride; mercaptoacetic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; 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-yl)methanol

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

Downstream raw materials:

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

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