[(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid

Base Information

• Chemical Name: [(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid
• CAS No.: 1373551-60-0
• Molecular Formula: C₃₁H₃₁NO₅S
• Molecular Weight: 529.657
• Mol file: 1373551-60-0.mol

Synonyms:

Chemical Property of [(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid

There total 8 articles about [(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic 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:

methyl [(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetate (1373551-59-7) → [(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid (1373551-60-0)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 2h;

DOI:10.1021/jm300170m

Reference yield:

(4'-((tert-butyldimethylsilyl)oxy)-2',6'-dimethyl-[1,1'-biphenyl]-3-yl)methanol (858096-63-6) → [(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid (1373551-60-0)

Guidance literature:

Multi-step reaction with 4 steps

1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 20 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 15 h / 20 °C / Inert atmosphere

4: water; sodium hydroxide / tetrahydrofuran; methanol / 2 h / 50 °C

With tributylphosphine; tetrabutyl ammonium fluoride; water; sodium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; toluene; 1: Mitsunobu reaction / 3: Mitsunobu reaction;

DOI:10.1021/jm300170m

Reference yield:

4’-hydroxy-2’,6’-dimethyl-3-biphenylcarbaldehyde (805250-31-1) → [(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid (1373551-60-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C

2: methanol; sodium tetrahydroborate / 20 h / 0 - 20 °C / Inert atmosphere

3: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 20 h / 20 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

5: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / toluene / 15 h / 20 °C / Inert atmosphere

6: water; sodium hydroxide / tetrahydrofuran; methanol / 2 h / 50 °C

With 1H-imidazole; methanol; sodium tetrahydroborate; tributylphosphine; tetrabutyl ammonium fluoride; water; sodium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 3: Mitsunobu reaction / 5: Mitsunobu reaction;

DOI:10.1021/jm300170m

upstream raw materials:

(2,4-dimethyl-1,3-thiazol-5-yl)methanol

methyl {(3S)-6-[(4'-hydroxy-2',6'-dimethylbiphenyl-3-yl)methoxy]-2,3-dihydro-1-benzofuran-3-yl}acetate

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

methyl [(3S)-6-({4'-[(2,4-dimethyl-1,3-thiazol-5-yl)methoxy]-2',6'-dimethylbiphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetate

Refernces