6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyran-4(1H)-one

Base Information

• Chemical Name: 6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyran-4(1H)-one
• CAS No.: 958457-28-8
• Molecular Formula: C₂₆H₂₉F₃O₅Si
• Molecular Weight: 506.594
• Mol file: 958457-28-8.mol

Synonyms:6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyran-4(1H)-one

Chemical Property of 6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyran-4(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyran-4(1H)-one

There total 9 articles about 6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyran-4(1H)-one 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: 81.0%

(4-(4-(trifluoromethoxy)phenoxy)phenyl)boronic acid (958457-41-5) + 6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-trifluoromethanesulfonyloxy-pyran-4(1H)-one (958457-27-7) → 6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyran-4(1H)-one (958457-28-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In ethanol; water; toluene; at 80 ℃;

DOI:10.1016/j.bmcl.2011.07.044

Reference yield:

3-benzyloxy-6-methyl-2-(O-tert-butyldimethylsily l)-hydroxymethyl-pyran-4(1H)-one (958457-25-5) → 6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyran-4(1H)-one (958457-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethanol; water; toluene / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; hydrogen; sodium carbonate; potassium carbonate; In ethanol; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmcl.2011.07.044

Reference yield:

1-bromo-4-[4-(trifluoromethoxy)phenoxy]benzene (873203-36-2) → 6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyran-4(1H)-one (958457-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1: n-butyllithium / tetrahydrofuran / -78 °C

2: hydrogenchloride / water / 20 °C

3: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethanol; water; toluene / 80 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; sodium carbonate; In tetrahydrofuran; ethanol; water; toluene;

DOI:10.1016/j.bmcl.2011.07.044

upstream raw materials:

(4-(4-(trifluoromethoxy)phenoxy)phenyl)boronic acid

6-methyl-2-(O-tert-butyldimethylsilyl)hydroxymethyl-3-trifluoromethanesulfonyloxy-pyran-4(1H)-one

1-bromo-4-[4-(trifluoromethoxy)phenoxy]benzene

3-benzyloxy-6-methyl-2-(O-tert-butyldimethylsily l)-hydroxymethyl-pyran-4(1H)-one

Downstream raw materials:

5-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pydinecarbaldehyde

C₂₀H₁₃ClF₃NO₅

C₂₂H₂₀ClF₃N₂O₃

C₂₄H₂₂ClF₃N₂O₃