1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-[1,2,3-13C₃]-1-propanone

Base Information

• Chemical Name: 1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-[1,2,3-13C₃]-1-propanone
• CAS No.: 827308-46-3
• Molecular Formula: C₁₈H₂₀O₇
• Molecular Weight: 351.32

Synonyms:1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-[1,2,3-13C₃]-1-propanone

Chemical Property of 1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-[1,2,3-13C₃]-1-propanone

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Technology Process of 1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-[1,2,3-13C₃]-1-propanone

There total 8 articles about 1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-[1,2,3-13C₃]-1-propanone 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: 93.0%

3-(4-benzyloxyphenyl)-1-[2,4-bis(benzyloxy)-5-methoxyphenyl]-3,3-dimethoxy-[1,2,3-13C3]-1-propanone (827308-45-2) → 1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-[1,2,3-13C3]-1-propanone (827308-46-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; at 20 ℃;

DOI:10.1016/j.tet.2004.10.028

Reference yield:

C29(13)C3H32O7 → 1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-[1,2,3-13C3]-1-propanone (827308-46-3)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In methanol; acetone; at 20 ℃; for 12h;

Reference yield:

3-[1,2-13C2]acetoxy-4-methoxyphenol (827308-40-7) → 1-(2,4-dihydroxy-5-methoxyphenyl)-2-(4-hydroxyphenyl)-3,3-dimethoxy-[1,2,3-13C3]-1-propanone (827308-46-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / BF₃*Et₂O / 2 h / 70 °C

2: 94 percent / 18-crown-6; potassium carbonate / acetone / 5 h / Heating

3: 94 percent / KOH / tetrahydrofuran; methanol / 6 h / Heating

4: 97 percent / thallium(III) nitrate trihydrate / methanol / 24 h / 20 °C

5: 93 percent / hydrogen / palladium on charcoal / 20 °C

With potassium hydroxide; thallium(III) nitrate trihydrate; 18-crown-6 ether; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetone; 1: Fries rearrangement;

DOI:10.1016/j.tet.2004.10.028

upstream raw materials:

3-(4-benzyloxyphenyl)-1-[2,4-bis(benzyloxy)-5-methoxyphenyl]-3,3-dimethoxy-[1,2,3-13C₃]-1-propanone

3-[1,2-13C₂]acetoxy-4-methoxyphenol

3-[1,2-13C₂]acetoxy-4-methoxybenzaldehyde

2,4-dihydroxy-5-methoxy-[1,2-13C₂]acetophenone

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