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

Base Information

• Chemical Name: 3-(4-benzyloxyphenyl)-1-[2,4-bis(benzyloxy)-5-methoxyphenyl]-3,3-dimethoxy-[1,2,3-13C₃]-1-propanone
• CAS No.: 827308-45-2
• Molecular Formula: C₃₉H₃₈O₇
• Molecular Weight: 621.694

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

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

Chemical Property:

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

There total 6 articles about 3-(4-benzyloxyphenyl)-1-[2,4-bis(benzyloxy)-5-methoxyphenyl]-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: 97.0%

trimethyl orthoformate (149-73-5) + 3-(4-benzyloxyphenyl)-[2,4-bis(benzyloxy)-5-methoxyphenyl]-[1,2,3-13C3]-2-propen-1-one → 3-(4-benzyloxyphenyl)-1-[2,4-bis(benzyloxy)-5-methoxyphenyl]-3,3-dimethoxy-[1,2,3-13C3]-1-propanone (827308-45-2)

Guidance literature:

With thallium(III) nitrate trihydrate; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2004.10.028

Reference yield:

benzyl bromide (100-39-0) → 3-(4-benzyloxyphenyl)-1-[2,4-bis(benzyloxy)-5-methoxyphenyl]-3,3-dimethoxy-[1,2,3-13C3]-1-propanone (827308-45-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / 18-crown-6; potassium carbonate / acetone / 5 h / Heating

2: 94 percent / KOH / tetrahydrofuran; methanol / 6 h / Heating

3: 97 percent / thallium(III) nitrate trihydrate / methanol / 24 h / 20 °C

With potassium hydroxide; thallium(III) nitrate trihydrate; 18-crown-6 ether; potassium carbonate; In tetrahydrofuran; methanol; acetone;

DOI:10.1016/j.tet.2004.10.028

Reference yield:

3-[1,2-13C2]acetoxy-4-methoxybenzaldehyde (827308-39-4) → 3-(4-benzyloxyphenyl)-1-[2,4-bis(benzyloxy)-5-methoxyphenyl]-3,3-dimethoxy-[1,2,3-13C3]-1-propanone (827308-45-2)

Guidance literature:

Multi-step reaction with 6 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 5 h / Heating

2: 3.54 g / aq. NaHCO₃ / ethanol / 17 h / 20 °C

3: 96 percent / BF₃*Et₂O / 2 h / 70 °C

4: 94 percent / 18-crown-6; potassium carbonate / acetone / 5 h / Heating

5: 94 percent / KOH / tetrahydrofuran; methanol / 6 h / Heating

6: 97 percent / thallium(III) nitrate trihydrate / methanol / 24 h / 20 °C

With potassium hydroxide; thallium(III) nitrate trihydrate; 18-crown-6 ether; boron trifluoride diethyl etherate; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; 1: Baeyer-Villiger reaction / 3: Fries rearrangement;

DOI:10.1016/j.tet.2004.10.028

upstream raw materials:

trimethyl orthoformate

benzyl bromide

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

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

Downstream raw materials:

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

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