1,3-Benzenediol, 5-[(2S,3S)-6-(acetyloxy)-2-[4-(acetyloxy)phenyl]-4-[(1E)-2-[4-(acetyloxy) phenyl]ethenyl]-2,3-dihydro-3-benzofuranyl]-, diacetate

Base Information

• Chemical Name: 1,3-Benzenediol, 5-[(2S,3S)-6-(acetyloxy)-2-[4-(acetyloxy)phenyl]-4-[(1E)-2-[4-(acetyloxy) phenyl]ethenyl]-2,3-dihydro-3-benzofuranyl]-, diacetate
• CAS No.: 223558-50-7
• Molecular Formula: C38H32O11
• Molecular Weight: 664.665
• Mol file: 223558-50-7.mol

Synonyms:

Chemical Property of 1,3-Benzenediol, 5-[(2S,3S)-6-(acetyloxy)-2-[4-(acetyloxy)phenyl]-4-[(1E)-2-[4-(acetyloxy) phenyl]ethenyl]-2,3-dihydro-3-benzofuranyl]-, diacetate

Chemical Property:

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Safty Information:

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MSDS Files:

Useful:

Technology Process of 1,3-Benzenediol, 5-[(2S,3S)-6-(acetyloxy)-2-[4-(acetyloxy)phenyl]-4-[(1E)-2-[4-(acetyloxy) phenyl]ethenyl]-2,3-dihydro-3-benzofuranyl]-, diacetate

There total 2 articles about 1,3-Benzenediol, 5-[(2S,3S)-6-(acetyloxy)-2-[4-(acetyloxy)phenyl]-4-[(1E)-2-[4-(acetyloxy) phenyl]ethenyl]-2,3-dihydro-3-benzofuranyl]-, diacetate 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: 98.5%

acetic anhydride (108-24-7) + 5-{6-hydroxy-2-(4-hydroxyphenyl)-4-[2-(4-hydroxyphenyl)vinyl]-2,3-dihydrobenzofuran-3-yl}benzene-1,3-diol (253435-07-3) → trans-ε-viniferin pentaacetate (223558-50-7)

Guidance literature:

In pyridine; Ambient temperature;

DOI:10.1016/S0040-4020(99)00039-3

Reference yield: 63.0%

acetyl chloride (75-36-5) + 5-{6-hydroxy-2-(4-hydroxyphenyl)-4-[2-(4-hydroxyphenyl)vinyl]-2,3-dihydrobenzofuran-3-yl}benzene-1,3-diol (253435-07-3) → trans-ε-viniferin pentaacetate (223558-50-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 18h; Inert atmosphere;

DOI:10.1021/np5002576

Reference yield: 34.2%

trans-ε-viniferin pentaacetate (223558-50-7) → Acetic acid 3-acetoxy-5-{6-acetoxy-2-(4-acetoxy-phenyl)-4-[(E)-2-(4-acetoxy-phenyl)-vinyl]-benzofuran-3-yl}-phenyl ester

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 90h; Heating;

DOI:10.1016/S0040-4020(99)00039-3

upstream raw materials:

acetic anhydride

5-{6-hydroxy-2-(4-hydroxyphenyl)-4-[2-(4-hydroxyphenyl)vinyl]-2,3-dihydrobenzofuran-3-yl}benzene-1,3-diol

acetyl chloride

Downstream raw materials:

(+)-ampelopsin A

viniferifuran

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