trans-2-(4'-tert-butyldimethylsilyloxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran

Base Information

• Chemical Name: trans-2-(4'-tert-butyldimethylsilyloxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran
• CAS No.: 140423-86-5
• Molecular Formula: C₂₅H₃₄O₃Si
• Molecular Weight: 410.629

Synonyms:trans-2-(4'-tert-butyldimethylsilyloxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran

Chemical Property of trans-2-(4'-tert-butyldimethylsilyloxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of trans-2-(4'-tert-butyldimethylsilyloxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran

There total 6 articles about trans-2-(4'-tert-butyldimethylsilyloxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran 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: 37.0%

threo-1-(4-tert-butyldimethylsilyloxyphenyl)-2-<2'-hydroxy-3'-methoxy-5'-(1-propenyl)>phenylpropanol (140423-84-3,140423-85-4) → trans-2-(4'-tert-butyldimethylsilyloxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran (140423-86-5)

Guidance literature:

With acetic acid; for 1h; Heating;

DOI:10.1248/cpb.39.3123

Reference yield:

2-Ethyl-6-methoxy-4-<(E)-prop-1-enyl>phenyl N,N,N',N'-tetramethylphosphorodiamidate (133642-19-0) → trans-2-(4'-tert-butyldimethylsilyloxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran (140423-86-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sec-BuLi, N,N,N',N'-tetramethylethylenediamine (TMEDA) / 1.) THF, -105 deg C, 2.) THF, -105 deg C, 1 h

2: 68 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

3: 37 percent / 90percent aq. CH₃COOH / 1 h / Heating

With lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; acetic acid; In tetrahydrofuran;

DOI:10.1248/cpb.39.3123

Reference yield:

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde (120743-99-9) → trans-2-(4'-tert-butyldimethylsilyloxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran (140423-86-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sec-BuLi, N,N,N',N'-tetramethylethylenediamine (TMEDA) / 1.) THF, -105 deg C, 2.) THF, -105 deg C, 1 h

2: 68 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

3: 37 percent / 90percent aq. CH₃COOH / 1 h / Heating

With lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; acetic acid; In tetrahydrofuran;

DOI:10.1248/cpb.39.3123

upstream raw materials:

threo-1-(4-tert-butyldimethylsilyloxyphenyl)-2-<2'-hydroxy-3'-methoxy-5'-(1-propenyl)>phenylpropanol

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

2-Ethyl-6-methoxy-4-<(E)-prop-1-enyl>phenyl N,N,N',N'-tetramethylphosphorodiamidate

4-hydroxy-benzaldehyde

Downstream raw materials:

trans-2-(4'-hydroxyphenyl)-7-methoxy-3-methyl-5-(1-propenyl)benzofuran

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