1-(2-allyl-3,6-dimethoxyphenyl)-4-(tertbutyldimethylsilyloxy)-3-hydroxybutan-1-one

Base Information

Chemical Name:1-(2-allyl-3,6-dimethoxyphenyl)-4-(tertbutyldimethylsilyloxy)-3-hydroxybutan-1-one
CAS No.:1392299-38-5
Molecular Formula:C₂₁H₃₄O₅Si
Molecular Weight:394.583
Hs Code.:

Synonyms:1-(2-allyl-3,6-dimethoxyphenyl)-4-(tertbutyldimethylsilyloxy)-3-hydroxybutan-1-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-(2-allyl-3,6-dimethoxyphenyl)-4-(tertbutyldimethylsilyloxy)-3-hydroxybutan-1-one

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Technology Process of 1-(2-allyl-3,6-dimethoxyphenyl)-4-(tertbutyldimethylsilyloxy)-3-hydroxybutan-1-one

There total 6 articles about 1-(2-allyl-3,6-dimethoxyphenyl)-4-(tertbutyldimethylsilyloxy)-3-hydroxybutan-1-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: 64.0%

: 1392299-35-2
1-(2-allyl-3,6-dimethoxyphenyl)-3,4-dihydroxybutan-1-one

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1392299-38-5
1-(2-allyl-3,6-dimethoxyphenyl)-4-(tertbutyldimethylsilyloxy)-3-hydroxybutan-1-one

Guidance literature:: With 1H-imidazole; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2012.06.052

Reference yield:

: 40815-75-6
1-(5-allyloxy-2-hydroxyphenyl)-1-ethanone

: 1392299-38-5
1-(2-allyl-3,6-dimethoxyphenyl)-4-(tertbutyldimethylsilyloxy)-3-hydroxybutan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 18 h / 140 °C / Inert atmosphere

2: potassium carbonate / acetone / 24 h / Inert atmosphere; Reflux

3: sodium ethanolate / tetrahydrofuran / 0 - 20 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / -10 - 20 °C / Inert atmosphere

5: 1H-imidazole / acetonitrile / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; lithium aluminium tetrahydride; sodium ethanolate; potassium carbonate; In tetrahydrofuran; acetone; acetonitrile; 3: Claisen condensation;
DOI:10.1016/j.tet.2012.06.052

Reference yield:

: 1392299-32-9
ethyl (Z)-4-(2-allyl-3,6-dimethoxyphenyl)-2-hydroxy-4-oxobut-2-enoate

: 1392299-38-5
1-(2-allyl-3,6-dimethoxyphenyl)-4-(tertbutyldimethylsilyloxy)-3-hydroxybutan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / -10 - 20 °C / Inert atmosphere

2: 1H-imidazole / acetonitrile / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; lithium aluminium tetrahydride; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.tet.2012.06.052