2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-methoxy-allylidene]-4-methylcyclopent-4-ene-1,3-dione

Base Information

Chemical Name:2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-methoxy-allylidene]-4-methylcyclopent-4-ene-1,3-dione
CAS No.:923025-80-3
Molecular Formula:C₂₂H₂₈O₄Si
Molecular Weight:384.547
Hs Code.:

Synonyms:2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-methoxy-allylidene]-4-methylcyclopent-4-ene-1,3-dione

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Chemical Property of 2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-methoxy-allylidene]-4-methylcyclopent-4-ene-1,3-dione

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Technology Process of 2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-methoxy-allylidene]-4-methylcyclopent-4-ene-1,3-dione

There total 6 articles about 2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-methoxy-allylidene]-4-methylcyclopent-4-ene-1,3-dione 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: 85.0%

: 923026-32-8
2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-hydroxyallylidene]-4-methylcyclopent-4-ene-1,3-dione

: 77-78-1
dimethyl sulfate

: 923025-80-3
2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-methoxy-allylidene]-4-methylcyclopent-4-ene-1,3-dione

Guidance literature:: 2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-hydroxyallylidene]-4-methylcyclopent-4-ene-1,3-dione; With potassium carbonate; In acetone; for 0.0833333h; Heating;

dimethyl sulfate; In acetone; Heating;
DOI:10.1021/jm061123i

Reference yield:

: (3E)-4-{4-[(tert-butyldimethylsilyl)oxy]phenyl}but-3-en-2-one

: 923025-80-3
2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-methoxy-allylidene]-4-methylcyclopent-4-ene-1,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: 65 percent / pyrrolidone hydrotribromide / tetrahydrofuran / 24 h / 20 °C

2.1: 75 percent / tetrahydrofuran / Heating

3.1: 80 percent / aq. NaOH / methanol / 20 °C

4.1: 40 percent / benzene / Heating

5.1: 50 percent / NaOMe / methanol / 20 °C

6.1: K₂CO₃ / acetone / 0.08 h / Heating

6.2: 85 percent / acetone / Heating

With sodium hydroxide; pyrrolidone hydrotribromide; sodium methylate; potassium carbonate; In tetrahydrofuran; methanol; acetone; benzene; 4.1: Wittig condensation;
DOI:10.1021/jm061123i

Reference yield:

: 923025-57-4
(E)-1-bromo-4-[4-(tert-butyldimethylsilyloxy)phenyl]but-3-en-2-one

: 923025-80-3
2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-methoxy-allylidene]-4-methylcyclopent-4-ene-1,3-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: 75 percent / tetrahydrofuran / Heating

2.1: 80 percent / aq. NaOH / methanol / 20 °C

3.1: 40 percent / benzene / Heating

4.1: 50 percent / NaOMe / methanol / 20 °C

5.1: K₂CO₃ / acetone / 0.08 h / Heating

5.2: 85 percent / acetone / Heating

With sodium hydroxide; sodium methylate; potassium carbonate; In tetrahydrofuran; methanol; acetone; benzene; 3.1: Wittig condensation;
DOI:10.1021/jm061123i