2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone

Base Information

Chemical Name:2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone
CAS No.:347840-57-7
Molecular Formula:C₃₀H₃₇BrO₄Si
Molecular Weight:569.611
Hs Code.:

2-bromo-3-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone

Synonyms:2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone

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Chemical Property of 2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone

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Technology Process of 2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone

There total 9 articles about 2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone 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: 83.0%

: 67-56-1
methanol

: 347840-55-5
2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxy-6-(3-methyl-but-2-enyl)-phenol

: 347840-57-7
2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone

Guidance literature:: With [bis(acetoxy)iodo]benzene; at 20 ℃; for 0.333333h;
DOI:10.1021/ol0159367

Reference yield:

: 1194-98-5
2,5-Dihydroxybenzaldehyde

: 347840-57-7
2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone

Guidance literature:: Multi-step reaction with 9 steps

1.1: 94 percent / Br₂ / CHCl₃ / 1.5 h / 20 °C

2.1: 94 percent / imidazole / CH₂Cl₂ / 0.25 h / 20 °C

3.1: 72 percent / NaH / tetrahydrofuran / 6 h / 65 °C

4.1: 100 percent / NaBH₄ / ethanol / 0.5 h / 0 °C

5.1: 93 percent / imidazole / dimethylformamide / 2 h / 20 °C

6.1: 93 percent / TBAF / tetrahydrofuran / 0.17 h / 0 °C

7.1: NaH / toluene / 4 h / 50 °C

7.2: 35 percent / toluene / 12 h / -30 °C

8.1: 31 percent / montmorillonite KSF / benzene / 48 h / 20 °C

9.1: 83 percent / PhI(OAc)2 / 0.33 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; Montmorillonite KSF; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; bromine; sodium hydride; In tetrahydrofuran; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ol0159367

Reference yield:

: 241127-72-0
2-bromo-3,6-dihydroxy-benzaldehyde

: 347840-57-7
2-bromo-3-(tert-butyl-diphenyl-silanyloxymethyl)-4,4-dimethoxy-6-(3-methyl-but-2-enyl)-cyclohexa-2,5-dienone

Guidance literature:: Multi-step reaction with 8 steps

1.1: 94 percent / imidazole / CH₂Cl₂ / 0.25 h / 20 °C

2.1: 72 percent / NaH / tetrahydrofuran / 6 h / 65 °C

3.1: 100 percent / NaBH₄ / ethanol / 0.5 h / 0 °C

4.1: 93 percent / imidazole / dimethylformamide / 2 h / 20 °C

5.1: 93 percent / TBAF / tetrahydrofuran / 0.17 h / 0 °C

6.1: NaH / toluene / 4 h / 50 °C

6.2: 35 percent / toluene / 12 h / -30 °C

7.1: 31 percent / montmorillonite KSF / benzene / 48 h / 20 °C

8.1: 83 percent / PhI(OAc)2 / 0.33 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; Montmorillonite KSF; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ol0159367